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【结 构 式】

【分子编号】11663

【品名】3-Nitro-4-quinolinol; 3-Nitro-quinolin-4-ol

【CA登记号】

【 分 子 式 】C9H6N2O3

【 分 子 量 】190.15832

【元素组成】C 56.85% H 3.18% N 14.73% O 25.24%

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)

Nitroacetaldehyde oxime (I) is formed from nitromethane in the presence of NaOH and is converted in acidic media with 2-aminobenzoic acid (II) to 2-(2-nitroethylideneamino)benzoic acid (III). Cyclization of (III) in acetic anhydride by means of potassium acetate yields 4-hydroxy-3-nitroquinoline (IV), which is converted to 4-chloro-3-nitroquinoline (V) in boiling POCl3. Reaction of (V) with morpholinecarboximidamide (VIII) (formed from morpholine (VI) and S-methylisothiourea hemisulfate (VII) in ethanol) affords troquidazole.

1 Berényi, E.; Varga, L.; Pallos, L.; Petöcz, L.; Ladányi, L.; Tömpe, P.; Hartai, E.; Kovács, A. (Egis Pharmaceuticals Ltd.); N-(3-Nitroquinolin-4-yl)guanidine derivatives as radiosensitizers. (EGIS Pharm., Ltd.). BE 0904864; CH 668069; ES 8707231; GB 2176185; JP 1987048668; US 4652562 .
2 Nógrádi, M.; Berényi, E.; Blaskó, G.; Troquidazole. Drugs Fut 1992, 17, 5, 384.
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) 11660 2-Nitroacetaldehyde oximesodium salt C2H3N2NaO3 详情 详情
(II) 11661 2-Aminobenzoic acid;Anthranilic acid; o-Aminobenzoic acid 118-92-3 C7H7NO2 详情 详情
(III) 11662 2-[[(E)-2-Nitroethylidene]amino]benzoic acid C9H8N2O4 详情 详情
(IV) 11663 3-Nitro-4-quinolinol; 3-Nitro-quinolin-4-ol C9H6N2O3 详情 详情
(V) 11664 4-Chloro-3-nitroquinoline C9H5ClN2O2 详情 详情
(VI) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
(VII) 10272 [[Amino(imino)methyl]sulfanyl]methane 2986-19-8 C2H6N2S 详情 详情
(VIII) 11667 4-Morpholinecarboximidamide C5H11N3O 详情 详情
Extended Information