2-[(2-acetamido-6-hydroxy-9H-purin-9-yl)methoxy]ethyl acetate

• ChemBase编号: 159063
• 分子式: C12H15N5O5
• 平均质量: 309.278
• 单一同位素质量: 309.10731861
• SMILES: n1c(nc2c(c1O)ncn2COCCOC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)OCCOCn1cnc2c1nc(NC(=O)C)nc2O
• InChI: InChI=1S/C12H15N5O5/c1-7(18)14-12-15-10-9(11(20)16-12)13-5-17(10)6-21-3-4-22-8(2)19/h5H,3-4,6H2,1-2H3,(H2,14,15,16,18,20)
• InChIKey: VBHLKZHSCMQLTI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(2-acetamido-6-hydroxy-9H-purin-9-yl)methoxy]ethyl acetate
• IUPAC传统名: 2-[(2-acetamido-6-hydroxypurin-9-yl)methoxy]ethyl acetate
• 别名: Diacetyl Acyclovir; N2-Acetyl-9-(2-acetoxyethoxymethyl)guanine; Acyclovir N,O-Diacetate; N-[9-[[2-(Acetyloxy)ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide; 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine

登记号

• CAS号: 75128-73-3
• PubChem SID: 162253198
• PubChem CID: 653052

理论计算性质

• Acid pKa: 11.006982
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): -0.051332906
• LogD (pH = 7.4): -0.051436186
• Log P: -0.05133081
• 摩尔折射率: 74.8823 cm^3
• 极化性: 28.560118 Å^3
• 极化表面积: 128.46 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dimethyl Sulfoxide
• 外观: White Solid
• 熔点: 189-190°C

详细说明

Toronto Research Chemicals - A167995

An impurity of Acyclovir.

参考文献

• Laskin, O., et al.: Clin. Pharmacok., 8, 187 (1983)
• Grass, G., et al.: Pharm. Res., 5, 372 (1983)
• Mahony, W., et al.: J. Biol. Chem., 263, 9285 (1983)
• Merino, V., et al.: J. Pharm. Sci., 84, 777 (1983)