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【结 构 式】 
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【药物名称】Tioxamast, F-1865 【化学名称】N-[4-(4-methoxyphenyl)thiazol-2-yl]oxamic acid ethyl ester 【CA登记号】74531-88-7 【 分 子 式 】C14H14N2O4S 【 分 子 量 】306.34268 |
【开发单位】Boehringer Ingelheim (Originator), Pierre Fabre (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, Mediator Release Inhibitors |
合成路线1
The cyclization of p-methoxyacetophenone (I) with thiourea (II) by means of SO2Cl2 gives 4-(p-methoxyphenyl)-2-aminothiazole (III), which is then reacted with ethoxalyl chloride (IV) in presence of a base to afford F-1865.
| 【1】 Casadio, S.; Cousse, H.; Tarayre, J.P.; Mouzin, G. (Pierre Fabre SA.); 4-Phenyl-2-thiazolyloxamate derivs., method for their preparation and their application in the treatment of asthma. EP 0006368; ES 481633; FR 2429210; JP 55002684; US 4246271 . |
| 【2】 Tarayre, J.P.; Bonnaud, B.; TIOXAMAST. Drugs Fut 1990, 15, 5, 469. |
| 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) | 11041 | 4-Methoxyacetophenone; 1-(4-Methoxyphenyl)-1-ethanone | 100-06-1 | C9H10O2 | 详情 | 详情 |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 11042 | 4-(4-Methoxy-phenyl)-thiazol-2-ylamine; 4-(4-methoxyphenyl)-1,3-thiazol-2-ylamine; 4-(4-methoxyphenyl)-1,3-thiazol-2-amine | 2104-04-3 | C10H10N2OS | 详情 | 详情 |
| (IV) | 11043 | Ethyl 2-chloro-2-oxoacetate; Ethyl oxalyl chloride | 4755-77-5 | C4H5ClO3 | 详情 | 详情 |
Extended Information