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【结 构 式】 
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【药物名称】Terflavoxate hydrochloride, ND-907, REC-15/2053 【化学名称】3-Methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid 1,1-dimethyl-2-(1-piperidinyl)ethyl ester hydrochloride 【CA登记号】86433-39-8, 86433-40-1 (free base) 【 分 子 式 】C26H30ClNO4 【 分 子 量 】455.9863 |
【开发单位】Recordati (Originator) 【药理作用】RENAL-UROLOGIC DRUGS, Urinary Incontinence Therapy |
合成路线1
The chlorination of 2-phenyl-3-methyl-4-oxo-4H-1-benzopyran-8-carboxylic acid (I) with thionyl chloride gives the corresponding chloride (II), which is esterified with 1,1-dimethyl-2-(1-piperidinyl)ethanol (IV), obtained by alkylation of excess piperidine (III) with 1-chloro-2-methyl-2-propanol. Rec 15/2053 is obtained as the hydrochloride.
| 【1】 Williams, M.E.; Pannil, C.; Urinary incontinence in the elderly. Physiology, pathophysiology, diagnosis and treatment. Ann Intern Med 1982, 97, 6, 895-907. |
| 【2】 Nardi, D.; Tajana, A.; Cazzulati, P.; Graziani, G.; Pennini, R.; Casadio, S. (Recordati Industria Chimica e Farmaceutica SpA); 3-Methylflavone-8-carboxylic acid esters. EP 0072620; GB 2104507 . |
| 【3】 Testa, R.; Leonardi, A.; Tajana, A.; Terflavoxate Hydrochloride. Drugs Fut 1994, 19, 3, 248. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 24160 | 1-chloro-2-methyl-2-propanol | 558-42-9 | C4H9ClO | 详情 | 详情 | |
| (I) | 13335 | 3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylic acid; 3-Methylflavone-8-carboxylic acid | 3468-01-7 | C17H12O4 | 详情 | 详情 |
| (II) | 13336 | 3-Methyl-4-oxo-2-phenyl-4H-chromene-8-carbonyl chloride | C17H11ClO3 | 详情 | 详情 | |
| (III) | 10158 | Piperidine | 110-89-4 | C5H11N | 详情 | 详情 |
| (IV) | 13338 | 2-Methyl-1-(1-piperidinyl)-2-propanol | C9H19NO | 详情 | 详情 |