(2R,3S,5R)-2-[6-(benzylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase编号: 161386
• 分子式: C17H19N5O4
• 平均质量: 357.36386
• 单一同位素质量: 357.14370411
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(ncn2)NCc1ccccc1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc2c1ncnc2NCc1ccccc1
• InChI: InChI=1S/C17H19N5O4/c23-7-11-13(24)14(25)17(26-11)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-25H,6-7H2,(H,18,19,20)/t11-,13?,14+,17-/m1/s1
• InChIKey: MRPKNNSABYPGBF-OVHGWZCWSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S,5R)-2-[6-(benzylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC传统名: (2R,3S,5R)-2-[6-(benzylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• 别名: 6-Benzylaminopurine Riboside; N-(Phenylmethyl)adenosine; 6-(Benzylamino)-9-β-D-ribofuranosylpurine; 6-Benzyladenosine; NSC 70423; N6-Benzyl Adenosine; N6-Benzyladenosine; 6-Benzylaminopurine Riboside

登记号

• CAS号: 4294-16-0
• PubChem SID: 162255521
• PubChem CID: 71313763

理论计算性质

• Acid pKa: 12.453924
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -0.14998783
• LogD (pH = 7.4): -0.06597662
• Log P: -0.06478667
• 摩尔折射率: 93.3016 cm^3
• 极化性: 35.859524 Å^3
• 极化表面积: 125.55 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: DMF; DMSO; Methanol; Water
• 外观: Off-White Powder; White Solid
• 熔点: 146-148°C; 166-168°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - B224615

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Toronto Research Chemicals - B228050

A selective A1 adenosine receptor agonist.

参考文献

• Cappellacci, L., et al.: J. Med. Chem., 51, 4260 (2008)
• Fells, J., et al.: Bioorg. Med. Chem., 16, 6207 (2008)
• Van Roel, C., et al.: J. Med. Chem., 42, 8, 1393 (1999)