4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-1,2-dihydro(2-13C,1,3-15N2)pyrimidin-2-one

• ChemBase编号: 167987
• 分子式: C8H10FN3O3S
• 平均质量: 250.22617583
• 单一同位素质量: 250.04011504
• SMILES: S1C[C@H](O[C@H]1CO)[15n]1[13c](=O)[15n]c(c(c1)F)N
• Canonical SMILES: Nc1[15n][13c](=O)[15n](cc1F)[C@@H]1CS[C@@H](O1)CO
• InChI: InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m0/s1/i8+1,11+1,12+1
• InChIKey: XQSPYNMVSIKCOC-SJLFXUEQSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-1,2-dihydro(2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• IUPAC传统名: 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl](2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• 别名: 4-Amino-5-fluoro-1-[(2R,5S)-2-hydroxymethyl)-1,3-oxathiolan-5-yl]-2-(1H-pyrimidinone-13C,15N2; (-)-2’,3’-Dideoxy-5-fluoro-3’-thiacytidine-13C,15N2; (-)-2'-Deoxy-5-fluoro-3'-thiacytidine-13C,15N2; BW 1592-13C,15N2; BW 524W91-13C,15N2; Coviracil-13C,15N2; Emtriva-13C,15N2; (-)-FTC-13C,15N2; Emtricitabine-13C,15N2

登记号

• PubChem SID: 162262119
• PubChem CID: 46781450

理论计算性质

• Acid pKa: 14.294606
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -0.8956647
• LogD (pH = 7.4): -0.89566475
• Log P: -0.8956647
• 摩尔折射率: 55.3674 cm^3
• 极化性: 21.200071 Å^3
• 极化表面积: 88.15 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: Methanol; Water
• 外观: White to Off-White Solid

安全信息

• 保存条件: Hygroscopic, Store under Inert atmosphere -20°C Freezer

详细说明

Toronto Research Chemicals - E525002

Labelled Emtricitabine. A reverse transcriptase inhibitor. It is an effective antiviral agent against HIV, HBV, and other viruses replicating in a similar manner. A nucleoside analog structurally related to Lamivudine (L172500).

参考文献

• Schinazi, R.F., et al.: Antimicrob. Ag. Chemother., 36, 2423 (1992)
• Shockeor, J.P., et al.: Xenobioica, 26, 189 (1992)
• Feng, J.Y., et al.: FASEB J., 13, 1511 (1992)
• Molina, J.-M., et al.: J. Infec. Dis., 182, 599 (2000)