5-{2-hydroxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

• ChemBase编号: 166239
• 分子式: C20H26N6O4S
• 平均质量: 446.52324
• 单一同位素质量: 446.17362434
• SMILES: C1N(CCN(C1)S(=O)(=O)c1ccc(c(c1)c1nc2c(c(=O)[nH]1)n(nc2CCC)C)O)C
• Canonical SMILES: CCCc1nn(c2c1nc([nH]c2=O)c1cc(ccc1O)S(=O)(=O)N1CCN(CC1)C)C
• InChI: InChI=1S/C20H26N6O4S/c1-4-5-15-17-18(25(3)23-15)20(28)22-19(21-17)14-12-13(6-7-16(14)27)31(29,30)26-10-8-24(2)9-11-26/h6-7,12,27H,4-5,8-11H2,1-3H3,(H,21,22,28)
• InChIKey: LTNJUPYNXDNXBO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-{2-hydroxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one
• IUPAC传统名: 5-[2-hydroxy-5-(4-methylpiperazin-1-ylsulfonyl)phenyl]-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
• 别名: 5-[2-Hydroxy-5-(4-methylpiperazinylsulphonyl)phenyl]1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyramidin-7-one; 5-[2-Hydroxy-5-[[4-(methyl)-1-piperazinyl]sulfonyl]phenyl]-1,6-dihydro-1-methyl-3-propyl-7H-pyrazolo[4,3-d]pyrimidin-7-one; Desethyl Sildenafil

登记号

• CAS号: 139755-91-2
• PubChem SID: 162260372
• PubChem CID: 21250748

理论计算性质

• Acid pKa: 7.517925
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): 0.23335357
• LogD (pH = 7.4): 0.58300954
• Log P: 0.6918116
• 摩尔折射率: 130.643 cm^3
• 极化性: 44.560825 Å^3
• 极化表面积: 120.13 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Aqueous Base; DMSO (Sparingly)
• 外观: Off-White Solid
• 熔点: 279-281°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - D289600

A metabolite of Sildenafil (S435000), an orally active selective type 5 cGMP phosphodiesterase inhibitor.

参考文献

• Terrett, N.K., et al.: Bioorg. Med. Chem. Lett., 6, 1819 (1996)
• Goldstein, I., et al.: N. Engl. J. Med., 338, 1397 (1998)