Carbazole derivatives
AssigneeBristol-Myers Squibb Company
InventorsSaleem Ahmad, Douglas G. Batt, Qingjie Liu, John E. Macor, Joseph A. Tino, Scott Hunter Watterson
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds of Formula (I): (I) or a salt thereof, wherein Q, R1a, R1b, R2a, R2b, R3, R4, R5a, R5b, R6a, R6c, R7a, R7b, R7c, and R7d are defined herein. Also disclosed are methods of using such compounds as inhibitors of Bruton's tyrosine kinase (Btk), and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing the progression of diseases or disorders in a variety of therapeutic areas, such as autoimmune diseases and vascular disease.
Claims13
A compound of Formula (I)
- or a salt thereof, wherein:
- the two dotted lines represent either two single or two double bonds;
- and R1b and R2b are present only if said two dotted lines are two single bonds;
- Q is:
- R1a is:
- (i) H, —CN, —CF3, —CH3, —CR8aR8bOH, —CR8aR8bCR8aR8bOH, —CH(OH)CH2OH, —NHR9, —C(O)NR10aR10b, —C(O)(morpholinyl), —C(O)(piperazinyl), or —C(O)(methyl piperazinyl);
- or
- R1b, when present, is H or —CH3, provided that if R1a is H then R1b is also H;
- R2a is H, F, or Cl, provided that if R1a is other than H then R2a is H;
- R2b, when present, is the same as R2a;
- R3 is H, F, or Cl;
- R4 is H, F, Cl, or —CH3;
- R5a is H, F, Cl, —OCH3, or —OCF3;
- R5b is H, F, Cl, —OCH3, or —OCF3;
- R6a is H, —CH3 or cyclopropyl;
- R6c is H, —CH3 or cyclopropyl;
- R7a is —C(O)CH═CH(R11), —C(O)C≡CR12, or —S(O)2CH═CH2;
- R7b is —C(O)CH═CH2;
- R7c is —C(O)CH═CH2 or —C(O)C≡CR12;
- R7d is —CN, —C(O)CH═CH2, or —C(O)C≡CR13;
- R7e is —CH═CH2 or —C≡C13;
- R7f is pyrrolidinyl substituted with R7c, —CH═CHC(O)(morpholinyl), or —CH═CHC(O)(pyrrolidinyl);
- R8a is H or —CH3;
- R8b is H or —CH3;
- R9 is C1-4 alkyl;
- R10a and R10b are independently H or —CH3;
- R11 is H or —CH3;
- R12 is H, C1-4 alkyl, or cyclopropyl;
- and
- R13 is H, C1-4 alkyl, or cyclopropyl;
- with the provisos that:
- (a) if Q is
- and R7d is —CN or —C(O)CH═CH2, then R3 is H;
- and
- (b) if the dotted lines represent two single bonds, then:
- (i) Q is not
- (ii) R11, if present, is H;
- and
- (iii) the compound of Formula (I) is not:
(canceled)
Dependencies are inferred from the claim text.