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【结 构 式】 
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【药物名称】HMR-1372 【化学名称】5-tert-Butyl-2-methoxy-N-[2-[4-methoxy-3-(3-methylthioureidosulfonyl)phenyl]ethyl]benzamide 【CA登记号】260971-17-3, 261717-20-8 (Na salt) 【 分 子 式 】C23H31N3O5S2 【 分 子 量 】493.64862 |
【开发单位】Aventis Pharma (Originator) 【药理作用】Acute Myocardial Infarction, Treatment of, CARDIOVASCULAR DRUGS, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, K(ATP) Channel Blockers |
合成路线1
Coupling between ethylamine derivative (I) and acid chloride (II) by means of DMAP in pyridine affords benzamide (III), which is then subjected to reaction with chlorosulfonic acid followed by treatment with aqueous ammonia to provide benzenesulfonamide (IV). Finally, the desired product is obtained by condensation of (IV) with methyl isothiocyanate in DMF by means of K2CO3.
| 【1】 Gögelein, H.; Bohn, H.; Heitsch, H.; Englert, H.C.; Gerlach, U.; Wirth, K. (Aventis Pharma Deutschland GmbH); Use of benzenesulfonyl(thio)ureas for the treatment and prophylaxis of dysfunctions of the autonomous nervous system and use of benzenesulfonyl(thio)ureas in combination with beta-receptor blockers. DE 19841534; EP 1117409; WO 0015204 . |
| 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) | 48701 | 1-(p-Methoxyphenyl)ethylamine; 1-Amino-2-(4-methoxyphenyl)ethane; 2-(4-Methoxyphenyl)ethylamine; 4-(2-Aminoethyl)anisole; 4-Methoxybenzeneethanamine; 4-Methoxyphenethylamine; 4-Methoxyphenylethylamine; p-Methoxy phenethylamine; p-Methoxy phenylethylamine | 55-81-2 | C9H13NO | 详情 | 详情 |
| (II) | 50166 | 5-(tert-butyl)-2-methoxybenzoyl chloride | C12H15ClO2 | 详情 | 详情 | |
| (III) | 50167 | 5-(tert-butyl)-2-methoxy-N-(4-methoxyphenethyl)benzamide | C21H27NO3 | 详情 | 详情 | |
| (IV) | 50168 | N-[3-(aminosulfonyl)-4-methoxyphenethyl]-5-(tert-butyl)-2-methoxybenzamide | C21H28N2O5S | 详情 | 详情 |