9-amino-3,4-dihydro-1(2H)-acridinone -Drug Synthesis Database

【结构式】

【分子编号】19496

【品名】9-amino-3,4-dihydro-1(2H)-acridinone

【CA登记号】104675-26-5

【分子式】C₁₃H₁₂N₂O

【分子量】212.25116

【元素组成】C 73.57% H 5.7% N 13.2% O 7.54%

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：(IV)

The condensation of anthranilonitrile (I) with cyclohexane-1,3-dione (II) in the presence of p-toluenesulfonic acid (removal of water) gives the enaminoketone (III). Cyclization of (III) in the presence of K2CO3 and CuCl yields the aminoketone (IV), which is then reduced with LiAlH4.

参考文献中间体

合成目标

【1】 Shutske, G.M.; Pierrat, F.A. (Aventis Pharmaceuticals, Inc.); 9-Amino-1,2,3,4-tetrahydroacridin-1-ol and related cpds., a process for their preparation and their use as medicaments. AU 8549038; EP 0179383; ES 8701165; ES 8801213; ES 8802383; JP 1986148154; JP 1989125362; US 4631286; US 4839364 .
【2】 Shutske, G.M.; VELNACRINE MALEATE < USAN >. Drugs Fut 1989, 14, 7, 643.

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)	19493	2-aminobenzonitrile	1885-29-6	C₇H₆N₂	详情	详情
(II)	11244	1,3-Cyclohexanedione	504-02-9	C₆H₈O₂	详情	详情
(III)	19495	2-[(3-oxo-1-cyclohexen-1-yl)amino]benzonitrile		C₁₃H₁₂N₂O	详情	详情
(IV)	19496	9-amino-3,4-dihydro-1(2H)-acridinone	104675-26-5	C₁₃H₁₂N₂O	详情	详情

Extended Information