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【结 构 式】 
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【药物名称】Ipsapirone, Bay-q-7821(hydrochloride), TVX-Q-7821(hydrochloride) 【化学名称】2-[4-[4-(2-Pyrimidinyl)piperazinyl]butyl]benzisothiazol-3(2H)-one 1,1-dioxide 【CA登记号】95847-70-4, 92589-98-5 (monoHCl) 【 分 子 式 】C19H23N5O3S 【 分 子 量 】401.49086 |
【开发单位】Troponwerke (Originator) 【药理作用】Antidepressants, Anxiolytics, Mood Disorders, Treatment of, PSYCHOPHARMACOLOGIC DRUGS, 5-HT1A Receptor Agonists |
合成路线1
The reaction of benzoisothiazole-3(2H)-one-1,1-dioxide (I) with 1,4-dibromobutane (II) by means of NaH in DMF gives 2-(4-bromobutyl)benzoisothiazole-3(2H)-one-1,1-dioxide (III), which is then condensed with 1-(2 pyrimidinyl)piperazine (IV) by means of K2CO3 in refluxing chlorobenzene.
| 【1】 Seidel, P.-R.; Horstmann, H.; Traber, J.; Dompert, W.; Glaser, T.; Schuurman, T. (Troponwerke GmbH & Co KG); 2-pyrimidinyl-1-piperazine derivatives, proceses for their preparation and medicaments containing them. EP 0129128; JP 60023373; US 4818756; US 4937343; US 4988809 . |
| 【2】 Castaner, J.; Prous, J.; Ipsapirone. Drugs Fut 1986, 11, 7, 565. |
| 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) | 24826 | 3-oxo-2,3-dihydro-1H-1,2-benzisothiazole-1,1-diolate | C7H5NO3S | 详情 | 详情 | |
| (II) | 11883 | 1,4-Dibromobutane; 1,4-Butylene bromide | 110-52-1 | C4H8Br2 | 详情 | 详情 |
| (III) | 24828 | 2-(4-bromobutyl)-3-oxo-2,3-dihydro-1H-1,2-benzisothiazole-1,1-diolate | C11H12BrNO3S | 详情 | 详情 | |
| (IV) | 11175 | 2-(1-Piperazinyl)pyrimidine; 2-Piperazinopyrimidine; N-(Pyrimidinyl)piperazine | 20980-22-7 | C8H12N4 | 详情 | 详情 |
Extended Information