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【结 构 式】

【药物名称】Dasatinib, BMS-354825, Sprvcel

【化学名称】N-(2-Chloro-6-methylphenyl)-2-[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-ylamino]thiazole-5-carboxamide

【CA登记号】302962-49-8

【 分 子 式 】C22H26ClN7O2S

【 分 子 量 】488.0065

【开发单位】Bristol-Myers Squibb Co. (US).

【药理作用】Treatment of Leukemia, Treatment of Solid Tumors, Bcr-Abl and Src Kinase Inhibitor

合成路线1

 

1 Chen B-C, Droghini R, et al.2006. Process for preparing 2-aminothiazole-5-cadboxamides from thioureas and acrylamides and their use as anticancer drugs.US 2006004067
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 32323 4,6-dichloro-2-methylpyrimidine 1780-26-3 C5H4Cl2N2 详情 详情
(II) 21893 2-(1-piperazinyl)-1-ethanol; 1-piperazineethanol; 1-(2-Hydroxyethyl)piperazine 103-76-4 C6H14N2O 详情 详情
(III) 66253 2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol;4-(6-chloro-2-methyl-4-pyrimidinyl)-1-Piperazineethanol 127116-19-2 C11H17ClN4O 详情 详情
(IV) 66244 2-amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 302964-24-5 C11H10ClN3OS 详情 详情

合成路线2

 

1 Chen B-C,DroghiniR,et aL 2006.Process for preparing 2-aminothiazole-5-carboxamides from thioureas and acrylamides and their use as anticancer drugs. US 2006004067
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(V) 32323 4,6-dichloro-2-methylpyrimidine 1780-26-3 C5H4Cl2N2 详情 详情
(I) 29789 2-chloro-6-methylphenylamine; 2-chloro-6-methylaniline 87-63-8 C7H8ClN 详情 详情
(II) 20616 (E)-3-ethoxy-2-propenoyl chloride 99471-66-6 C5H7ClO2 详情 详情
(III) 66243 (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide 863127-76-8 C12H14ClNO2 详情 详情
(IV) 66244 2-amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 302964-24-5 C11H10ClN3OS 详情 详情
(VI) 66245 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazolidine-5-carboxamide   C16H17Cl2N5OS 详情 详情
(VII) 21893 2-(1-piperazinyl)-1-ethanol; 1-piperazineethanol; 1-(2-Hydroxyethyl)piperazine 103-76-4 C6H14N2O 详情 详情

合成路线3

 

1 Chen B-C,Drohini,et al 2006.Process for preparing 2-aminothiazole-S-carboxamides:from thioureas and acrylamides and tbeir use as anticancer drugs. US 2006004067
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 66246 4-Amino-6-chloro-2-methylpyrimidine;6-Chloro-2-methylpyrimidin-4-amine 1749-68-4 C5H6ClN3 详情 详情
(II) 66247     C9H11ClN4O2S 详情 详情
(III) 66248 1-(6-chloro-2-methylpyrimidin-4-yl)thiourea   C6H7ClN4S 详情 详情
(IV) 66243 (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide 863127-76-8 C12H14ClNO2 详情 详情
(V) 66245 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazolidine-5-carboxamide   C16H17Cl2N5OS 详情 详情

合成路线4

 

1 Das J,Chen Pt et al.2006. 2-aminothiazole as a novel kinase inhibitor template. Structre-activity relationship studies toward the discovery of N-(2-chloro-6-methylphenyl)-2-[ [6-[4-(2-hydroxyethyl)-l- piperazinyl)]-2-methyl-4-pyrimidinyl] amino)]-1,3-thiazole-5-carboxamide (dasatinib, BMS-354825) as a potent pan-Src kinase inhibitor.J Med Chem, 49: 6819~6832
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 28906 2-chloro-1,3-thiazole;2-Chlorothiazole 3034-52-4 C3H2ClNS 详情 详情
(II) 66249 1-chloro-2-isocyanato-3-methylbenzene;2-Chloro-6-methylphenyl isocyanate 40398-01-4 C8H6ClNO 详情 详情
(III) 66250 2-chloro-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide   C11H8Cl2N2OS 详情 详情
(IV) 66251 2-chloro-N-(2-chloro-6-methylphenyl)-N-(4-methoxybenzyl)thiazole-5-carboxamide   C19H16Cl2N2O2S 详情 详情
(V) 66246 4-Amino-6-chloro-2-methylpyrimidine;6-Chloro-2-methylpyrimidin-4-amine 1749-68-4 C5H6ClN3 详情 详情
(VI) 66252 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)-N-(4-methoxybenzyl)thiazole-5-carboxamide   C24H21Cl2N5O2S 详情 详情
(VII) 66245 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazolidine-5-carboxamide   C16H17Cl2N5OS 详情 详情
Extended Information