5-[(4,5-dimethoxy-2-methylphenyl)methyl]pyrimidine-2,4-diamine

• ChemBase编号: 175929
• 分子式: C14H18N4O2
• 平均质量: 274.31832
• 单一同位素质量: 274.14297584
• SMILES: c1c(c(cc(c1C)Cc1cnc(nc1N)N)OC)OC
• Canonical SMILES: COc1cc(Cc2cnc(nc2N)N)c(cc1OC)C
• InChI: InChI=1S/C14H18N4O2/c1-8-4-11(19-2)12(20-3)6-9(8)5-10-7-17-14(16)18-13(10)15/h4,6-7H,5H2,1-3H3,(H4,15,16,17,18)
• InChIKey: KEEYRKYKLYARHO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(4,5-dimethoxy-2-methylphenyl)methyl]pyrimidine-2,4-diamine
• IUPAC传统名: 5-[(4,5-dimethoxy-2-methylphenyl)methyl]pyrimidine-2,4-diamine
• 别名: 2,4-Diamino-5-(6-methylveratryl)pyrimidine; 2,4-Diamino-5-92-methyl-4,5-dimethoxybenzyl)pyrimidine; Diamino-5-(6-methylveratryl)pyrimidine; NSC 95072; Ormethoprim; Ro 5-9754; Ormetoprim

登记号

• CAS号: 6981-18-6
• PubChem SID: 164231839
• PubChem CID: 23418

理论计算性质

• Acid pKa: 17.336613
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.6912727
• LogD (pH = 7.4): 1.7672775
• Log P: 1.955
• 摩尔折射率: 80.0874 cm^3
• 极化性: 28.981346 Å^3
• 极化表面积: 96.28 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - O686800

It is a potent and selective inhibitor of bacterial dihydrofolate reductase, the enzyme responsible for the NADPH-dependent reduction of 7,8-dihydrofolate to 5,6,7,8-tetrahydrofolate. Antibacterial.

参考文献

• Manius, G.J., et al.: Anal. Profiles Drug Subs., 7, 445 (1978)
• Roth, B., et al.: J. Med. Chem., 23, 379 (1978)
• Brogden, R.N., et al.: Drugs, 23, 405 (1978)