COMPOSITIONS AND METHODS FOR INHIBITION OF THE JAK PATHWAY

• US 20070203161A1
• Filed: 02/23/2007
• Published: 08/30/2007
• Est. Priority Date: 02/24/2006
• Status: Abandoned Application

• Current Assignee: Rigel Pharmaceuticals, Inc.
• Original Assignee: Rigel Pharmaceuticals, Inc.
• Inventors: Clough, Jeffrey, Thota, Sambaiah, Tso, Kin, Carroll, David, Taylor, Vanessa, Bhamidipati, Somasekhar, Sran, Arvinder, Li, Hui, Singh, Rajinder, Masuda, Esteban, ARGADE, Ankush
• Application Number:
  US11/678,429
• Publication Number:
  US 20070203161A1
• Time in Patent Office: Days
• US Class Current: 514/275
• CPC Class Codes: A61K 31/505 Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 35/02 specific for leukemia
• CPC Class Codes: A61P 37/06 Immunosuppressants, e.g. drugs for graft rejection
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: C07D 239/48 Two nitrogen atoms
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 405/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 407/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/14 containing three or more hetero rings
• CPC Class Codes: C07D 417/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 498/04 Ortho-condensed systems

Abstract

The invention encompasses compounds having formula I and the compositions and methods using these compounds in the treatment of conditions in which modulation of the JAK pathway or inhibition of JAK kinases, particularly JAK3, are therapeutically useful.

Claims

1. A compound of the formula I:

2. The compound of claim 1, wherein Y is hydrogen.

3. The compound of claim 1, wherein X is hydrogen.

4. The compound of claim 1, wherein ring A is selected from the group consisting of:

5. The compound of claim 1, wherein

ring A is phenyl;

R is hydrogen;

X is halo, cyano or alkyl; and

q is 1 or 2.

7. A method of inhibiting an activity of a JAK kinase, comprising contacting the JAK kinase with an amount of a compound effective to inhibit an activity of the JAK kinase wherein the compound is selected from the compounds of any one of claims 1 to 6.

8. A method of inhibiting an activity of a JAK kinase, comprising contacting in vitro a JAK3 kinase with an amount of a compound effective to inhibit an activity of the JAK kinase wherein the compound is selected from the compounds of any one of claims 1 to 6.

9. A method of treating a T-cell mediated autoimmune disease, comprising administering to a patient suffering from such an autoimmune disease an amount of a compound effective to treat the autoimmune disease wherein the compound is selected from the compounds of any one of claims 1 to 6.

10. The method of claim 9 in which the compound is administered in combination with, or adjunctively to, a compound that inhibits Syk kinase with an IC₅₀ of about 10 μ

M or less.

11. A method of treating or preventing allograft transplant rejection in a transplant recipient, comprising administering to the transplant recipient an amount of a compound effective to treat or prevent the allograft transplant rejection wherein the compound is selected from the compounds of any one of claims 1 to 6.

12. The method of claim 11, wherein the compound is administered to a tissue or an organ prior to transplanting the tissue or organ in the allograft transplant recipient

13. The method of claim 11 in which the allograft transplant rejection is acute rejection.

14. The method of claim 11 in which the allograft transplant rejection is chronic rejection.

15. The method of claim 11 in which the allograft transplant rejection is mediated by HVGR or GVHR.

16. The method of claim 11 in which the transplant recipient receives an allograft transplant organis selected from a kidney, a heart, a liver and a lung.

17. The method of claim 11 in which the compound is administered in combination with, or adjunctively to, an immunosuppressant.

18. The method of claim 17 in which the immunosuppressant is selected from cyclosporine, tacrolimus, sirolimus, an inhibitor of IMPDH, mycophenolate, mycophanolate mofetil, an anti-T-Cell antibody and OKT3.

19. A method of treating or preventing a Type IV hypersensitivity reaction, comprising administering to a subject an amount of a compound of effective to treat or prevent the hypersensitivity reaction wherein the compound is selected from the compounds of any one of claims 1 to 6.

20. The method of claim 18 which is practical prophylactically, and the compound selected from the compounds of any one of claims 1 to 6.

21. A method of inhibiting a signal transduction cascade in which JAK3 kinase plays a role, comprising contacting a cell expressing a receptor involved in said signaling cascade with a compound wherein the compound is selected from the compounds of any one of claims 1 to 6.

22. A method of treating or preventing a JAK kinase-mediated disease, comprising administering to a subject an amount of compound effective to treat or prevent the JAK kinase-mediated disease wherein the compound is selected from the compounds of any one of claims 1 to 6.

23. The method of claim 22 in which the JAK kinase-mediated disease is HVGR or GVHR.

24. The method of claim 22 in which the JAK kinase-mediated disease is acute allograft rejection.

25. The method of claim 22 in which the JAK kinase-mediated diseases is chronic allograft rejection.

26. A pharmaceutical formulation comprising a compound selected from the compounds of any one of claims 1 to 6.

27. A kit comprising a compound selected from the compounds of any one of claims 1 to 6 or a prodrug thereof, packaging and instructions for use.

