Back to results
US 8,163,917 B2Granted
Azaindoles useful as inhibitors of Janus kinases
AssigneeVertex Pharmaceuticals Incorporated
InventorsLuc Farmer, Gabriel Martinez-Botella, Albert Pierce, Francesco Salituro, Jian Wang, Marion Wannamaker, Tiansheng Wang
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds useful as inhibitors of protein kinases, particularly of JAK family kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.
Claims58
A compound of formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- R3 is Cl or F;
- X1 is CR4;
- R2 is H, F, R′, OH, OR′, COR′, COOH, COOR′, CONH2, CONHR′, CON(R′)2, or CN;
- R4 is H, F, R′, OH, OR′, COR′, COOH, COOR′, CONH2, CONHR′, CON(R′)2, or CN;
- or R2 and R4, taken together, form a 5-7-membered aryl or heteroaryl ring optionally substituted with 1-4 occurrences of R10;
- R′ is a C1-3 aliphatic optionally substituted with 1-4 occurrences of R5;
- each R5 is independently selected from halogen, CF3, OCH3, OH, SH, NO2, NH2, SCH3, NCH3, CN or unsubstituted C1-2 aliphatic, or two R5 groups, together with the carbon to which they are attached, form a cyclopropyl ring or C═O;
- each R10 is independently selected from halogen, OCH3, OH, NO2, NH2, SH, SCH3, NCH3, CN or unsubstituted C1-2aliphatic;
- R1 is
- R″ is H or is a —C1-2 aliphatic optionally substituted with 1-3 occurrences of R11;
- each R11 is independently selected from halogen, OCH3, OH, SH, NO2, NH2, SCH3, NCH3, CN, CON(R15)2 or unsubstituted C1-2 aliphatic, or two R11 groups, together with the carbon to which they are attached, form a cyclopropyl ring or C═O;
- R6 is a C1-4 aliphatic optionally substituted with 1-5 occurrences of R12;
- each R12 is independently selected from halogen, OCH3, OH, NO2, NH2, SH, SCH3, NCH3, CN or unsubstituted C1-2aliphatic, or two R12 groups, together with the carbon to which they are attached, form a cyclopropyl ring;
- Ring A is a 4-8 membered saturated nitrogen-containing ring comprising up to two additional heteroatoms selected from N, O or S and optionally substituted with 1-4 occurrences of R13;
- each R13 is independently selected from halogen, R′, NH2, NHR′, N(R′)2, SH, SR′, OH, OR′, NO2, CN, CF3, COOR′, COOH, COR′, OC(O)R′ or NHC(O)R′;
- or any two R13 groups, on the same substituent or different substituents, together with the atom(s) to which each R13 group is bound, form a 3-7 membered saturated, unsaturated, or partially saturated carbocyclic or heterocyclic ring optionally substituted with 1-3 occurrences of R5;
- R8 is C1-4 aliphatic optionally substituted with 1-5 occurrences of R12;
- R9 is C1-2 alkyl;
- or
- R8 and R9 are taken together to form a 3-7 membered carbocyclic or heterocyclic saturated ring optionally substituted with 1-5 occurrences of R12;
- R14 is H or unsubstituted C1-2 alkyl;
- R15 is H or unsubstituted C1-2 alkyl;
- and
- R7 is a C2-3 aliphatic or cycloaliphatic optionally substituted with up to 6 occurrences of F.
22 more elements
A compound selected from
Dependencies are inferred from the claim text.