4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoic acid

• ChemBase编号: 72756
• 分子式: C15H15N7O2
• 平均质量: 325.3253
• 单一同位素质量: 325.12872276
• SMILES: n1c(nc2c(c1N)nc(cn2)CN(c1ccc(cc1)C(=O)O)C)N
• Canonical SMILES: Nc1nc(N)c2c(n1)ncc(n2)CN(c1ccc(cc1)C(=O)O)C
• InChI: InChI=1S/C15H15N7O2/c1-22(10-4-2-8(3-5-10)14(23)24)7-9-6-18-13-11(19-9)12(16)20-15(17)21-13/h2-6H,7H2,1H3,(H,23,24)(H4,16,17,18,20,21)
• InChIKey: LWCXZSDKANNOAR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoic acid
• IUPAC传统名: 4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoic acid
• 别名: 4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoic Acid; 2,4-Diamino-N10-methylpteroic Acid; 4-Amino-4-deoxy-10-methylpteroic Acid; 4-Amino-4-deoxy-N10-methylpteroic Acid; 4-Deoxy-4-amino-N10-methylpteroic Acid; 4-[N-[(2,4-Diaminopyrimido[4,5-b]pyrazin-6-yl)methyl]-N-methylamino]benzoic Acid; DAMPA; NSC 133723; Deoxyaminopteroic acid; DAMPA; NSC131463; ); NSC 131463

登记号

• CAS号: 19741-14-1
• PubChem SID: 162037677
• PubChem CID: 72441

理论计算性质

• Acid pKa: 4.708153
• 质子受体: 9
• 质子供体: 3
• LogD (pH = 5.5): 0.030896243
• LogD (pH = 7.4): -1.7467482
• Log P: 0.887536
• 摩尔折射率: 91.123 cm^3
• 极化性: 32.655552 Å^3
• 极化表面积: 144.14 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Brownish Yellow to Orange Solid
• 熔点: >200°C (dec.)

安全信息

• 保存条件: -20°C; Refrigerator

药理学性质

• 作用靶点: Dihydrofolate Reductase

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1584

Related research area: Cancer

Toronto Research Chemicals - D136500

DAMPA is a Methotrexate (M260675) analog. DAMPA is an antitumor agent.

参考文献

• Kessel D. Mol Pharmacol. 1969 Jan;5(1):21-5
• Martinelli, J.E., et al.: J. Med. Chem., 22, 869 (1979)