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【结 构 式】

【药物名称】M-12285

【化学名称】6-Chloro-4-oxyimino-1-propionyl-1,2,3,4-tetrahydroquinoline
      6-Chloro-1-ethylcarbonyl-4-oxyimino-1,2,3,4-tetrahydroquinoline

【CA登记号】81075-14-1

【 分 子 式 】C12H13ClN2O2

【 分 子 量 】252.70261

【开发单位】Mochida (Originator)

【药理作用】Diuretics, RENAL-UROLOGIC DRUGS

合成路线1

The reaction of 6-chloro-4-oxo-1,2,3,4-tetrahydroquinoline (I) with propionic anhydride (II) or propionyl chloride (III) in pyridine gives 6-chloro-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (IV), which is then treated with hydroxylamine hydrochloride in refluxing pyridine.

1 Suzuki, Y.; Ohnishi, H.; Yamaguchi, K.; Mochida, E.; Kosuzume, H.; Hypotensive diuretic pharmaceutical compositions containing tetrahydroquinoline derivatives. DE 3129719; FR 2487196; GB 2081091 .
2 Susumi, J.; Shoichi, K.; Koichi, K.; 4-Oximino-1,2,3,4- tetrahydroquinoline Derivatives. DE 3129718; FR 2487346; GB 2092130 .
3 Suzuki, Y.; Yamaguchi, K.; Ohnishi, H.; Takada, K.; Toyonaka, Y.; Orita, Y.; Pharmacological properties of 6-chloro-1-ethylcarbonyl-4-oxyimino-1,2,3,4-tetrahydroquinoline. Drugs Exp Clin Res 1981, 7, 6, 823-832.
4 Hillier, K.; Castaner, J.; Serradell, M.N.; Blancafort, P.; M-12,285. Drugs Fut 1983, 8, 3, 204.
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) 35973 6-chloro-2,3-dihydro-4(1H)-quinolinone C9H8ClNO 详情 详情
(II) 20095 propionic anhydride 123-62-6 C6H10O3 详情 详情
(III) 15967 propanoyl chloride; propionyl chloride 79-03-8 C3H5ClO 详情 详情
(IV) 35974 6-chloro-1-propionyl-2,3-dihydro-4(1H)-quinolinone C12H12ClNO2 详情 详情
Extended Information