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

• ChemBase编号: 167405
• 分子式: C9H10F2N2O5
• 平均质量: 267.16237903
• 单一同位素质量: 267.05320249
• SMILES: C1(C([C@H](O[C@H]1[15n]1[13c](=O)[15nH]c(=O)cc1)CO)O)(F)F
• Canonical SMILES: OC[C@H]1O[C@H](C(C1O)(F)F)[15n]1ccc(=O)[15nH][13c]1=O
• InChI: InChI=1S/C9H10F2N2O5/c10-9(11)6(16)4(3-14)18-7(9)13-2-1-5(15)12-8(13)17/h1-2,4,6-7,14,16H,3H2,(H,12,15,17)/t4-,6?,7-/m1/s1/i8+1,12+1,13+1
• InChIKey: FIRDBEQIJQERSE-CNLDSFCYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2R,5R)-3,3-difluoro-4-hydroxy-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,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl](2-^1^3C,1,3-^1^5N₂)-3H-pyrimidine-2,4-dione
• 别名: 2’-Deoxy-2’,2’-difluorouridine-13C,15N2; 2',2'-Difluorodeoxyuridine-13C,15N2; 2',2'-Difluoro-2'-deoxyuridine-13C,15N2

登记号

• PubChem SID: 162261538
• PubChem CID: 71316071

理论计算性质

• Acid pKa: 9.194057
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -1.0843513
• LogD (pH = 7.4): -1.0911082
• Log P: -1.0842645
• 摩尔折射率: 51.2711 cm^3
• 极化性: 20.00766 Å^3
• 极化表面积: 99.1 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: Off-White Solid
• 熔点: 132-139°C

安全信息

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

详细说明

Toronto Research Chemicals - D445742

An isotopically Labelled metabolite of Gemcitabine.

参考文献

• Wiley, J., et al.: J. Clin. Invest., 69, 479 (1982)
• Gandhi, V., et al.: Cancer Res., 50, 3675 (1982)
• Abbruzzese, J., et al.: J. Clin. Oncol., 9, 491 (1982)
• Flanagan, S., et al.: J. Biol. Chem., 272, 18026 (1982)