2-[[2-([4-[(acetamido)sulfonyl]anilino]carbonyl)phenyl]disulfanyl]-N-[4-[(acetamido)sulfonyl]phenyl]benzamide -Drug Synthesis Database

【结构式】

【分子编号】41627

【品名】2-[[2-([4-[(acetamido)sulfonyl]anilino]carbonyl)phenyl]disulfanyl]-N-[4-[(acetamido)sulfonyl]phenyl]benzamide

【CA登记号】

【分子式】C₃₀H₂₆N₄O₈S₄

【分子量】698.8226

【元素组成】C 51.56% H 3.75% N 8.02% O 18.32% S 18.35%

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)

Condensation of 2,2’-dithiodibenzoyl chloride (I) with sulfacetamide (II) in pyridine afforded diamide (III). Reductive celavage of the disulfide bond of (III) by means of tris(2-carboxyethyl)phosphine produced the corresponding thiol (IV), which was subsequently acylated with 5-bromovaleryl chloride (V) yielding thioester (VI). Finally, displacement of the bromide with pyridine furnished the title pyridinium salt.

参考文献中间体

合成目标

【1】 Turpin, J.A.; Song, Y.; Inman, J.K.; Huang, M.; Wallqvist, A.; Maynard, A.; Covell, D.G.; Rice, W.G.; Appella, E.; Synthesis and biological properties of novel pyridinioalkanoyl thiolesters (PATE) as anti-HIV-1 agents that target the viral nucleocapsid protein zinc fingers. J Med Chem 1999, 42, 1, 67.
【2】 Song, Y.; Turpin, J.A.; Huang, M.; Inman, J.K.; Walqvist, A.; Appella, E.; Maynard, A.; Rice, W.G.; Covell, D.G. (US Department of Health & Human Services); Novel thiolesters and uses thereof. WO 9965871 .

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)	20405	2-[[2-(chlorocarbonyl)phenyl]disulfanyl]benzoyl chloride		C₁₄H₈Cl₂O₂S₂	详情	详情
(II)	41626	N-acetyl-4-aminobenzenesulfonamide	144-80-9	C₈H₁₀N₂O₃S	详情	详情
(III)	41627	2-[[2-([4-[(acetamido)sulfonyl]anilino]carbonyl)phenyl]disulfanyl]-N-[4-[(acetamido)sulfonyl]phenyl]benzamide		C₃₀H₂₆N₄O₈S₄	详情	详情
(IV)	41628	N-[4-[(acetamido)sulfonyl]phenyl]-2-sulfanylbenzamide	n/a	C₁₅H₁₄N₂O₄S₂	详情	详情
(V)	39700	5-bromopentanoyl chloride	4509-90-4	C₅H₈BrClO	详情	详情
(VI)	41629	S-[2-([4-[(acetamido)sulfonyl]anilino]carbonyl)phenyl] 5-bromopentanethioate		C₂₀H₂₁BrN₂O₅S₂	详情	详情

Extended Information