28. A kit comprising the pharmaceutical formulation of claim 27, packaging, and instructions for use.

6. A compound selected from the group consisting of:

I-1;

N4-(3-Acetylamino-4-hydroxyphenyl)-N2-(3-aminosulfonylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-2;

N4-(3-Acetylamino-4-hydroxyphenyl)-N2-(3-aminosulfonyl-4-methylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-3;

N4-(3-Acetylamino-4-hydroxyphenyl)-N2-(4-aminosulfonylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-4;

N4-(3-Chloro-4-methoxyphenyl)-N2-(3-N,N-dimethylaminosulfonylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-5;

N4-(3-Chloro-4-methoxyphenyl)-N2-(4-N,N-dimethylaminosulfonylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-6;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-7;

N2-(3-Aminosulfonyl-4-chlorophenyl)-5-fluoro-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-8;

5-Fluoro-N2-(4-methyl-3-propionylaminosulfonylphenyl)-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-9;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[3-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-10;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[3-methyl-4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-11;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[3-chloro-4-(prop-2-ynyloxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-12;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[3-fluoro-4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-13;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(but-2-ynyloxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-14 N2-(4-methyl-3-propionylaminosulfonylphenyl)-5-fluoro-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-15;

N2-[3-Aminosulfonyl-4-(2-propyl)phenyl]-5-fluoro-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-16;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[4-(prop-2-ynylamino)phenyl]-2,4-pyrimidinediamine;

I-17;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-{4-[bis(prop-2-ynyl)amino]phenyl}-5-fluoro-2,4-pyrimidinediamine;

I-18;

5-Fluoro-N2-(4-methyl-3-methylaminosulfonylphenyl)-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-19;

5-Fluoro-N2-{[4-methyl-3-((1-methylpiperidin-4-yl)aminosulfonyl)]phenyl}-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-20;

N2-[3-Aminosulfonyl-4-(1-methylpiperazin-4-yl)phenyl]-5-fluoro-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-21;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-{4-[(prop-2-ynyloxy)carbonylaminomethyl]phenyl}-2,4-pyrimidinediamine;

I-22;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-{4-[(prop-2-ynyloxy)carbonylaminomethyl]phenyl}-2,4-pyrimidinediamine;

I-23;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[4-(prop-2-ynylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-24;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[4-(prop-2-ynylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-25;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[4-(prop-2-ynylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-26 5-Fluoro-N2-[3-(prop-2-ynylaminosulfonyl)phenyl]-N4-[4-(prop-2-ynyloxy)phenyl]-2,4-pyrimidinediamine;

I-27;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[3-(prop-2-ynylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-28;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[3-(prop-2-ynylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-29;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[3-(prop-2-ynylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-30;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-31;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-32;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-33;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(2-propynyloxy)phenyl]-5-trifluoromethyl-2,4-pyrimidinediamine;

I-34;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-35;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-36;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-37;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(3-butynyloxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-38;

N2-(4-Aminosulfonylphenyl)-N4-[4-(3-butynyloxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-39;

N2-(3-Aminosulfonylphenyl)-N4-[4-(3-butynyloxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-40;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-cyano-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-41;

N2-(3-Aminosulfonylphenyl)-5-cyano-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-42;

N2-(4-Aminosulfonylphenyl)-5-cyano-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-43;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-44;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-45;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(3-butynyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-46;

N2-(3-Aminosulfonylphenyl)-N4-[4-(2-propynyloxy)phenyl]-5-trifluoromethyl-2,4-pyrimidinediamine;

I-47;

N2-(4-Aminosulfonylphenyl)-N4-[4-(2-propynyloxy)phenyl]-5-trifluoromethyl-2,4-pyrimidinediamine;

I-48;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-cyclopropyl-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-49;

5-Fluoro-N2-[4-methyl-3-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine Potassium Salt;

I-50;

5-Fluoro-N2-[4-methyl-3-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine Calcium Salt;

I-51;

N2-(4-Aminosulfonylphenyl)-N4-[4-(3-butynyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-52;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-53;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-((1-cyclohexyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-54;

5-Fluoro-N2-[3-(N-methoxyaminosulfonyl)phenyl]-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-55;

5-Fluoro-N2-[3-((2-methyl-2-propoxy)aminosulfonyl)phenyl]-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-56;

5-Fluoro-N2-[4-methyl-3-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine Arginine Salt;

I-57;

5-Fluoro-N2-[4-methyl-3-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine Choline Salt;

I-58;

N2-(3-Aminosulfonylphenyl)-N4-(ethoxycarbonylmethyl)-N4-(3-chloro-4-methoxyphenyl)-5-nitro-2,4-pyrimidinediamine;

I-59;

N2-(3-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-yl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-60;

N2-(4-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-yl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-61;

N2-(3-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-yl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-62;

N2-(4-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-yl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-63;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(1H-benzimidazol-2-yl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-64;

N2-(3-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-ylmethyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-65;

N2-(4-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-ylmethyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-66;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(1H-benzimidazol-2-ylmethyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-67;

N2-(3-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-ylmethyl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-68;

N2-(4-Aminosulfonylphenyl)-N4-[4-(1H-benzimidazol-2-ylmethyl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-69;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(1H-benzimidazol-2-ylmethyl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-70;

N2-(3-Aminosulfonylphenyl)-N4-[3-(1H-benzimidazol-2-ylmethyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-71;

N2-(4-Aminosulfonylphenyl)-N4-[3-(1H-benzimidazol-2-ylmethyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-72;

N2-(3-Aminosulfonylphenyl)-N4-[3-(1H-benzimidazol-2-ylmethyl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-73;

N2-(4-Aminosulfonylphenyl)-N4-[3-(1H-benzimidazol-2-ylmethyl)phenyl]-5-methyl-2,4-pyrimidinediamine;

I-74;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[3-(4-cyanophenyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-75;

N2-(3-Aminosulfonylphenyl)-N4-[4-(3-cyanophenyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-76;

N2-(4-Aminosulfonylphenyl)-N4-[3-(4-cyanophenyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-77;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(3-cyanophenyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-78;

N4-[4-(3-Cyanophenyl)phenyl]-5-fluoro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-79;

N2-(3-Aminosulfonylphenyl)-N4-[3-(4-cyanophenyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-80;

N4-[3-(4-Cyanophenyl)phenyl]-5-fluoro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-81;

N2-(4-Aminosulfonylphenyl)-N4-[4-(3-cyanophenyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-82;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(4-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-83;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[4-(4-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-84;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[4-(4-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-85;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(4-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-86;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine Hydrogen Chloride Salt;

