1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboximidamide hydrochloride

• ChemBase编号: 179529
• 分子式: C8H14ClN5O4
• 平均质量: 279.68086
• 单一同位素质量: 279.07343163
• SMILES: n1c(nn(c1)[C@H]1[C@H](C(O)[C@@H](CO)O1)O)C(=N)N.Cl
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc(n1)C(=N)N.Cl
• InChI: InChI=1S/C8H13N5O4.ClH/c9-6(10)7-11-2-13(12-7)8-5(16)4(15)3(1-14)17-8;/h2-5,8,14-16H,1H2,(H3,9,10);1H/t3-,4?,5+,8-;/m1./s1
• InChIKey: PIGYMBULXKLTCJ-KIAAEPDXSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboximidamide hydrochloride
• IUPAC传统名: 1-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboximidamide hydrochloride
• 别名: 1-β-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboximidamide Monohydrochloride; AVS 206; ICN 3142; Ribamidine Hydrochloride; Taribavirin Hydrochloride; Viramidine Hydrochloride

登记号

• CAS号: 40372-00-7
• PubChem SID: 164235439
• PubChem CID: 46783248

理论计算性质

• Acid pKa: 12.420825
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): -2.7653656
• LogD (pH = 7.4): -2.5410306
• Log P: -2.5372574
• 摩尔折射率: 77.1685 cm^3
• 极化性: 21.263273 Å^3
• 极化表面积: 150.5 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 167-172°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - V673000

Liver-targeting antiviral nucleoside analog; 3-carboxamidine prodrug of Ribavirin.

参考文献

• Lin, C., et al.: Antivir. Chem. Chemother., 14, 145 (2003)
• Wu, J.Z., et al.: Antimicrob. Agents Chemother., 48, 4006 (2003)
• Aora, S., et al.: J. Clin. Pharmacol., 45, 275 (2003)