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【结 构 式】 
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【药物名称】GK-04489 【化学名称】5-[1-[3-[6-(2-Chlorophenyl)-1,4-methyl-7,8,9,10-tetrahydro-4H-pyrido[4',3':4,5]thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-9-ylmethyl]phenyl]-1-(3-pyridyl)methylideneaminooxy]pentanoic acid ethyl ester 【CA登记号】218152-82-0 【 分 子 式 】C39H40ClN7O3S 【 分 子 量 】722.31575 |
【开发单位】Nikken Chemicals (Originator) 【药理作用】Cerebrovascular Diseases, Treatment of, Ischemic Stroke, Treatment of, NEUROLOGIC DRUGS, Stroke, Treatment of, Platelet-Activating Factor (PAF) Antagonists, Thromboxane Synthase Inhibitors |
合成路线1
Ketone (I) was converted to the corresponding oxime (II) by treatment with hydroxylamine hydrochloride and pyridine. Subsequent alkylation of the oxime (II) with ethyl 5-bromovalerate (III) in the presence of NaH provided (IV). After desilylation of (IV) by means of tetrabutylammonium fluoride, the liberated alcohol (V) was converted to mesylate (VI). The title compound was then obtained by condensation of mesylate (VI) with the pyridothienotriazolodiazepine derivative (VII).
| 【1】 Sano, T.; Seki, T.; Fujita, M.; Inada, H. (Nikken Chemicals Co., Ltd.); Triazolo-1,4-diazepine cpds. and medicinal compsn. containing the same. EP 0995752; JP 1999071378; US 6433167; WO 9858930 . |
| 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) | 56588 | [3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl](3-pyridinyl)methanone | C29H29NO2Si | 详情 | 详情 | |
| (II) | 56589 | [3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl](3-pyridinyl)methanone oxime | C29H30N2O2Si | 详情 | 详情 | |
| (III) | 37151 | ethyl 5-bromopentanoate | 14660-52-7 | C7H13BrO2 | 详情 | 详情 |
| (IV) | 56590 | ethyl 5-({[(E)-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl](3-pyridinyl)methylidene]amino}oxy)pentanoate | C36H42N2O4Si | 详情 | 详情 | |
| (V) | 56591 | ethyl 5-({[(E)-[3-(hydroxymethyl)phenyl](3-pyridinyl)methylidene]amino}oxy)pentanoate | C20H24N2O4 | 详情 | 详情 | |
| (VI) | 56592 | ethyl 5-({[(E)-(3-{[(methylsulfonyl)oxy]methyl}phenyl)(3-pyridinyl)methylidene]amino}oxy)pentanoate | C21H26N2O6S | 详情 | 详情 | |
| (VII) | 14057 | 6-(2-Chlorophenyl)-1,4-dimethyl-7,8,9,10-tetrahydro-4H-pyrido[4',3':4,5]thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine | C19H18ClN5S | 详情 | 详情 |