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【结 构 式】 
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【药物名称】PPK-12 【化学名称】4-(2-Ethoxy-6-pentadecylphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid ethyl isopropyl diester 【CA登记号】 【 分 子 式 】C37H59NO5 【 分 子 量 】597.88648 |
【开发单位】University of Calgary (Originator), Vittal Mallya Scientific Res Foundation (Originator) 【药理作用】Antiepileptic Drugs, NEUROLOGIC DRUGS, T-Type Calcium Channel Blockers |
合成路线1
Treatment of anacardic acid (I) with diethyl sulfate produces the dialkylated derivative (II). Ester group reduction in (II) employing LiAlH4 then yields the benzylic alcohol (III), which is further oxidized to aldehyde (IV) with pyridinium chlorochromate. Condensation of aldehyde (IV) with ethyl acetoacetate (V) in the presence of piperidine and AcOH gives the benzylidene acetoacetate (VI). This is finally condensed with enamino ester (VII) under modified Hantzsh conditions to furnish the target dihydropyridine compound.
| 【1】 Kumar, P.P.; et al.; Synthesis and evaluation of a new class of nifedipine analogs with T-type calcium channel blocking activity. Mol Pharmacol 2002, 61, 3, 649. |
| 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) | 61865 | 2-hydroxy-6-pentadecylbenzoic acid | C22H36O3 | 详情 | 详情 | |
| (II) | 61866 | ethyl 2-ethoxy-6-pentadecylbenzoate | C26H44O3 | 详情 | 详情 | |
| (III) | 61867 | (2-ethoxy-6-pentadecylphenyl)methanol | C24H42O2 | 详情 | 详情 | |
| (IV) | 61868 | 2-ethoxy-6-pentadecylbenzaldehyde | C24H40O2 | 详情 | 详情 | |
| (V) | 11819 | ethyl acetoacetate; ethyl 3-oxobutanoate；Acetoacetic ester;Ethyl beta-ketobutyrate;ethyl 3-oxobutyrate | 141-97-9 | C6H10O3 | 详情 | 详情 |
| (VI) | 61869 | ethyl (Z)-2-acetyl-3-(2-ethoxy-6-pentadecylphenyl)-2-propenoate | C30H48O4 | 详情 | 详情 | |
| (VII) | 13331 | isopropyl (E)-3-amino-2-butenoate | 143093-33-8 | C7H13NO2 | 详情 | 详情 |