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【结 构 式】 
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【药物名称】 【化学名称】N-Benzyl-N,3-dimethyl-4-phenylquinoline-2-carboxamide 【CA登记号】194223-70-6 【 分 子 式 】C25H22N2O 【 分 子 量 】366.46689 |
【开发单位】Università degli Studi di Catanzaro (Originator), Università degli Studi di Milano (Originator), Università degli Studi di Siena (Originator) 【药理作用】DIAGNOSTIC AGENTS, Radiopharmaceuticals, Radiopharmaceuticals for Brain Imaging, GABA(A) BZ Site Receptor Ligands |
合成路线1
Friedländer cyclization between 2-aminobenzophenone (I) and 2-oxobutyric acid (II) by means of NaOMe in MeOH gives carboxylic acid (III), which is then converted into the corresponding acid chloride (IV) by reaction with SOCl2 in CH2Cl2. Finally, the target product is obtained by reaction of (IV) with N-methylbenzylamine (V) by means of Et3N.
| 【1】 Anzini, M.; et al.; Synthesis of 2-substituted 2,3-dihydro-9-phenyl-1H-pyrrolo[3,4-b]quinolin-3-ones as potential peripheral benzodiazepine-receptor ligands. Heterocycles 1994, 38, 1, 103. |
| 【2】 Manzoni, C.; Anzini, M.; Cappelli, A.; Giorgi, G.; Menziani, M.C.; Vomero, S.; De Benedetti, P.G.; Mapping the peripheral benzodiazepine receptor binding site by conformationally restrained derivatives of 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide (PK11195). J Med Chem 1997, 40, 18, 2910. |
| 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) | 21101 | (2-aminophenyl)(phenyl)methanone; 2-Aminobenzophenone | 2835-77-0 | C13H11NO | 详情 | 详情 |
| (II) | 48297 | 2-oxobutyric acid | 600-18-0 | C4H6O3 | 详情 | 详情 |
| (III) | 48298 | 3-methyl-4-phenyl-2-quinolinecarboxylic acid | C17H13NO2 | 详情 | 详情 | |
| (IV) | 48299 | 3-methyl-4-phenyl-2-quinolinecarbonyl chloride | C17H12ClNO | 详情 | 详情 | |
| (V) | 11969 | N-Methyl(phenyl)methanamine; N-Benzyl-N-methylamine; N-Methylbenzylamine | 103-67-3 | C8H11N | 详情 | 详情 |
Extended Information