sodium [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate

• ChemBase编号: 161007
• 分子式: C10H13N5NaO7P
• 平均质量: 369.203051
• 单一同位素质量: 369.04502869
• SMILES: [nH]1c(=O)c(cn(c1=O)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)[O-])N=[N+]=[N-])C.[Na+]
• Canonical SMILES: [N-]=[N+]=N[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)[O-])n1cc(C)c(=O)[nH]c1=O.[Na+]
• InChI: InChI=1S/C10H14N5O7P.Na/c1-5-3-15(10(17)12-9(5)16)8-2-6(13-14-11)7(22-8)4-21-23(18,19)20;/h3,6-8H,2,4H2,1H3,(H,12,16,17)(H2,18,19,20);/q;+1/p-1/t6-,7+,8+;/m0./s1
• InChIKey: FVNHKXYKJMCQDY-HNPMAXIBSA-M

名称和登记号

名称

• IUPAC标准名: sodium [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate
• IUPAC传统名: sodium [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate
• 别名: AZT Monophosphate Sodium Salt; Zidovudine monophosphate; 3'-Azidothymidine Monophosphate; 3'-Azido-3'-deoxy-thymidine 5'-(Dihydrogen Phosphate); 3'-Azido-3'-deoxythymidine 5'-Monophosphate Sodium Salt

登记号

• CAS号: 29706-85-2
• PubChem SID: 162255142
• PubChem CID: 71313578

理论计算性质

• Acid pKa: 1.2587414
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -2.972618
• LogD (pH = 7.4): -4.0382185
• Log P: -0.4222752
• 摩尔折射率: 71.4557 cm^3
• 极化性: 28.152493 Å^3
• 极化表面积: 157.66 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: Pale Yellow Solid
• 熔点: 154-160°C (dec.)

安全信息

• 保存条件: Hygroscopic, Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - A825070

A metabolite of the potent and selective inhibitor of HIV-1 replication, AZT.

参考文献

• Brehm, J., et al.: Biochem., 47, 14020 (2008)
• von Kleist, M., et al.: Eur. J. Pharm. Sci., 36, 532 (2008)