1H-imidazo[4,5-d]thieno[3,2-b]pyridine based tricyclic compounds and pharmaceutical compositions comprising same
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Abstract
The present invention provides for thiazolopyridine-based tricyclic compounds having the formula (I),
wherein R1, R2, R5, R6 and R7 are as described herein. The present invention further provides pharmaceutical compositions comprising such compounds, as well as the use of such compounds for treating inflammatory and immune diseases.
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Citations
15 Claims
- 1. A compound of formula (I),
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5. A compound of claim 5 wherein
R3 and R4 are independently hydrogen, alkyl, haloalkyl, (hydroxy)alkyl, cycloalkyl, (cycloalkyl)alkyl, (heterocyclo)alkyl, (aryl)alkyl or (heteroaryl)alkyl and of which may be optionally independently substituted as valence allows with one or more Z1b, Z2b and Z3b; - —
NR12R13;
oralternatively, R3 and R4 together with the nitrogen atom to which they are attached combine to form a 3 to 6 membered heterocyclic ring selected from piperidinyl, morpholinyl, pyrrolidinyl, piperazinyl, and azetidinyl;
optionally independently substituted as valence allows with one or more Z1b, Z2b and Z3b;
R6 is (a) alkyl, which is substituted with one or more as valence allows Z1f;
aryl, heteroaryl, cycloalkyl, (cycloalkyl)alkyl, heterocyclo, (heterocyclo)alkyl, aryl, (aryl)alkyl, heteroaryl, or (heteroaryl)alkyl any of which may be optionally independently substituted as valence allows with one or more Z1d, Z2d and Z3d;
or(b) —
C(O)R7a, or —
C(O)NR8aR9a.
- —
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6. A compound of claim 6 wherein
R1 is hydrogen, methyl, ethyl, propyl, i-propyl, prop-2-enyl, prop-1-enyl; - and
R2 is hydrogen, methyl, and trifluoromethyl.
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8. A compound of claim 8, wherein
R6 is phenyl optionally independently substituted as valence allows with one or more Z1d, Z2d and Z3d.
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9. A compound of claim 9, wherein
R1 is hydrogen, methyl, ethyl, propyl, i-propyl, prop-2-enyl, prop-1-enyl; - and
R2 is hydrogen, methyl, and trifluoromethyl.
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10. A compound of claim 10, wherein
R7 is hydrogen, hydroxy, halo, or alkyl; R3 and R4 are independently selected from (a) alkyl which may be optionally independently substituted as valence allows with one or more Z1b, Z2b and Z3b;
or(b) —
C(O)OR14, —
C(O)R11, —
C(O)NR12R13, —
SO2R14, —
SO2NR12R13.
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11. A compound of claim 11, wherein
Z1d, Z2d and Z3d are optional substituents independently selected from (a) cyano, halo, — - OH, —
OY, —
C(O)tH, —
C(O)tY, —
S(O)tY, or(b) alkyl or alkoxy optionally substituted with one or more cyano, halo, —
OH, —
OY, —
U1—
NY2Y3, —
C(O)tH, —
C(O)tY, —
S(O)tY, —
U1—
N(Y4)—
C(O)—
Y1, —
U1—
N(Y4)—
C(O)O—
Y1, or —
U1—
N(Y4)—
S(O)2—
Y1,where U1 is a bond or alkylene.
- OH, —
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12. A compound of claim 12, wherein
R6 is which may be further substituted with with one or more Z1d, Z2d and Z3d.
Specification