|
【结 构 式】 
|
【药物名称】Linsidomine, SIN-1, Corvasal(hydrochloride) 【化学名称】3-Morpholinosydnonimine 【CA登记号】33876-97-0 【 分 子 式 】C6H10N4O2 【 分 子 量 】170.1722 |
【开发单位】Aventis Pharma (Originator) 【药理作用】Angina pectoris, Treatment of, CARDIOVASCULAR DRUGS, Hypertension, Treatment of, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, Vasodilators, Nitric Oxide Donors |
合成路线1
The reaction of N-aminomorpholine (I) with potassium cyanide and formaldehyde in water gives N-morpholino-2-aminoacetonitrile (II), which is nitrosated by reaction with NaNO2 - HCl in water yielding N-nitroso-N-morpholino-2-aminoacetonitrile (III). Finally, this compound is cyclized by treatment with HCl in methanol.
| 【1】 Nakai, Y. Fujita, T.; Tanayama, S.; Suzuki, Z.; Biotransformation of molsidomine, a new antianginal agent, in rats. Xenobiotica 1974, 4, 175-191. |
| 【2】 Imashiro, Y.; Kanebo, T.; Masuda, K.; Mesionic compounds. I. Synthesis of 3-dialkylaminosydnonimines. Chem Pharm Bull 1970, 18, 1, 128-132. |
| 【3】 Masuda, K.; Imashiro, Y.; Sydnonimine derivatives. DE 1620501; FR 1496056; GB 1116692; US 3312690 . |
| 【4】 Blancafort, P.; Serradell, M.N.; Castañer, J.; Grau, M.; SIN-1. Drugs Fut 1983, 8, 1, 43-44. |
| 【5】 Bossuyt, L.; Czernielewski, J.; Bewley, A.P.; Henry, I.; Richert, B.; Al Abadie, M.; Drugs Today 1972, 8, 1, 15-18. |
| 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) | 35977 | 4-morpholinylamine; 4-morpholinamine | 4319-49-7 | C4H10N2O | 详情 | 详情 |
| (II) | 35978 | 2-(4-morpholinylamino)acetonitrile | C6H11N3O | 详情 | 详情 | |
| (III) | 35979 | (4-Morpholinylnitrosoamino)acetonitrile; Acetonitrile, (4-morpholinylnitrosoamino)-; N-Nitrosomorpholinoaminoacetonitrile | 26687-79-6 | C6H10N4O2 | 详情 | 详情 |
Extended Information