Zindotrine, MDL-257, -Drug Synthesis Database

【结构式】

【药物名称】Zindotrine, MDL-257

【化学名称】8-Methyl-6-(1-piperidinyl)-1,2,4-triazolo[4,3-b]pyridazine
　　　　　　8-Methyl-6-piperidino-s-triazolo[4,3-b]pyridazine

【CA登记号】56383-05-2

【分子式】C₁₁H₁₅N₅

【分子量】217.2757

【开发单位】Aventis Pharma (Originator)

【药理作用】Asthma Therapy, Bronchodilators, RESPIRATORY DRUGS

合成路线1 合成路线2

合成路线1

1) The cyclization of 6-chloro-3-hydrazino-4-methylpyridazine (I) with refluxing formic acid gives 6-chloro-8-methyl-1,2,4-triazolo[4,3-b]pyridazine (II), which is then condensed with piperidine (III) at reflux temperature.

参考文献中间体

【1】 Peet, N.P.; Sunder, S. (Aventis Pharmaceuticals, Inc.); 3,6,7,8-Substituted-s-triazolo[4,3-b]-pyridazines, their preparations and compositions comprising them. EP 0029130; GB 2061275; JP 56079690 .
【2】 Lewis, J.; Shea, P.J. (Aventis Pharmaceuticals, Inc.); Triazolopyridazines used to alleviate bronchial spasms. US 4136182 .
【3】 Castaner, J.; Prous, J.; Zindotrine. Drugs Fut 1986, 11, 10, 865.

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)	23910	6-chloro-3-hydrazino-4-methylpyridazine		C₅H₇ClN₄	详情	详情
(II)	23911	6-chloro-8-methyl[1,2,4]triazolo[4,3-b]pyridazine		C₆H₅ClN₄	详情	详情
(III)	10158	Piperidine	110-89-4	C₅H₁₁N	详情	详情

合成路线2

2) By cyclization of 3-hydrazino-4-methyl-6-piperidinopyridazine (I) in refluxing formic acid.

参考文献中间体

【1】 Lewis, J.; Shea, P.J. (Aventis Pharmaceuticals, Inc.); Triazolopyridazines used to alleviate bronchial spasms. US 4136182 .
【2】 Peet, N.P.; Sunder, S. (Aventis Pharmaceuticals, Inc.); 3,6,7,8-Substituted-s-triazolo[4,3-b]-pyridazines, their preparations and compositions comprising them. EP 0029130; GB 2061275; JP 56079690 .
【3】 Castaner, J.; Prous, J.; Zindotrine. Drugs Fut 1986, 11, 10, 865.

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)	23912	3-hydrazino-4-methyl-6-(1-piperidinyl)pyridazine		C₁₀H₁₇N₅	详情	详情

Extended Information