Back to results
US 6,958,336 B2Granted
Thiazolyl inhibitors of Tec family tyrosine kinases
AssigneeBristol-Myers Squibb Company
InventorsJoel C. Barrish, Jagabandhu Das, Steven B. Kanner, Chunjian Liu, Steven H. Spergel, John Wityak, Arthur M. P. Doweyko, Joseph A. Furch, III
Life of this patent
Estimating the term…
Abstract
Novel thiazolyl compounds and salts thereof, pharmaceutical compositions containing such compounds, and methods of using such compounds in the treatment of Tec family tyrosine kinase-associated disorders such as cancer, immunologic disorders and allergic disorders.
Claims17
A compound of formula I
- diastereomers, enantiomers or salts thereof
- where
- Q2 is phenyl;
- Z is
- (1) —O—,
- (2) —S—,
- (3) —CR4R5—,
- (4) —CR4R5—O—CR4aR5a—,
- (5) —CR4R5—NR4b—CR4aR5a—, or
- (6) —S—CR4R5—,
- R1, R1ab, R1ac and R1ad are independently
- (1) hydrogen or R6,
- (2) —OH or —OR6,
- (3) —C(O)qH or —C(O)qR6, where q is 1 or 2,
- (4) halo,
- (5) -Z4-NR7R8,
- R2 and R3 are each independently H or -Z4-R6a;
- R6, R6a, and R6b are independently alkyl, cycloalkyl, aryl, or aralkyl, each of which is unsubstituted or substituted with Z1, Z2 and one or more groups Z3;
- R4, R4a, R4b, R5 and R5a are each independently hydrogen, alkyl, aryl, aralkyl, or cycloalkyl;
- R7 and R8 are each independently hydrogen or -Z4R6b;
- Z3a is H, hydroxy, optionally substituted alkyl, —OZ6, —C(O)H, —C(O)qZ6a, -Z4-NZ7Z8, or -Z4-N(Z10)-Z5-Z6;
- Z1, Z2 and Z3 are each independently
- (1) hydrogen or Z,
- (2) —OH or —OZ6,
- (3) —C(O)qH or —C(O)qZ6,
- (4) halo,
- (5) -Z4-NZ7Z8,
- (6) -Z4-N(Z10)-Z5-Z6,
- (7) -Z4-N(Z10)-Z5-H,
- (8) oxo;
- Z4 and Z5 are independently
- (1) a single bond;
- (2) —C(O)—;
- (3) —S(O)q—;
- or
- (4) alkyl;
- Z6 and Z6a are independently
- (i) alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, aryl, or aralkyl;
- (ii) a group (i) which is itself substituted by one or more of the same or different groups (i);
- or
- (iii) a group (i) or (ii) which is independently substituted by one or more of the groups (2) to (8) of the definition of Z1;
- Z7, Z8 and Z10 are each independently hydrogen or -Z4-Z6a;
- provided that said compound is other than a compound of formula I where
- Q2 is phenyl;
- Z is —S—;
- R1 is hydrogen or R6;
- R1ab and R1ac are independently hydrogen, R6 or —OR6;
- R1ad is hydrogen;
- one of R2 or R3 is hydrogen or alkyl and the other R2 or R3 is -Z4-R6a, where:
- Z4 is —C(O)— and R6a is phenyl substituted with Z3;
- R6 is alkyl;
- Z3a is —C(O)qZ6a, where q is 1;
- Z1 and Z2 are hydrogen;
- Z3 is -Z4-NZ7Z8, where Z4 is alkyl;
- Z6a is alkyl;
- Z7 and Z8 are each independently hydrogen or -Z4-Z6a, where Z4 is a single bond.
53 more elements
Dependencies are inferred from the claim text.