4-amino-1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase编号: 165325
• 分子式: C9H13N3O5
• 平均质量: 243.21662
• 单一同位素质量: 243.08552053
• SMILES: C1(O)[C@@H](CO)O[C@H]([C@H]1O)n1ccc(nc1=O)N
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6?,7-,8-/m1/s1
• InChIKey: UHDGCWIWMRVCDJ-RNMRRNDGSA-N

名称和登记号

名称

• IUPAC标准名: 4-amino-1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC传统名: 4-amino-1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• 别名: 4-amino-1-β-D-arabinofuranosyl-2(1H)pyrimidinone, Cytosine-β-D-arabinofuranoside; Cytarabine

登记号

• CAS号: 147-94-4
• PubChem SID: 162259458
• PubChem CID: 12358851

理论计算性质

• Acid pKa: 12.553241
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -2.7975185
• LogD (pH = 7.4): -2.7975204
• Log P: -2.7975173
• 摩尔折射率: 54.5448 cm^3
• 极化性: 21.48729 Å^3
• 极化表面积: 128.61 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; Ethanol; Water
• 外观: White Solid
• 熔点: 212-213°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - C998100

Used as an antineoplastic and antiviral. A selective inhibitro of DNA synthesis. Does not inhibit RNA synthesis.Cytarabine, or cytosine arabinoside, is a chemotherapy agent used mainly in the treatment of cancers of white blood cells such as acute myelo

参考文献

• Donehower, R.C., et al.: Cancer Treat. Rep., 70, 1059 (1986)