|
【结 构 式】 
|
【药物名称】Terazosin hydrochloride, MY-208, A-45975, ABT-975, Abbott-45975, Hytrin, Hytrine, Flotrin, Zayasel, Magnurol, Heitrin, Urodie, Hytracin, Vasomet, Hytrin BPH, Vasocard 【化学名称】1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-[(tetrahydro-2-furanyl)carbonyl]piperazine monohydrochloride dihydrate 【CA登记号】70024-40-7, 63074-08-8 (anhydrous), 63590-64-7 (free base, anhydrous) 【 分 子 式 】C19H30ClN5O6 【 分 子 量 】459.93385 |
【开发单位】Abbott (Originator), Dainippon Pharmaceutical (Not Determined), Nikken Chemicals (Not Determined), Esteve (Licensee), Salvat (Licensee) 【药理作用】Benign Prostatic Hyperplasia Therapy, CARDIOVASCULAR DRUGS, Hypertension, Treatment of, RENAL-UROLOGIC DRUGS, alpha1-Adrenoceptor Antagonists |
合成路线1
The reaction of furoyl chloride (I) with piperazine (II) by means of NaOH in water gives N-(2-furoyl)piperazin (III), which is reduced with H2 over Raney-Ni in methanol to afford N-(tetrahydro-2-furoyl)piperazine (IV) . Finally, this compound is condensed with 2-chloro-4-amino-6,7-dimethoxyquinazoline (V) in refluxing methoxyethanol.
| 【1】 Winn, M.; Kyncl, J.; Dunnigan, D.A.; Jones, P.H. (Abbott Laboratories Inc.); Antihypertensive agents. CA 1057754; CH 602712; DE 2646186; FR 2327787; GB 1517403; JP 52048678; US 4026894; US 4112097 . |
| 【2】 Roteman, R. (Abbott Laboratories Inc.); 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-tetrahydrofuroyl)piperazine hydrochloride dihydrate. CA 1081229; DE 2831112; FR 2399430; JP 54027588 . |
| 【3】 Thorpe, P.; Castaner, J.; Serradell, M.N.; Blancafort, P.; Terazosin Hydrochloride. Drugs Fut 1983, 8, 1, 45. |
| 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) | 26093 | 2-Furoyl chloride | 527-69-5 | C5H3ClO2 | 详情 | 详情 |
| (II) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
| (III) | 30751 | 2-furyl(1-piperazinyl)methanone; 2-Furoyl-1-piperazine | 40172-95-0 | C9H12N2O2 | 详情 | 详情 |
| (IV) | 30752 | 1-piperazinyl(tetrahydro-2-furanyl)methanone; 1-(Tetrahydro-2-furoyl)piperazine | 63074-07-7 | C9H16N2O2 | 详情 | 详情 |
| (V) | 10443 | 2-Chloro-6,7-dimethoxy-4-quinazolinamine; 4-Amino-2-chloro-6,7-dimethoxyquinazoline; 2-Chloro-6,7-dimethoxy-4-quinazolinylamine | 23680-84-4 | C10H10ClN3O2 | 详情 | 详情 |