I-87;

5-Fluoro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[4-(3-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-88;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[4-(3-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-89;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(3-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-90;

5-Methyl-N2-[4-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-91;

5-Methyl-N2-[4-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine Sodium Salt;

I-92;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[4-(3-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-93;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(3-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-94;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[4-(3-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-95;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[4-(3-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-96;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-97;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-98;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-99;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-100;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(4-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-101;

5-Methyl-N2-[4-(N-propionylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine Hydrogen Chloride Salt;

I-102;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[4-(4-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-103;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-104;

N2-(3-Aminosulfonylphenyl)-N4-(4-ethynylphenyl)-5-methyl-2,4-pyrimidinediamine;

I-105;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(4-ethynylphenyl)-5-methyl-2,4-pyrimidinediamine;

I-106;

N2-(4-Aminosulfonylphenyl)-N4-(4-ethynylphenyl)-5-methyl-2,4-pyrimidinediamine;

I-107;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-108;

N4-(4-Ethynylphenyl)-5-methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-109;

N2-(3-Aminosulfonylphenyl)-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-5-trifluoromethyl-2,4-pyrimidinediamine;

I-110;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-111;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(4-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-112;

N2-(4-Aminosulfonylphenyl)-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-5-trifluoromethyl-2,4-pyrimidinediamine;

I-113;

N2-[3-(N,N-Dimethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-114;

N2-[4-(N,N-Dimethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-115;

N2-[4-(N,N-Dimethylaminosulfonyl)phenyl]-5-fluoro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-116;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-117;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-118;

N2-(4-Aminosulfonylphenyl)-N4-(3-ethynylphenyl)-5-methyl-2,4-pyrimidinediamine;

I-119;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-120;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-121;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-122;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-123;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-124;

N2-(3-Aminosulfonylphenyl)-N4-(3-ethynylphenyl)-5-methyl-2,4-pyrimidinediamine;

I-125;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(3-ethynylphenyl)-5-methyl-2,4-pyrimidinediamine;

I-126;

N4-(3-Ethynylphenyl)-5-methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-127;

N2-[3-(N,N-Dimethylaminosulfonyl)phenyl]-5-fluoro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-128;

N2-(4-Aminosulfonylphenyl)-5-cyclopropyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-129;

N2-(3-Aminosulfonylphenyl)-5-cyclopropyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-130;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-131;

N2-[3-N-(Cyclopropylaminosulfonyl)phenyl]-5-fluoro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-132;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-fluoro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-133;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(4-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-134;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(4-pyridinylmethyl)phenyl]-2,4-pyrimidinediamine;

I-135;

N2-[4-(N-Cyclopropylmethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-136;

N2-[4-(N-Cyclopropylmethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-137;

N2-[3-(N-Cyclopropylmethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-138;

N2-[3-(N-Cyclopropylmethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-139;

N2-[4-(N-Cyclopropylmethylaminosulfonyl)phenyl]-5-methyl-N4-[4-(5-pyrimidinyloxy)phenyl]-2,4-pyrimidinediamine;

I-140;

N2-[3-(N-Cyclopropyl-N-propionylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-141;

N2-[3-(N-Cyclopropyl-N-propionylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine Hydrogen Chloride Salt;

I-142;

5-Chloro-N2-[3-(N-cyclopropylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-143;

5-Chloro-N2-[4-(N-cyclopropylmethylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-144;

5-Chloro-N2-[4-(N-cyclopropylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-145;

5-Chloro-N2-[3-(N-cyclopropylmethylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-146;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[4-(2-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-147;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[4-(2-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-148;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[4-(2-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-149;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-150;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[4-(2-pyridinylmethylenethio)phenyl]-2,4-pyrimidinediamine;

I-151;

N2-[3,5-Bis(aminosulfonyl)phenyl]-N4-[4-(2-cyanoethyl)phenyl]-5-fluoro-2,4-pyrimidinediamine;

I-152;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[3-(2-cyanoethyl)-5-trifluoromethylphenyl]-5-fluoro-2,4-pyrimidinediamine;

I-153;

N2-(3-Aminosulfonylphenyl)-N4-[3-(2-cyanoethyl)-5-trifluoromethylphenyl]-5-fluoro-2,4-pyrimidinediamine;

I-154;

N2-(4-Aminosulfonylphenyl)-N4-[3-(2-cyanoethyl)-5-trifluoromethylphenyl]-5-fluoro-2,4-pyrimidinediamine;

I-155;

N4-[4-(2-Cyanoethyl)phenyl]-5-methyl-N2-[4(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

I-156;

N4-[4-(2-Cyanoethyl)phenyl]-5-methyl-N2-[4-(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine Sodium Salt;

I-157;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(2-cyanoethyl)-3-methylphenyl]-5-methyl-2,4-pyrimidinediamine;

I-158;

N2-(3-Aminosulfonylphenyl)-N4-[4-(2-cyanoethyl)-3-methylphenyl]-5-methyl-2,4-pyrimidinediamine;

I-159;

N2-(4-Aminosulfonylphenyl)-N4-[4-(2-cyanoethyl)-3-methylphenyl]-5-methyl-2,4-pyrimidinediamine;

I-160;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[4-((1-methyl-1H-pyrazol-3-yl)aminocarbonylmethylene)phenyl]-2,4-pyrimidinediamine;

I-161;

N2-(3-Aminosulfonylphenyl)-N4-(4-N,N-dimethylaminosulfonylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-162;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(4-N,N-dimethylaminosulfonylphenyl)-5-fluoro-2,4-pyrimidinediamine;

I-163;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-164;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-165;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

I-166;

N2-(3-(N-butyrylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-167;

N2-(3-(N-isobutyrylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-168;

N2-(3-(N-butyrylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine sodium salt;

