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US 9,284,318 B2Granted
Protein kinase inhibitors
AssigneePharmascience Inc.
InventorsAlain Laurent, Yannick Rose, Stephen Morris, James Jaquith
Life of this patent
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Abstract
The present invention relates to novel kinase inhibitors. Compounds of this class have been found to be effective inhibitors of protein kinases, including members of PDGFR and VEGFR families.
Claims20
A compound of the Formula 1:
- wherein m is an integer from 0 to 1;
- n is an integer from 0 to 2;
- R1 is selected from alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl, wherein the aryl and heteroaryl may be further substituted by the groups selected from:
- 1) Halogen,
- 2) Alkoxyl,
- 3) Amino,
- 4) —N(H)C(O)O-alkyl,
- 5) —N(H)SO2-aryl,
- 6) —N(H)SO2-heteroaryl,
- 7) —N(H)CON(H)-aryl,
- 8) and —N(H)CON(H)-heteroaryl;
- R2a, R2b, R2c, R2d, R2e, R2f are independently selected from hydrogen, alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, and heteroaryl;
- R2a and R2b, R2c and R2d, or R2e and R2f can be fused to form a 3 to 8 membered cycloalkyl or heterocyclyl ring system;
- X is selected CH2, O, S(O)n, and NR3;
- R3 is selected from hydrogen, alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, heteroaryl, .C(O)R4, —C(O)OR4, S(O)2R4, C(O)NR4R5, —S(O)2NR4R5, and —C(S)NR4R5;
- and
- R4 and R5 are independently selected from alkyl, heteroalkyl, carbocyclyl, heterocyclyl, aryl, and heteroaryl, or R4 and R5 can be fused to form a 3 to 8 membered heterocyclyl ring system.
14 more elements
A compound selected from the group consisting of:
- Compound
- Structure
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73 more elements
A process for preparing a compound of formula i-e, comprising the steps of:
- (a) alkylation of R1NH2 with bromoacetonitrile to provide intermediate i-a
- (b) condensation of i-a with i-b in the presence of an acid to provide intermediate i-c
- (c) treatment of intermediate i-c with a base to provide intermediate i-d
- (d) treatment of intermediate i-d with formamidine acetate in an alcohol to provide a compound of formula i-e
1 more element
Dependencies are inferred from the claim text.