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US 10,246,487 B2Granted
Azaindoline compounds as granzyme B inhibitors
AssigneeviDA Therapeutics Inc.
InventorDale R. Cameron
Life of this patent
Estimating the term…
Abstract
Azaindoline compounds as granzyme B inhibitors, compositions that include the compounds, and methods for using the compounds. Methods for treating cutaneous scleroderma, epidermolysis bullosa, radiation dermatitis, alopecia areata, and discoid lupus erythematosus are provided.
Claims19
A compound having Formula (I):
- or a stereoisomer, tautomer, or pharmaceutically acceptable salt thereof, wherein:
- R1 is a heteroaryl group selected from
- (a) 1,2,3-triazolyl, and
- (b) 1,2,3,4-tetrazolyl;
- n is 1 or 2;
- R2a and R2b are independently selected from hydrogen and C1-C6 alkyl;
- R2c at each occurrence is independently selected from
- (a) hydrogen,
- (b) halogen,
- (c) C1-C6 alkyl,
- (d) —XR11, wherein X is selected from O, C(═O), S, S═O, or S(═O)2,
- (e) —C(═O)N(R12)(R13),
- (f) —N(R11)(R12)(R13),
- (g) —N—C(═O)—R11, and
- (h) —N—C(═O)O—R11,
- wherein R11, R12, and R13 are independently selected from the group consisting of hydrogen, C1-C6 alkyl, C1-C6 heteroalkyl, C2-C6 alkenyl, C6-C10 aryl, aralkyl, and C3-C10 heteroaryl;
- m is 1, 2, or 3;
- R3 is selected from
- (a) hydrogen,
- (b) C1-C4 alkyl optionally substituted with a carboxylic acid, carboxylate, or carboxylate C1-C8 ester group, an amide optionally substituted with an alkylheteroaryl group, or a heteroaryl group;
- Z is an acyl group selected from the group
- wherein
- Y is hydrogen, heterocycle, —NH2, or C1-C4 alkyl;
- R4 is selected from
- (i) C1-C12 alkyl,
- (ii) C1-C6 heteroalkyl optionally substituted with C1-C6 alkyl,
- (iii) C3-C6 cycloalkyl,
- (iv) C6-C10 aryl,
- (v) heterocyclyl,
- (vi) C3-C10 heteroaryl,
- (vii) aralkyl, and
- (viii) heteroalkylaryl;
- R5 is heteroaryl or C(═O)—R10,
- wherein R10 is selected from
- (i) C1-C12 alkyl optionally substituted with C6-C10 aryl, C1-C10 heteroaryl, amino, or carboxylic acid,
- (ii) C1-C10 heteroalkyl optionally substituted with C1-C6 alkyl or carboxylic acid,
- (iii) C3-C6 cycloalkyl optionally substituted with C1-C6 alkyl, optionally substituted C6-C10 aryl, optionally substituted C3-C10 heteroaryl, amino, or carboxylic acid,
- (iv) C6-C10 aryl optionally substituted with C1-C6 alkyl, optionally substituted C6-C10 aryl, optionally substituted C3-C10 heteroaryl, amino, or carboxylic acid,
- (v) heterocyclyl,
- (vi) C3-C10 heteroaryl,
- (vii) aralkyl, and
- (viii) heteroalkylaryl.
39 more elements
Dependencies are inferred from the claim text.