I-169;

N2-(3-(N-isobutyrylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine sodium salt;

I-170;

N2-(3-(N-hexanoylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-171;

N2-(3-(N-pentanoylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine;

I-172;

N2-(3-(N-hexanoylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine sodium salt;

I-173;

N2-(3-(N-pentanoylsulfamoyl)-4-methylphenyl)-5-fluoro-N4-[4-(2-propynyloxy)phenyl]-2,4-pyrimidinediamine sodium salt;

II-1;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(3-oxo-2H,4H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-2;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2H,4H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-3;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2H,4H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-4;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-5;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-6;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-7;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-8;

N2-(3-Aminosulfonylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-5-fluoro-pyrimidinediamine;

II-9;

N2-(4-Aminosulfonylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-10;

N2-(3-Aminosulfonylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-11;

Racemic-N4-(2-aminocarbonyl-2-methyl-3-oxo-4H-benzo[1,4]oxazin-6-yl)-N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-2,4-pyrimidinediamine;

II-12;

N2-(4-Aminosulfonylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-13;

5-Methyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-N2-[4-(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-14;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[3-oxo-4-(2-propynyl)-2H-benzo[1,4]thiazin-6-yl]-2,4-pyrimidinediamine;

II-15;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[3-oxo-4-(2-propynyl)-2H-benzo[1,4]thiazin-6-yl]-2,4-pyrimidinediamine;

II-16;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[3-oxo-4-(2-propynyl)-2H-benzo[1,4]thiazin-6-yl]-2,4-pyrimidinediamine;

II-17;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-18;

N2-(3-Aminosulfonylphenyl)-N4-(4-ethyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-19;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(4-ethyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-20;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-21;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-22;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-23;

N2-(4-Aminosulfonylphenyl)-5-bromo-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-24;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-2H,4H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-25;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-2H,4H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-26;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-27;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-N4-(4-ethyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-28;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-29;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-4-(2-propynyl)-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-30;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-31;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(4-butyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-32;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-33;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-34;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-35;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-36;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-37;

N2-(4-Aminosulfonylphenyl)-N4-(4-butyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-38;

N2-(3-Aminosulfonylphenyl)-N4-(4-butyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-39;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(4-butyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-40;

N2-(3-Aminosulfonylphenyl)-N4-(4-butyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-41;

N2-(4-Aminosulfonylphenyl)-N4-(4-butyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-5-chloro-2,4-pyrimidinediamine;

II-42;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-43;

N2-(3-Aminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-propynyl)-5-pyrido[1,4]oxazin-6-yl]-5-fluoro-2,4-pyrimidinediamine;

II-44;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-propynyl)-5-pyrido[1,4]oxazin-6-yl]-5-fluoro-2,4-pyrimidinediamine;

II-45;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-46;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-(N-morpholinyl)ethyl)-5-pyrido[1,4]oxazin-6-yl]-5-fluoro-2,4-pyrimidinediamine;

II-47;

N2-(4-Aminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-(N-morpholinyl)ethyl)-5-pyrido[1,4]oxazin-6-yl]-5-fluoro-2,4-pyrimidinediamine;

II-48;

N2-(3-N,N-Dimethylaminosulfonylphenyl)-5-fluoro-N4-[3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-49;

N2-(3-N,N-Dimethylaminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-propynyl)-5-pyrido[1,4]oxazin-6-yl]-5-fluoro-2,4-pyrimidinediamine;

II-50;

N2-(3-N,N-Dimethylaminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl]-5-fluoro-2,4-pyrimidinediamine;

II-51;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-52;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-53;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-54;

N2-(3-Aminosulfonylphenyl)-N4-(2,2-dimethyl-3-oxo-4H-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-55;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-dimethyl-3-oxo-4H-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-56;

N2-(3-Aminosulfonylphenyl)-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-57;

N2-(4-Aminosulfonylphenyl)-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-58;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-59;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-60;

N2-(3-Aminosulfonylphenyl)-N4-(2,2-dimethyl-3-oxo-4-(2-propynyl)-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-61;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-dimethyl-4-(2-propynyl)-3-oxo-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-62;

N2-(3-Aminosulfonylphenyl)-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-63;

N2-(4-Aminosulfonylphenyl)-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-64;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-65;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(2,2,4-trimethyl-3-oxobenzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-66;

N2-(3-Aminosulfonylphenyl)-N4-(4-cyclopropylmethyl-2,2-dimethyl-3-oxo-5-pyrido[1,4]oxazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-67;

N2-(4-Aminosulfonylphenyl)-N4-(4-cyclopropylmethyl-2,2-dimethyl-3-oxo-5-pyrido[1,4]oxazin-6-yl)-5-fluoro-2,4-pyrimidinediamine;

II-68;

N2-(3-Aminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-propynyl)benzo[1,4]thiazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-69;

N2-(4-Aminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4-(2-propynyl)benzo[1,4]thiazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-70;

N2-(3-Aminosulfonylphenyl)-N4-(2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-71;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-72;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-73;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-74;

N2-(3-Aminosulfonylphenyl)-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-5-[2-(trimethylsilyl)ethynyl]-2,4-pyrimidinediamine;

II-75;

N2-(3-Aminosulfonylphenyl)-5-ethynyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-76;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-77;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-78;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-79;

N2-(4-Aminosulfonylphenyl)-5-cyclopropyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-80;

N2-(3-Aminosulfonylphenyl)-5-cyclopropyl-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-81;

N4-(2,2-Dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl)-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-5-methyl-2,4-pyrimidinediamine;

II-82;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-83;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-84;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-85;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[3-oxo-4-propyl-2H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-86;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[3-oxo-4-propyl-2H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-87;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[3-oxo-4-propyl-2H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-88;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-[3-oxo-4-propyl-2H-5-pyrido[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-89;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(4-methyl-3-oxo-2H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-90;

