9-Nitropaullone, Alsterpaullone, NSC-705701, -Drug Synthesis Database

【结构式】

【药物名称】9-Nitropaullone, Alsterpaullone, NSC-705701

【化学名称】9-Nitro-7,12-dihydroindolo[3,2-d]-1-benzazepin-6(5H)-one

【CA登记号】237430-03-4

【分子式】C₁₆H₁₁N₃O₃

【分子量】293.28437

【开发单位】CNRS (Originator), National Cancer Institute (Originator), Universität Hamburg (Originator)

【药理作用】Oncolytic Drugs, Apoptosis Inducers, CDK1/Cyclin B Inhibitors, CDK5 Inhibitors, Glycogen Synthase Kinase 3 (GSK-3) Inhibitors, Inhibitors of Signal Transduction Pathways

合成路线1

The condensation of p-nitrophenylhydrazine (I) with benzazepinedione (II) in AcOH produced hydrazone (III). Subsequent Fischer indole synthesis employing (III) and H2SO4 furnished the title indolobenzazepinone.

参考文献中间体

【1】 Schultz, C.; Zaharevitz, D.W.; Mejer, L.; Gussio, R.; Leost, M.; Sausville, E.A.; Kunick, C.; Link, A.; Paullones, a series of cyclin-dependent kinase inhibitors: Synthesis, evaluation of CDK1/cyclin B inhibition, and in vitro antitumor activity. J Med Chem 1999, 42, 15, 2909.

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)	34400	1-(4-nitrophenyl)hydrazine; 4-Nitrophenylhydrazine	100-16-3	C₆H₇N₃O₂	详情	详情
(II)	18879	3,4-dihydro-1H-1-benzazepine-2,5-dione		C₁₀H₉NO₂	详情	详情
(III)	34401	3,4-dihydro-1H-1-benzazepine-2,5-dione 5-[N-(4-nitrophenyl)hydrazone]		C₁₆H₁₄N₄O₃	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)