Axl kinase inhibitors
View Patent ↗Axl kinase inhibitory compounds are disclosed, as well as compositions and methods of using the same in the treatment of cancer and other conditions mediated by and/or associated with Axl kinase.
1. A compound according to Formula (I):
including stereoisomers, and pharmaceutically acceptable salts thereof, wherein:
ring moiety A is
and wherein:
L 1 is —NH—, —C(═S)NH—, —C(═S)NHS(═O) 2 —, or —C(═O)NH—;
R 1 is optional and if present is piperazinyl;
L 2 =—S(═O) 2 NH—, —S(═O) 2 — or —NH—;
R 2 is heterocycle, substituted heterocycle, or —C(═O)R where R is alkyl;
X is NH; and
R 3 is —H, halo, haloalkyl, haloalkoxy, aryl or substituted aryl.
2. The compound according to claim 1 , wherein L 1 is —NH—.
3. The compound according to claim 1 , wherein L 1 is —C(═S)NH—.
4. The compound according to claim 1 , wherein L 1 is —C(═S)NHS(═O) 2 —.
5. The compound according to claim 1 , wherein L 1 is —C(═O)NH—.
6. The compound according to claim 1 , consisting of:
or a stereoisomer or pharmaceutically acceptable salt thereof.
7. The compound according to claim 1 , consisting of:
4-Chloro-5-iodo-7-benzenesulfonyl-7H-pyrrolo[2,3-d]pyrimidine
7-Benzenesulfonyl-4-chloro-5-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine
4-Piperazine-5-(4-methoxylbenzene)-7H-pyrrolo[2,3-d]pyrimidine
N-(4-(4-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]piperazine-1-carbothioamido)phenylsulfonyl)acetamide
N-(4-(N-(5-ethyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)-4-(5-(4-methoxyphenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbothioamide
N-(4-(N-(5-ethyl-1,3,4-thiadiazo-2-yl)sulfamoyl)phenyl)-5-(4-trifluoromethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbothioamide
N-(4-(N-thiazol-2-ylsulfamoyl)phenyl)-4-(5-(4-(trifluromethyl)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbothioamide
N-(4-(4-methylpiperazin-1-ylsulfonyl)phenyl)-4-(5-(4-(trifluoromethyl)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbothioamide
N-(4-(N-(5-ethyl-1,2,4-thiadiazo-2-yl)sulfamoyl)phenyl)-5-(4-trifluoromethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboamide
N-(4-(N-(5-ethyl-1,3,4-thiadiazo-2-yl)sulfamoyl)phenyl)-5-(4-trifluoromethyl-3-chlorophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbothioamide
N-(4-(7H-pyrroylo[2,3-d]pyrimidine-4-ylamino)piperazine-1-acetamide
N-(4-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carbothioamido)phenylsulfonyl)acetamide, and
4-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide
or a stereoisomer or pharmaceutically acceptable salt thereof.
8. A composition comprising a compound according to claim 1 and a pharmaceutically acceptable excipient.