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【结 构 式】 
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【药物名称】ONO-8025, KRP-197, Staybla 【化学名称】4-(2-Methyl-1H-imidazolyl-1-yl)-2,2-diphenylbutyramide 【CA登记号】170105-16-5 【 分 子 式 】C20H21N3O 【 分 子 量 】319.40987 |
【开发单位】Kyorin (Originator), Ono (Licensee) 【药理作用】RENAL-UROLOGIC DRUGS, Urinary Incontinence Therapy, Muscarinic M1 Antagonists, Muscarinic M3 Antagonists |
合成路线1
Alkylation of diphenylacetonitrile (I) with dibromoethane provided bromide (II). This was condensed with 2-methylimidazole (III) in the presence of Et3N in DMF to afford the substituted imidazole (IV). Finally, hydrolysis of the cyano group of (IV) with 70% sulfuric acid produced the target amide.
| 【1】 Miyachi, H.; et al.; Synthesis and antimuscarinic activity of a series of 4-(1-imidazolyl)-2,2-diphenylbutyramides: Discovery of potent and subtype-selective antimuscarinic agents. Bioorg Med Chem 1999, 7, 6, 1151. |
| 【2】 Miyachi, H.; Okazaki, K.; Kiyota, H.; Segawa, M. (Kyorin Pharmaceutical Co., Ltd.); Novel imidazole deriv. and process for producing the same. EP 0733621; US 5932607; US 6103747; WO 9515951 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10252 | 1,2-Dibromoethane; Ethylene dibromide | 106-93-4 | C2H4Br2 | 详情 | 详情 | |
| (I) | 14493 | alpha-phenylbenzeneacetonitrile; 2,2-diphenylacetonitrile; Diphenylacetonitrile | 86-29-3 | C14H11N | 详情 | 详情 |
| (II) | 26217 | 4-Bromo-2,2-diphenylbutyronitrile; 4-Bromo-2,2-diphenylbutanenitrile | 39186-58-8 | C16H14BrN | 详情 | 详情 |
| (III) | 15670 | 2-Methylimidazole; 2-Methyl-1H-imidazole | 693-98-1 | C4H6N2 | 详情 | 详情 |
| (IV) | 26218 | 4-(2-methyl-1H-imidazol-1-yl)-2,2-diphenylbutanenitrile | C20H19N3 | 详情 | 详情 |
Extended Information