5-bromo-3-[[3-(4-pyridinyl)-5-sulfanyl-4H-1,2,4-triazol-4-yl]imino]-1H-indol-2-one -Drug Synthesis Database

【结构式】

【分子编号】43765

【品名】5-bromo-3-[[3-(4-pyridinyl)-5-sulfanyl-4H-1,2,4-triazol-4-yl]imino]-1H-indol-2-one

【CA登记号】

【分子式】C₁₅H₉BrN₆OS

【分子量】401.2463

【元素组成】C 44.9% H 2.26% Br 19.91% N 20.94% O 3.99% S 7.99%

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：(V)

Isoniazid (I) was treated with carbon disulfide and KOH to give potassium 4-pyridyl dithiocarbazinate (II). Cyclization of (II) in the presence of hydrazine produced the amino triazole (III). This was condensed with 5-bromoisatin (IV), yielding the imino adduct (V). Finally, Mannich reaction of (V) with piperidine (VI) and formaldehyde furnished the title compound.

参考文献中间体

合成目标

【1】 de Clercq, E.; Nath, G.; Pandeya, S.N.; Sriram, D.; Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its derivatives with triazole. Arzneim-Forsch Drug Res 2000, 50, 1, 55.

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)	26079	Isonicotinohydrazide	54-85-3	C₆H₇N₃O	详情	详情
(II)	43763	potassium 2-isonicotinoyl-1-hydrazinecarbodithioate		C₇H₆KN₃OS₂	详情	详情
(III)	43764	4-amino-5-(4-pyridinyl)-4H-1,2,4-triazole-3-thiol; 4-amino-5-(4-pyridinyl)-4H-1,2,4-triazol-3-ylhydrosulfide		C₇H₇N₅S	详情	详情
(IV)	42952	6,8,11-trihydroxy-7H-benzo[e]perimidin-7-one		C₁₅H₈N₂O₄	详情	详情
(V)	43765	5-bromo-3-[[3-(4-pyridinyl)-5-sulfanyl-4H-1,2,4-triazol-4-yl]imino]-1H-indol-2-one		C₁₅H₉BrN₆OS	详情	详情
(VI)	10158	Piperidine	110-89-4	C₅H₁₁N	详情	详情

Extended Information