Anti-inflammatory compounds

• US 7,141,674 B2
• Filed: 10/21/2003
• Issued: 11/28/2006
• Est. Priority Date: 12/29/1997
• Status: Expired due to Term

• Current Assignee: Johnson & Johnson Consumer Companies Incorporated (Johnson & Johnson)
• Original Assignee: Johnson & Johnson Consumer Companies Incorporated (Johnson & Johnson)
• Inventors: Pan, Kevin, Fitzpatrick, Louis J. III, Cordova, Richard, Sanfilippo, Pauline J., Meschino, Joseph, Scott, Malcolm K.
• Primary Examiner(s): SEAMAN, D MARGARET M
• Application Number:
  US10/690,341
• Publication Number:
  US 20040082601A1
• Time in Patent Office: 1,134 Days
• Field of Search: 546/309, 548/483, 548/492, 549/57, 549/64, 549/72, 549/77, 549/441, 564/219, 564/182, 564/170, 514/438, 514/352, 514/415, 514/443, 514/447, 514/466, 514/630, 514/617, 514/448, 514/338
• US Class Current: 546/309
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: C07C 233/05 having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07C 233/11 with carbon atoms of carboxamide groups bound to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
• CPC Class Codes: C07C 233/13 with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
• CPC Class Codes: C07C 2601/02 with a three-membered ring
• CPC Class Codes: C07C 2603/18 Fluorenes; Hydrogenated fluorenes
• CPC Class Codes: C07C 2603/32 Dibenzocycloheptenes; Hydrogenated dibenzocycloheptenes
• CPC Class Codes: C07C 271/44 to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
• CPC Class Codes: C07C 311/13 the carbon skeleton containing six-membered aromatic rings
• CPC Class Codes: C07C 311/16 having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
• CPC Class Codes: C07C 317/44 having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
• CPC Class Codes: C07C 323/62 having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
• CPC Class Codes: C07D 209/18 Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• CPC Class Codes: C07D 209/42 Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• CPC Class Codes: C07D 213/56 Amides
• CPC Class Codes: C07D 333/24 Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• CPC Class Codes: C07D 333/38 Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• CPC Class Codes: C07D 333/60 Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
• CPC Class Codes: C07D 333/70 attached in position 2

Abstract

This invention relates to anti-inflammatory compounds, methods of making such compounds and methods of using such compounds having the following structure:

Claims

1. A compound having the formula:

2. A compound according to claim 1 wherein R¹ is selected from the group consisting of hydrogen and halo group.

3. A compound according to claim 2 wherein R¹ is hydrogen.

4. A compound according to claim 2 wherein R¹ is halogen.

5. A compound according to claim 4 wherein R¹ is fluorine.

6. A compound according to claim 1 wherein Y is H, H.

7. A compound according to claim 1 wherein R² is selected from the group consisting of phenyl and halophenyl.

8. A compound according to claim 7 wherein R² is phenyl.

9. A compound according to claim 7 wherein R² is halophenyl.

10. A compound according to claim 9 wherein R² is chlorophenyl.

11. A compound according to claim 1 wherein R³ is selected from the group consisting of hydrogen and lower alkyl.

12. A compound according to claim 11 wherein R³ is hydrogen.

13. A compound according to claim 1 wherein R⁴ is selected from the group consisting of straight-chain alkyl, phenyllower alkyl and heteroaromatic lower alkyl.

14. A compound according to claim 13 wherein R⁴ is heteroaromatic lower alkyl.

15. A compound according to claim 1 wherein R⁴ is thiophene.

16. A compound according to claim 1 wherein Z is carbonyl.

19. A method of treating inflammatory conditions comprising applying to the skin of a mammal an anti-inflammatory effective amount of a compound formula (I) of claim 1.

17. A compound having the formula:

18. A compound according to claim 17 wherein R⁴ is selected from the group consisting of straight-chain alkyl, phenyllower alkyl and heteroaromatic lower alkyl.