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【结 构 式】 
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【药物名称】PD-146626 【化学名称】9-Methoxy-2,3,4,5-tetrahydro[1]benzothieno[2,3-f]-1,4-thiazepin-5-one 【CA登记号】172832-10-9 【 分 子 式 】C12H11NO2S2 【 分 子 量 】265.35497 |
【开发单位】Pfizer (Originator) 【药理作用】AIDS Medicines, Anti-Cytomegalovirus Drugs, Anti-Herpes Simplex Virus Drugs, Anti-Herpes Virus Drugs, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Antiviral Drugs, Cell Adhesion Inhibitors |
合成路线1
Methyl 3-chloro-5-methoxybenzo[b]thiophene-2-carboxylate (II) was prepared from the known acid chloride (I) by treatment with methanol. Cyclization of the chloro ester (II) with cysteamine hydrochloride (III) in the presence of DBU afforded the target benzothienothiazepinone.
| 【2】 Boschelli, D.H.; Connor, D.T.; Kramer, J.B.; Unangst, P.C. (Pfizer Inc.); Benzothiophene, benzofuran and indolethiazepinones, oxazepinones and diazepinones as inhibitors of cell adhesion and as inhibitors of HIV. EP 0749434; JP 1997509961; US 5489586; WO 9524408 . |
| 【1】 Khatana, S.S.; et al.; Preparation of benzothieno[2,3-f]-1,4-oxazepin- and -thiazepin-5(2H)-ones and of benzothieno[3,2-e]-1,4-diazepin-5-ones. J Org Chem 1996, 61, 17, 6060. |
| 【3】 Gracheck, S.J. (Pfizer Inc.); Use of thiazepine, oxazepine and diazepine cpds. for inhibiting HIV, herpesvirus and suppressing the immune system. EP 0817635; JP 1999502814; WO 9629077 . |
| 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) | 13892 | 3-Chloro-5-methoxy-1-benzothiophene-2-carbonyl chloride | C10H6Cl2O2S | 详情 | 详情 | |
| (II) | 51552 | methyl 3-chloro-5-methoxy-1-benzothiophene-2-carboxylate | C11H9ClO3S | 详情 | 详情 | |
| (III) | 13186 | 2-Aminoethanethiol; 2-Amino-1-ethanethiol; 2-Aminoethylhydrosulfide; Cysteamine | 60-23-1 | C2H7NS | 详情 | 详情 |
Extended Information