N2-[4-Aminosulfonylphenyl])-5-methyl-N4-(4-methyl-3-oxo-2H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-91;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(4-methyl-3-oxo-2H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-92;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(4-methyl-3-oxo-2H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-93;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-94;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-(4-methyl-3-oxo-2H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-95;

N2-[3-(N-Cyclopropylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-96;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-2,2,4-trimethyl-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-97;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2H,4H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-98;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-2H,4H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-99;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(3-oxo-2H,4H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-100;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-2H,4H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-101;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-2H,4H-5-pyrido[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-102;

5-Methyl-N4-(3-oxo-2H,4H-benzo[1,4]oxazin-6-yl)-N2-[3-(N-propionylaminosulfonyl)phenyl[-2,4-pyrimidinediamine;

II-103;

5-Methyl-N4-[3-oxo-4-propionyl-2H-benzo[1,4]oxazin-6-yl]-N2-[3-(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-104;

5-Methyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-N2-[4-(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-105;

5-Methyl-N4-(3-oxo-2H,4H-benzo[1,4]oxazin-6-yl)-N2-[3-(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine Sodium Salt;

II-106;

5-Methyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-N2-[4-(N-propionylaminosulfonyl)phenyl]-2,4-pyrimidinediamine Sodium Salt;

II-107;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-108;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-109;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-chloro-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-110;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-111;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-112;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-113;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-114;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-2H,4H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-115;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-2H,4H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-116;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-117;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-118;

5-Chloro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-119;

5-Chloro-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-120;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-121;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-122;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-123;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-124;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-125;

5-Fluoro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-126;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-fluoro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-127;

5-Chloro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-128;

5-Chloro-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-129;

N4-(4-Ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-5-methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-130;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-131;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-132;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-133;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-134;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-135;

5-Chloro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-136;

5-Chloro-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-137;

5-Chloro-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-138;

5-Chloro-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-2,4-pyrimidinediamine;

II-139;

5-Chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-N2-[3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-140;

5-Chloro-N4-(4-ethyl-3-oxo-2H-benzo[1,4]oxazin-6-yl)-N2-[3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-141;

5-Chloro-N2-[3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

II-142;

5-Chloro-N4-(4-methyl-3-oxo-2H-benzo[1,4]thiazin-6-yl)-N2-[3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

II-143;

5-Chloro-N2-[3-(N-methylaminosulfonyl)phenyl]-N4-(3-oxo-4-propyl-2H-benzo[1,4]thiazin-6-yl)-2,4-pyrimidinediamine;

II-144;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[4-(2-fluoroethyl)-3-oxo-2H-benzo[1,4]oxazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-145;

N2-(4-Aminosulfonylphenyl)-N4-[4-(2-fluoroethyl)-3-oxo-2H-benzo[1,4]oxazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-146;

N2-(3-Aminosulfonylphenyl)-N4-[4-(2-fluoroethyl)-3-oxo-2H-benzo[1,4]oxazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-147;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-[4-(2-fluoroethyl)-3-oxo-2H-benzo[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-148;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-[4-(2-fluoroethyl)-3-oxo-2H-benzo[1,4]oxazin-6-yl]-2,4-pyrimidinediamine;

II-149;

N2-(3-Aminosulfonylphenyl)-N4-(2,2-difluoro-4-methyl-3-oxobenzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-150;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(2,2-difluoro-4-methyl-3-oxobenzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-151;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-difluoro-4-methyl-3-oxobenzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-152;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-difluoro-3-oxo-4H-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-153;

N2-(3-Aminosulfonylphenyl)-N4-(2,2-difluoro-3-oxo-4H-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-154;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(2,2-difluoro-3-oxo-4H-benzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine;

II-155;

N2-(3-Aminosulfonylphenyl)-N4-[2,2-difluoro-3-oxo-4-(2-pyridinylmethyl)benzo[1,4]oxazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-156;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[2,2-difluoro-3-oxo-4-(2-pyridinylmethyl)benzo[1,4]oxazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-157;

N2-(4-Aminosulfonylphenyl)-N4-[2,2-difluoro-3-oxo-4-(2-pyridinylmethyl)benzo[1,4]oxazin-6-yl]-5-methyl-2,4-pyrimidinediamine;

II-158;

N2-(4-(N-propionylsulfamoyl)phenyl)-N4-(2,2-dimethyl-4-methyl-3-oxobenzo[1,4]oxazin-6-yl)-5-methyl-2,4-pyrimidinediamine choline salt;

II-159;

N2-(4-(N-propionylsulfamoyl)phenyl)-N4-(4-propyl-3-oxobenzo[1,4]oxazin-6-yl)-5-chloro-2,4-pyrimidinediamine sodium salt;

II-160;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-dimethyl-4-propyl-3-oxobenzo[1,4]oxazin-6-yl)-5-chloro-2,4-pyrimidinediamine;

II-161;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-[3-oxo-4-(2-propynyl)-2H-benzo[1,4]thiazin-6-yl]-2,4-pyrimidinediamine;

II-162;

N2-(4-Aminosulfonylphenyl)-N4-(4-ethyl-3-oxobenzo[1,4]oxazin-6-yl)-5-chloro-2,4-pyrimidinediamine;

III-1;

N2-(3-Aminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-7-yl]-5-methyl-2,4-pyrimidinediamine;

III-2;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-7-yl]-5-methyl-2,4-pyrimidinediamine;

III-3;

N2-(4-Aminosulfonylphenyl)-N4-[2,2-dimethyl-3-oxo-4H-5-pyrido[1,4]oxazin-7-yl]-5-methyl-2,4-pyrimidinediamine;

III-4;

N2-(4-Aminosulfonylphenyl)-N4-(2,2-difluoro-3-oxo-4H-5-pyrido[1,4]oxazin-7-yl)-5-methyl-2,4-pyrimidinediamine;

