【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