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

• ChemBase编号: 172175
• 分子式: C8H11N3O3S
• 平均质量: 232.23571263
• 单一同位素质量: 232.04953685
• SMILES: S1C[C@H](O[C@H]1CO)[15n]1[13c](=O)[15n]c(cc1)N
• Canonical SMILES: Nc1cc[15n]([13c](=O)[15n]1)[C@@H]1CS[C@@H](O1)CO
• InChI: InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1/i8+1,10+1,11+1
• InChIKey: JTEGQNOMFQHVDC-PIAXYVKQSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-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-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl](2-^1^3C,1,3-^1^5N₂)pyrimidin-2-one
• 别名: 4-Amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone-15N2,13C; (2R-cis)-4-Amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone-15N2,13C; (-)-2'-Deoxy-3'-thiacytidine-15N2,13C; (-)-BCH 189-15N2,13C; 3TC-15N2,13C; Epivir HBV-15N2,13C; Hepitec-15N2,13C; Heptodin-15N2,13C; Heptovir-15N2,13C; L-SddC-15N2,13C; Lamivir-15N2,13C; Virolam-15N2,13C; Zeffix-15N2,13C; β-L-2',3'-Dideoxy-3'-thiacytidine-15N2,13C; β-L-3'-Thia-2',3'-dideoxycytidine-15N2,13C; Lamivudine-15N2,13C

登记号

• PubChem SID: 164228085
• PubChem CID: 46782039

理论计算性质

• Acid pKa: 14.294606
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -1.0951098
• LogD (pH = 7.4): -1.0951077
• Log P: -1.0951076
• 摩尔折射率: 55.1645 cm^3
• 极化性: 21.351086 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: DMSO; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 125-130°C

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - L172502

Labelled Lamivudine. A reverse transcriptase inhibitor. Antiviral.

参考文献

• Morris, D.M., J. Pharm. Biomed. Anal., 12, 255 (1944)
• Nevens, B.F., et al.: Gastroenterology, 113, 1258 (1944)
• Perry, C.M., et al.: Drugs, 53, 657 (1944)