III-5;

N2-(3-Aminosulfonylphenyl)-N4-(2,2-difluoro-3-oxo-4H-5-pyrido[1,4]oxazin-7-yl)-5-methyl-2,4-pyrimidinediamine;

III-6;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(2,2-difluoro-3-oxo-4H-5-pyrido[1,4]oxazin-7-yl)-5-methyl-2,4-pyrimidinediamine;

III-7;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-8;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-9;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-10;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-11;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(2-oxo-1-(2-propynyl)-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-12;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(2-oxo-1-(2-propynyl)-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-13;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-14;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-15;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(1-ethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-methyl-2,4-pyrimidinediamine;

III-16;

N2-(3-Aminosulfonylphenyl)-N4-(1-ethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-methyl-2,4-pyrimidinediamine;

III-17;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-18;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-19;

5-Methyl-N2-[3-(N-methylaminosulfonyl)-4-methylphenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-20;

N2-[3-(N-Cyclopropylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine

III-21;

5-Methyl-N2-[3-(N-methylaminosulfonyl)-4-methylphenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-22;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-23;

5-Methyl-N2-[3-(N-(1-methylethyl)aminosulfonyl)-4-methylphenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-24;

N2-[3-(N-Cyclopropylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-25;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[1-(1-methylethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl]-2,4-pyrimidinediamine;

III-26;

N2-[3-(N-Benzylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-27;

5-Methyl-N2-[3-(N-(1-methylethyl)aminosulfonyl)phenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-28;

5-Methyl-N2-[3-(N-methylaminosulfonyl)phenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-29;

N2-[3-(N-Ethylaminosulfonyl)phenyl]-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-30;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-31;

5-Methyl-N2-[3-(N-(1-methylethyl)aminosulfonyl)phenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-32;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-33;

5-Chloro-N2-[3-(N-methylaminosulfonyl)-4-methylphenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-34;

5-Chloro-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-35;

5-Chloro-N2-[3-(N-cyclopropylaminosulfonyl)-4-methylphenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-36;

5-Chloro-N2-[3-(N-(1-methylethyl)aminosulfonyl)-4-methylphenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-37;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-38;

5-Chloro-N2-[3-(N-methylaminosulfonyl)phenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-39;

5-Chloro-N2-[3-(N-ethylaminosulfonyl)phenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-40;

5-Chloro-N2-[3-(N-cyclopropylaminosulfonyl)phenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-41;

5-Chloro-N2-[3-(N-(1-methylethyl)aminosulfonyl)phenyl]-N4-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-42;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-43;

5-Chloro-N2-[3-(N-methylaminosulfonyl)-4-methylphenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-44;

5-Chloro-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-45;

5-Chloro-N2-[3-(N-cyclopropylaminosulfonyl)-4-methylphenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-46;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-47;

5-Chloro-N2-[3-(N-methylaminosulfonyl)phenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-48;

5-Chloro-N2-[3-(N-ethylaminosulfonyl)phenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-49;

5-Chloro-N2-[3-(N-cyclopropylaminosulfonyl)phenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-50;

N2-[3-(N-Ethyl-N-propionylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

III-51;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(3,3-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-methyl-2,4-pyrimidinediamine;

III-52;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-N4-(3,3-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-methyl-2,4-pyrimidinediamine;

III-53;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-trifluoromethyl-2,4-pyrimidinediamine;

III-54;

N2-[3-(N-methylaminosulfonyl)-4-methylphenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-trifluoromethyl-2,4-pyrimidinediamine;

III-55;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-trifluoromethyl-2,4-pyrimidinediamine;

III-56;

N2-(3-Aminosulfonylphenyl)-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-trifluoromethyl-2,4-pyrimidinediamine;

III-57;

N2-[3-(N-Methylaminosulfonyl)phenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-trifluoromethyl-2,4-pyrimidinediamine;

III-58;

N2-[3-(N-Ethylaminosulfonyl)phenyl]-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-5-trifluoromethyl-2,4-pyrimidinediamine;

III-59;

N2-[3-(N-Diethoxyphosphinyl-N-ethylaminosulfonyl)-4-methylphenyl)-5-methyl-N4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2,4-pyrimidinediamine;

IV-1;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[2-(2-(N-morpholinyl)ethylaminocarbonyl)benzofuran-5-yl]-2,4-pyrimidinediamine;

IV-2;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[2-(2-(N-morpholinyl)ethylaminocarbonyl)benzofuran-5-yl]-2,4-pyrimidinediamine;

IV-3;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[2-(2-(N-morpholinyl)ethylaminocarbonyl)benzofuran-5-yl]-2,4-pyrimidinediamine;

IV-4;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(1H-indol-5-yl)-2,4-pyrimidinediamine;

IV-5;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(1H-indol-5-yl)-2,4-pyrimidinediamine;

IV-6;

N2-(3-Aminosulfonylphenyl)-5-chloro-N4-(1H-indol-5-yl)-2,4-pyrimidinediamine;

IV-7;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(1H-indol-5-yl)-2,4-pyrimidinediamine;

IV-8;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-9;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-10;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-5-fluoro-2,4-pyrimidinediamine;

IV-11;

N2-(3-Aminosulfonylphenyl)-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-5-fluoro-2,4-pyrimidinediamine;

IV-12;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[1-(methylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-13;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[1-(methylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-14;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[1-(methylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-15;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-5-methyl-2,4-pyrimidinediamine;

IV-16;

N2-(3-Aminosulfonylphenyl)-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-5-methyl-2,4-pyrimidinediamine;

IV-17;

N2-(4-Aminosulfonylphenyl)-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-5-methyl-2,4-pyrimidinediamine;

IV-18;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[1-(methylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-19;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[1-(methylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-20;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[1-(methylaminocarbonyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-21;

