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【结 构 式】 
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【药物名称】 【化学名称】3-[1-[3-(1-Methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-propoxyphenylsulfonyl]piperidin-4-yl]propionic acid 【CA登记号】 【 分 子 式 】C26H35N5O6S 【 分 子 量 】545.66275 |
【开发单位】SK Chemicals (Originator) 【药理作用】RENAL-UROLOGIC DRUGS, Treatment of Erectile Dysfunction, Treatment of Male Sexual Dysfunction, Phosphodiesterase V (PDE5A) Inhibitors |
合成路线1
Chlorosulfonylation of the benzamidopyrazole (I) to give (II) was performed with neat chlorosulfonic acid at 0 C. Coupling of sulfonyl chloride (II) with the piperidinopropanoate (III) provided sulfonamide (IV). Finally, cyclization of (IV) with concomitant ester hydrolysis under basic conditions furnished the target pyrazolopyrimidine.
| 【1】 Kim, D.-K.; et al.; Synthesis and phosphodiesterase inhibitory activity of new sildenafil analogues containing a carboxylic acid group in the 5'-sulfonamide moiety of a phenyl ring. Bioorg Med Chem 2001, 9, 11, 3013. |
| 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) | 50253 | 1-methyl-4-[(2-propoxybenzoyl)amino]-3-propyl-1H-pyrazole-5-carboxamide | C18H24N4O3 | 详情 | 详情 | |
| (II) | 50254 | 3-([[5-(aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carbonyl)-4-propoxybenzenesulfonyl chloride | C18H23ClN4O5S | 详情 | 详情 | |
| (III) | 50255 | ethyl 3-(4-piperidinyl)propanoate | C10H19NO2 | 详情 | 详情 | |
| (IV) | 50256 | ethyl 3-(1-[[3-([[5-(aminocarbonyl)-1-methyl-3-propyl-1H-pyrazol-4-yl]amino]carbonyl)-4-propoxyphenyl]sulfonyl]-4-piperidinyl)propanoate | C28H41N5O7S | 详情 | 详情 |
Extended Information