1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydro(2-13C,1,3-15N2)pyrimidine-2,4-dione

• ChemBase编号: 160777
• 分子式: C9H12N2O6
• 平均质量: 247.18085263
• 单一同位素质量: 247.06696074
• SMILES: C1(O)[C@@H](CO)O[C@H]([C@H]1O)[15n]1ccc(=O)[15nH][13c]1=O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)[15n]1ccc(=O)[15nH][13c]1=O
• InChI: InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6?,7-,8-/m1/s1/i9+1,10+1,11+1
• InChIKey: DRTQHJPVMGBUCF-JKUWBMHHSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydro(2-^1^3C,1,3-^1^5N₂)pyrimidine-2,4-dione
• IUPAC传统名: 1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl](2-^1^3C,1,3-^1^5N₂)-3H-pyrimidine-2,4-dione
• 别名: 1-β-D-Arabinofuranosyl-1H-pyrimidine-2,4-dione 13C,15N2; 1-β-D-Arabinofuranosyluracil-13C,15N2

登记号

• PubChem SID: 162254912
• PubChem CID: 46780472

理论计算性质

• Acid pKa: 9.700741
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -2.4152691
• LogD (pH = 7.4): -2.4173849
• Log P: -2.4152422
• 摩尔折射率: 52.5656 cm^3
• 极化性: 20.901344 Å^3
• 极化表面积: 119.33 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Water
• 外观: White Solid
• 熔点: 214-217°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A764002

Antiviral agent. Used for the treatment of severe acute respiratory syndrome (SARS).

参考文献

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• Galmarini, C., et al.: Leukemia, 15, 875 (1983)
• Barth, R., et al.: Cancer Res., 64, 6287 (1983)
• Song, M., et al.: Bioorg. Med. Chem., 12, 489 (1983)