N2-(4-Aminosulfonylphenyl)-N4-[1-(cyclopropylaminocarbonyl)-1H-indol-5-yl]-5-fluoro-2,4-pyrimidinediamine;

IV-22;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[1-(4-pyridinyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-23;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[1-(4-pyridinyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-24;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[1-(4-pyridinyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-25;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[1-(4-pyridinyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

IV-26;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[1-(4-pyridinyl)-1H-indol-5-yl]-2,4-pyrimidinediamine;

V-1;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[1-(2-(N-morpholinyl)ethyl)-1H-indol-6-yl]-2,4-pyrimidinediamine;

V-2;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[1-(2-(N-morpholinyl)ethyl)-1H-indol-6-yl]-2,4-pyrimidinediamine;

V-3;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-[1-(2-(N-morpholinyl)ethylaminocarbonyl)-1H-indol-6-yl]-2,4-pyrimidinediamine;

V-4;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[1-(2-(N-morpholinyl)ethylaminocarbonyl)-1H-indol-6-yl]-2,4-pyrimidinediamine;

V-5;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-[1-(2-(N-morpholinyl)ethylaminocarbonyl)-1H-indol-6-yl]-2,4-pyrimidinediamine;

VI-1;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)-2,4-pyrimidinediamine;

VI-2;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)-2,4-pyrimidinediamine;

VI-3;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-(1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)-2,4-pyrimidinediamine;

VI-4;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(8-oxo-5,6,7,8-tetrahydronapthalen-2-yl)-2,4-pyrimidinediamine;

VI-5;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(8-oxo-5,6,7,8-tetrahydronapthalen-2-yl)-2,4-pyrimidinediamine;

VI-6;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-(8-oxo-5,6,7,8-tetrahydronapthalen-2-yl)-2,4-pyrimidinediamine;

VII-1;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(5-oxo-5,6,7,8-tetrahydronapthalen-2-yl)-2,4-pyrimidinediamine;

VII-2;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(5-oxo-5,6,7,8-tetrahydronapthalen-2-yl)-2,4-pyrimidinediamine;

VII-3;

N2-(4-Aminosulfonylphenyl)-5-fluoro-N4-(5-oxo-5,6,7,8-tetrahydronapthalen-2-yl)-2,4-pyrimidinediamine;

VIII-1;

N4-(6-Aminocarbonylnaphthalen-2-yl)-N2-(3-aminosulfonylphenyl)-5-chloro-2,4-pyrimidinediamine;

VIII-2;

N4-(6-Aminocarbonylnaphthalen-2-yl)-N2-(3-aminosulfonyl-4-methylphenyl)-5-chloro-2,4-pyrimidinediamine;

VIII-3;

N4-(6-Aminocarbonylnaphthalen-2-yl)-N2-(4-aminosulfonylphenyl)-5-chloro-2,4-pyrimidinediamine;

VIII-4;

N2-(4-Aminosulfonylphenyl)-5-chloro-N4-(6-cyanonaphthalen-2-yl)-2,4-pyrimidinediamine;

VIII-5;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-chloro-N4-(6-cyanonaphthalen-2-yl)-2,4-pyrimidinediamine;

VIII-6;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-fluoro-N4-(6-methoxycarbonyl-naphthalen-2-yl)-2,4-pyrimidinediamine;

IX-1;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-(2-methylbenzoxazol-5-yl)-2,4-pyrimidinediamine;

IX-2;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[1-(3-hydroxypropyl)-2-methyl-1H-benzimidazol-5-yl]-2,4-pyrimidinediamine;

IX-3;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[1-(3-hydroxypropyl)-2-trifluoromethyl-1H-benzimidazol-5-yl]-2,4-pyrimidinediamine;

IX-4;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[1-methyl-2-(4-morpholino)-1H-benzimidazol-5-yl]-2,4-pyrimidinediamine;

X-1;

N2-(3-Aminosulfonylphenyl)-5-fluoro-N4-[2-(N-morpholinyl)-1H-benzimidazol-6-yl]-2,4-pyrimidinediamine;

XI-1;

N2-(3-Aminosulfonylphenyl)-N4-(1-cyclopropylmethyl-1H-indazol-5-yl)-5-methyl-2,4-pyrimidinediamine;

XI-2;

N2-(4-Aminosulfonylphenyl)-N4-(1-cyclopropylmethyl-1H-indazol-5-yl)-5-methyl-2,4-pyrimidinediamine;

XI-3;

N2-(3-Aminosulfonylphenyl)-N4-[1-(3-methoxypropyl)-1H-indazol-5-yl]-5-methyl-2,4-pyrimidinediamine;

XI-4;

N2-(4-Aminosulfonylphenyl)-N4-[1-(3-methoxypropyl)-1H-indazol-5-yl]-5-methyl-2,4-pyrimidinediamine;

XI-5;

N2-(3-Aminosulfonylphenyl)-N4-[1-(2-methoxyethyl)-1H-indazol-5-yl]-5-methyl-2,4-pyrimidinediamine;

XI-6;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[1-(1-methylethyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-7;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[1-(1-methylethyl)-1H-indazol-5-yl)-2,4-pyrimidinediamine;

XI-8;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(1-methyl-1H-indazol-5-yl)-2,4-pyrimidinediamine;

XI-9;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(1-methyl-1H-indazol-5-yl)-2,4-pyrimidinediamine;

XI-10;

N2-(3-Aminosulfonylphenyl)-N4-(1-ethyl-1H-indazol-5-yl)-5-methyl-2,4-pyrimidinediamine;

XI-12;

N2-(3-Aminosulfonylphenyl)-N4-(1-cyclohexyl-1H-indazol-5-yl)-5-methyl-2,4-pyrimidinediamine;

