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【结 构 式】 
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【药物名称】Monatepil maleate, AJ-2615, AD-2615(former code) 【化学名称】(±)-N-(6,11-Dihydrodibenzo[b,e]thiepin-11-yl)-4-[4-(4-fluorophenyl)piperazin-1-yl]butyramide maleate 【CA登记号】103379-03-9, 132046-06-1 (deleted CAS), 132019-54-6 (free base), 103377-41-9 (free base undefined stereoch.) 【 分 子 式 】C32H34FN3O5S 【 分 子 量 】591.70728 |
【开发单位】Dainippon Pharmaceutical (Originator) 【药理作用】Angina pectoris, Treatment of, CARDIOVASCULAR DRUGS, Hypertension, Treatment of, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, alpha1-Adrenoceptor Antagonists, Calcium Channel Blockers |
合成路线1
A more complete synthesis of AJ-2615 has been published: The acylation of 11-amino-6,11-dihydrodibenzo[b,e]thiepine (I) with 4-chlorobutyryl chloride (II) in refluxing toluene gives 4-chloro-N-(6,11-dihydrodibenzo[b,e]thiepin-11-yl)butyramide (III), which is then condensed with 1-(4-fluorophenyl)piperazine (IV) by means of NaI in hot DMF.
| 【1】 Honda, Y.; Naruto, S.; Hatano, N.; Yoshida, T.; Kurokawa, M.; Uno, H.; Sato, F.; Fujiwara, I.; Matsumoto, J.-I.; A new class of calcium antagonists. 2. Synthesis and biological activity of 11-[[4-[4-(4-fluorophenyl)-1-piperazinyl]butyryl]amino]-6,11-dihydrodibenzo[b,e]thiepin maleate and related compounds. J Med Chem 1991, 34, 3, 927-34. |
| 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) | 12140 | 6,11-Dihydrodibenzo[b,e]thiepin-11-amine; 6,11-Dihydrodibenzo[b,e]thiepin-11-ylamine | C14H13NS | 详情 | 详情 | |
| (II) | 11265 | 4-Chlorobutanoyl chloride; 4-Chlorobutyric acid chloride | 4635-59-0 | C4H6Cl2O | 详情 | 详情 |
| (III) | 12142 | 4-Chloro-N-(6,11-dihydrodibenzo[b,e]thiepin-11-yl)butanamide | C18H18ClNOS | 详情 | 详情 | |
| (IV) | 12143 | 1-(4-Fluorophenyl)piperazine | 2252-63-3 | C10H13FN2 | 详情 | 详情 |