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【结 构 式】

【药物名称】REN-1189, CPI-1189

【化学名称】4-Acetamido-N-(tert-butyl)benzamide

【CA登记号】183619-38-7

【 分 子 式 】C13H18N2O2

【 分 子 量 】234.30061

【开发单位】Renovis (Proprietary), Centaur (Originator)

【药理作用】AIDS Dementia, Treatment of, Alzheimer's Dementia, Treatment of , ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Neuropathic Pain, Treatment of, Antioxidants, Apoptosis Inhibitors, p38 Protein Kinase Inhibitors

合成路线1

4-Nitrobenzoyl chloride (I) was condensed with tert-butyl amine to give amide (II). The nitro group of (II) was then reduced to aniline (III) by transfer hydrogenation with hydrazine and Pd/C. Finally, acylation of (III) with acetyl chloride provided the title acetamide.

1 Sorbera, L.A.; Castañer, J.; Leeson, P.A.; CPI-1189. Drugs Fut 2001, 26, 7, 647.
2 Flitter, W.D.; Irwin, I.; Garland, W.A. (Centaur Pharmaceuticals, Inc.); Benzamide therapeutics for the treatment of inflammatory bowel disease. WO 9959569 .
3 Garland, W.A.; Wilcox, A.L.; Paylor, R.E.; Flitter, W.D. (Centaur Pharmaceuticals, Inc.); Benzamides for neurodegenerative disorder treatment. US 5955506; WO 9631462 .
4 Garland, W. (Centaur Pharmaceuticals, Inc.); Benzamide treatment of dementia, associated with AIDS virus (HIV-1) infection. WO 9738684 .
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) 18941 p-nitrobenzoyl chloride; 4-nitrobenzoyl chloride 122-04-3 C7H4ClNO3 详情 详情
(II) 38444 N-(tert-butyl)-4-nitrobenzamide C11H14N2O3 详情 详情
(III) 38445 4-amino-N-(tert-butyl)benzamide C11H16N2O 详情 详情
Extended Information