XI-13;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[1-(2-propynyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-14;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[1-(2-propynyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-15;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-[1-(2-propynyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-16;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[1-(2-propynyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-17;

N2-[3-(N-Cyclopropylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-[1-(2-propynyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-18;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[1-(3-methylthiopropyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-19;

N2-(3-Aminosulfonyl-4-methylphenyl)-5-methyl-N4-[1-(3-methylthiopropyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-20;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-5-methyl-N4-[1-(3-methylthiopropyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-21;

N2-[3-(N-Ethylaminosulfonyl)-4-methylphenyl]-5-methyl-N4-[1-(3-methylthiopropyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-22;

5-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[1-(3-methylthiopropyl)-1H-indazol-5-yl]-2,4-pyrimidinediamine;

XI-23;

N2-(3-Aminosulfonylphenyl)-N4-(1-cyclohexylmethyl-1H-indazol-5-yl)-5-methyl-2,4-pyrimidinediamine;

XI-24;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-(1-cyclohexylmethyl-1H-indazol-5-yl)-5-methyl-2,4-pyrimidinediamine;

XI-25;

N4-(1-Cyclohexylmethyl-1H-indazol-5-yl)-5-methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XII-1;

N2-(3-Aminosulfonylphenyl)-N4-[1-(2-methoxyethyl)-1H-indazol-6-yl]-5-methyl-2,4-pyrimidinediamine;

XII-2;

N2-(4-Aminosulfonylphenyl)-N4-[1-(2-methylethyl)-1H-indazol-6-yl]-5-methyl-2,4-pyrimidinediamine;

XII-3;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-[1-(1-methylethyl)-1H-indazol-6-yl]-2,4-pyrimidinediamine;

XII-4;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-[1-(1-methylethyl)-1H-indazol-6-yl]-2,4-pyrimidinediamine;

XII-5;

N2-(3-Aminosulfonylphenyl)-5-methyl-N4-(1-methyl-1H-indazol-6-yl)-2,4-pyrimidinediamine;

XII-6;

N2-(4-Aminosulfonylphenyl)-5-methyl-N4-(1-methyl-1H-indazol-6-yl)-2,4-pyrimidinediamine;

XII-7;

N2-(3-Aminosulfonylphenyl)-N4-(1-ethyl-1H-indazol-6-yl)-5-methyl-2,4-pyrimidinediamine;

XII-8;

N2-(4-Aminosulfonylphenyl)-N4-(1-ethyl-1H-indazol-6-yl)-5-methyl-2,4-pyrimidinediamine;

XII-9;

5-Methyl-N4-(1-methyl-1H-indazol-6-yl)-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XII-10;

N2-(3-Aminosulfonylphenyl)-N4-[1-cyclopropylmethyl-3-methyl-1H-indazol-6-yl]-5-methyl-2,4-pyrimidinediamine;

XII-11;

N2-(3-Aminosulfonyl-4-methylphenyl)-N4-[1-cyclopropylmethyl-3-methyl-1H-indazol-6-yl]-5-methyl-2,4-pyrimidinediamine;

XII-12;

N4-[1-Cyclopropylmethyl-3-methyl-1H-indazol-6-yl]-N2-[3-(N-ethylaminosulfonyl)-4-methylphenyl]-5-methyl-2,4-pyrimidinediamine;

XII-13;

N4-(1-Cyclopropylmethyl-3-methyl-1H-indazol-6-yl)-5-methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIII-1;

N4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-fluoro-N2-[4-Aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIII-2;

N4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-fluoro-N2-[3-Aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIII-3;

5 N4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-fluoro-N2-[4-methyl-3-aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIII-4;

N4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N4-methyl-5-fluoro-N2-[4-Aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIII-5;

N4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N4-methyl-5-fluoro-N2-[3-Aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIII-6;

N4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N4-methyl-5-fluoro-N2-[4-methyl-3-aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIV-1;

N4-(3-acetamido-2,3-dihydro-1H-indenyl)-5-methyl-N2-[3-Aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XIV-2;

N4-(3-acetamido-2,3-dihydro-1H-indenyl)-5-methyl-N2-[4-Aminosulfonyl)phenyl]-2,4-pyrimidinediamine;

XV-1;

N2-(3-Aminosulfonylphenyl)-6-fluoro-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

XV-2;

N2-(4-Aminosulfonylphenyl)-6-fluoro-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

XV-3;

N2,N6-Bis(4-aminosulfonylphenyl)-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4,6-pyrimidinetriamine;

XV-4;

N2-(4-Aminosulfonylphenyl)-5,6-dimethyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

XV-5;

N2-(3-Aminosulfonylphenyl)-6-fluoro-5-methyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

XV-6;

N2-(3-Aminosulfonylphenyl)-6-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-7;

3-Aminosulfonyl-4-methylphenyl)-6-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-8;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-6-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-9;

N2-(4-Aminosulfonylphenyl)-6-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-10;

N2-(3-Aminosulfonylphenyl)-6-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-11;

N2-(4-Aminosulfonylphenyl)-6-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-12;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl)]-6-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-13;

N2-(3-Aminosulfonyl-4-methylphenyl)-6-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-14;

N2-[4-(N-Cyclopropylaminosulfonyl)phenyl]-6-methyl-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-15;

6-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[4-(2-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-16;

N2-[3-(N-Cyclopropylaminosulfonyl)phenyl]-6-methyl-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine;

XV-17;

6-Methyl-N2-[4-methyl-3-(N-methylaminosulfonyl)phenyl]-N4-[4-(3-pyridinylmethyleneoxy)phenyl]-2,4-pyrimidinediamine; and

XV-18;

N2-(3-Aminosulfonylphenyl)-5,6-dimethyl-N4-(3-oxo-2,2,4-trimethylbenzo[1,4]oxazin-6-yl)-2,4-pyrimidinediamine;

or a solvate, prodrug or pharmaceutically acceptable salt thereof.