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【结 构 式】 
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【药物名称】 【化学名称】N,N'-(4-Bromo-1,2-phenylene)bis(5-chlorothiophene-2-sulfonamide) 【CA登记号】 【 分 子 式 】C14H9BrCl2N2O4S4 【 分 子 量 】548.30483 |
【开发单位】Arrow Therapeutics (Originator) 【药理作用】Antibacterial Drugs, ANTIINFECTIVE THERAPY |
合成路线1
Acylation of 4-bromo-2-nitroaniline (I) with 5-chlorothiophene-2-sulfonyl chloride (II) in pyridine affords sulfonamide (III). The nitro group of (III) is then reduced to amine (IV) by means of hydrazine hydrate in the presence of Raney nickel. Further acylation of amine (IV) with sulfonyl chloride (II) furnishes the target bis-sulfonamide.
| 【1】 Cockerill, G.S.; et al.; Bis(sulfonamides) as inhibitors of aroB. Unsymmetrical sulfonamide substitution and diamine core SAR. 42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002, San Diego) 2002, Abst F-739. |
| 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) | 59796 | 4-bromo-2-nitroaniline; 4-bromo-2-nitrophenylamine | C6H5BrN2O2 | 详情 | 详情 | |
| (II) | 61418 | 5-Chlorothiophene-2-sulfonyl chloride; 5-Chlorothiophene-2-sulfonyl chloride; 5-Chlorothiophene-2-sulphonyl chloride; 5-Chlorothiophene-2-sulphonyl chloride (Light & heat sensitive); 5-Chlorothiophene-2-sulphonylchloride; 5-Chlorothiophenesulphonyl chloride; 2,3-Dimethylthiophene | 2766-74-7 | C4H2Cl2O2S2 | 详情 | 详情 |
| (III) | 61419 | N-(4-bromo-2-nitrophenyl)-5-chloro-2-thiophenesulfonamide | C10H6BrClN2O4S2 | 详情 | 详情 | |
| (IV) | 61420 | N-(2-amino-4-bromophenyl)-5-chloro-2-thiophenesulfonamide | C10H8BrClN2O2S2 | 详情 | 详情 |
Extended Information