ethyl 2-[6-[ethyl(2-hydroxypropyl)amino]-3-pyridazinyl]-1-hydrazinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】31958

【品名】ethyl 2-[6-[ethyl(2-hydroxypropyl)amino]-3-pyridazinyl]-1-hydrazinecarboxylate

【CA登记号】

【分子式】C₁₂H₂₁N₅O₃

【分子量】283.33064

【元素组成】C 50.87% H 7.47% N 24.72% O 16.94%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

This compound can be prepared by two related ways: 1) The reaction of ethyl (2-hydroxypropyl)amine (A) with 3,6-dichloropyridazine (I) in refluxing toluene gives 3-chloro-6-[ethyl(2-hydroxypropyl)amino]pyridazine (II). This intermediate is then reacted with ethyl hydrazinecarboxylate (B) to afford (III). 2) Alternatively, compound (II) may be treated with hydrazine hydrate to afford the hydrazinopyridazine (IV); acylation of (IV) with ethoxycarbonyl chloride provides the final compound (III).

参考文献中间体

合成目标

【1】 Pifferi, G.; Parravicini, F.; Scarpitta, G.; Dorigotti, L.; Derivati della 3-idrazinopiridazina. Nota III. Sintesi ed attivita antiipertensiva di nuove 3-(2-acilidrazino)piridazine-6-alchilamino sostituite. Farm Sci Ed 1979, 34, 299-310.
【2】 Citero, L.; Visconti, M.; Borsa, M.; Pifferi, G.; Analytical profile of cadralazine, a new antihypttensive agent. Boll Chim Farm 1981, 120, 222-233.
【3】 Carpi, C.; Dorigotti, L.; Pifferi, G. (ISF SpA); 6-Substituted 3-carbethoxyhydrazinopyridazines. US 4002753 .
【4】 Meran, C.; Cadralazine. Drugs Fut 1982, 7, 6, 382.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	27366	Ethyl hydrazinecarboxylate; Ethyl 1-hydrazinecarboxylate	4114-31-2	C₃H₈N₂O₂	详情	详情
(A)	31956	Ethyl (2-hydroxypropyl)amine; 1-(Ethylamino)-2-propanol	40171-86-6	C₅H₁₃NO	详情	详情
(I)	11292	3,6-Dichloropyridazine	141-30-0	C₄H₂Cl₂N₂	详情	详情
(II)	31957	3-Chloro-6-[ethyl(2-hydroxypropyl)amino]pyridazine; 1-[(6-Chloro-3-pyridazinyl)(ethyl)amino]-2-propanol	64241-33-4	C₉H₁₄ClN₃O	详情	详情
(III)	31958	ethyl 2-[6-[ethyl(2-hydroxypropyl)amino]-3-pyridazinyl]-1-hydrazinecarboxylate		C₁₂H₂₁N₅O₃	详情	详情

Extended Information