[4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol

• ChemBase编号: 65750
• 分子式: C6H9N3OS
• 平均质量: 171.22016
• 单一同位素质量: 171.04663292
• SMILES: n1c(nc(c(c1)CO)N)SC
• Canonical SMILES: CSc1ncc(c(n1)N)CO
• InChI: InChI=1S/C6H9N3OS/c1-11-6-8-2-4(3-10)5(7)9-6/h2,10H,3H2,1H3,(H2,7,8,9)
• InChIKey: XLVOWGDFXAVSFE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol
• IUPAC传统名: [4-amino-2-(methylsulfanyl)pyrimidin-5-yl]methanol
• 别名: 4-Amino-2-(methylthio)-5-pyrimidinecarboxaldehyde; 4-Amino-2-methylsulfanylpyrimidine-5-carboxaldehyde; NSC 165376; 4-Amino-2-(methylthio)pyrimidine-5-carboxaldehyde; 4-Amino-2-methylthio-5-pyrimidinemethanol; (4-Amino-2-methanethiopyrimidin-5-yl)methanol; 2-Methylmercapto-4-amino-5-hydroxymethylpyrimidine; 4-Amino-2-methylmercapto-5-pyrimidinemethanol; NSC 3431; NSC 43811; Methioprim; 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine; (4-Amino-2-(methylthio)pyrimidin-5-yl)methanol

登记号

• CAS号: 770-31-0; 588-36-3
• MDL号: MFCD08236793
• PubChem SID: 162031489
• PubChem CID: 220531

理论计算性质

• Acid pKa: 14.34856
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.109166004
• LogD (pH = 7.4): 0.3506689
• Log P: 0.35492042
• 摩尔折射率: 47.257 cm^3
• 极化性: 17.078047 Å^3
• 极化表面积: 72.03 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

安全信息

• 保存注意事项: IRRITANT
• TSCA收录: false

产品相关信息

• 纯度: 97%; 98%

详细说明

Toronto Research Chemicals - M260520

An intermediate used in the synthesis of Thiamine (T344185). Also, used for the preparation of pyridopyrimidines and naphthyridines as inhibitors of Akt kinase for the treatment of cancer.

Toronto Research Chemicals - A618265

Used for the preparation of pyridopyrimidines and naphthyridines as inhibitors of Akt kinase for the treatment of cancer.

参考文献

• Zinda, M., et al.: Clin. Cancer Res., 7, 2475 (2001)
• Breitenlechner, C., et al.: J. Med. Chem., 47, 1375 (2001)
• Zhao, Z., et al.: Bioorg. Med. Chem. Lett., 18, 49 (2001)
• Zinda, M., et al.: Clin. Cancer Res., 7, 2475 (2001)
• Breitenlechner, C., et al.: J. Med. Chem., 47, 1375 (2001)
• Zhao, Z., et al.: Bioorg. Med. Chem. Lett., 18, 49 (2001)