-Drug Synthesis Database

【结构式】

【药物名称】

【化学名称】(Z)-2-[6-[1-(4-Aminophenyl)-1-(4-methylcarbazono)methyl]-1,3-benzodioxol-5-yl]acetic acid methyl ester
　　　　　　(Z)-1-(4-Aminophenyl)-1-[6-(methoxycarbonylmethyl)-1,3-benzodioxol-5-yl]methanone N-methylsemicarbazone

【CA登记号】

【分子式】C₁₉H₂₀N₄O₅

【分子量】384.39505

【开发单位】Università degli Studi di Catanzaro (Originator), Università degli Studi di Messina (Originator), Università degli Studi di Milano (Originator), Università degli Studi di Modena (Originator), Università degli Studi di Pavia (Originator)

【药理作用】Antiepileptic Drugs, NEUROLOGIC DRUGS, AMPA Antagonists, Kainate Antagonists

合成路线1

Condensation of benzodiazepinone (I) with methyl isocyanate provides the 3 (N-methylcarbamoyl) derivative (II). Reduction of the nitro group of (II) with concomitant diazepinone ring cleavage in the presence of SnCl2 in refluxing MeOH then furnishes the title compound.

参考文献中间体

【1】 Micale, N.; Zappalà, M.; Grasso, S.; et al.; Novel potent AMPA/kainate receptor antagonists: Synthesis and anticonvulsant activity of a series of 2-[(4-alkylsemicarbazono)-(4-amino- phenyl)methyl]-4,5-methylenedioxyphenylacetic acid alkyl esters. J Med Chem 2002, 45, 20, 4433.

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)	18121	5-(4-nitrophenyl)-7,9-dihydro-8H-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-8-one		C₁₆H₁₁N₃O₅	详情	详情
(II)	41984	N-methyl-5-(4-nitrophenyl)-8-oxo-8,9-dihydro-7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-carboxamide		C₁₈H₁₄N₄O₆	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)