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US 8,912,330 B2Granted
Azaindole derivatives as kinase inhibitors
AssigneeARIAD Pharmaceuticals, Inc.
InventorsJiwei Qi, Yihan Wang, Feng Li, William C. Shakespeare, Anna Kohlmann, David C. Dalgarno, Xiaotian Zhu
Life of this patent
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Abstract
This invention relates to compounds of the general formula (I) in which the variable groups are as defined herein, and to their preparation and use.
Claims28
A compound, tautomer or pharmaceutically acceptable salt of Formula 1:
- wherein
- Ring A is selected from:
- Ring B is a 5-membered heteroaryl ring comprising carbon atoms and 1 to 3 nitrogen atoms;
- L1 is CR4R5 or a bond;
- X is O or NR4;
- Ring C is an aryl, a 3- to 8-membered carbocyclyl or a 5-, 6- or 7- membered heterocyclic or heteroaryl ring comprising carbon atoms and 1-4 heteroatoms independently selected from O, N, P(O) and S(O)r;
- Ring D is an aryl or a 5- or 6-membered heteroaryl ring comprising carbon atoms and 1 to 4 heteroatoms independently selected from O, N and S;
- Raand Rd are independently selected from the group consisting of halo, —CN, —NO2, —R1, —OR2, —O —NR1R2, —NR1R2, —NR1—NR1R2, —NR1—OR—2, —C(O)YR2, —OC(O)YR2, —NR1C(O)YR2, —SC(O)YR2, —NR1C(═S)YR2, —OC(═S)YR2, —C(═S)YR2, —YC(═NR1)YR2, —YC(═N—OR1)YR2, —YC(═N—NR1R2)YR2, —YP(═O)(YR3)(YR3), —Si(R3)3, —NR1SO2R2, —S(O)rR2, —SO2NR1R2 and —NR1SO2NR1R2;
- Rc is Ra or ═O or ═S;
- or alternatively two adjacent Ra moieties, two adjacent Rc moieties or two adjacent Rd moieties can form with the atoms to which they are attached a 5-, 6- or 7-membered saturated, partially saturated or unsaturated ring, optionally substituted;
- and which contains 0-4 heteroatoms selected from N,O, P(O) and S(O)r;
- r is 0, 1 or 2;
- n is 0, 1 or 2;
- p is 0, 1,2,3,4 or 5;
- s is 0, 1,2,3,4 or 5;
- each occurrence of Y is independently a bond, —O —, —S— or —NR1—;
- each occurrence of R1 and R2 is independently selected from H, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, heterocyclic and heteroaryl;
- each occurrence of R3 is independently selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, heterocyclic and heteroaryl;
- R4 and R5 are independently selected from H or a C1-6alkyl;
- alternatively, each NR1R2 moiety may be a 5-, 6- or 7-membered saturated, partially saturated or unsaturated ring, which can be optionally substituted and which contains 0-3 additional heteroatoms selected from N, O,P(O) and S(O)r;
- and
- each of the foregoing alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, heteroaryl and heterocyclic moiety is optionally substituted.
19 more elements
Dependencies are inferred from the claim text.