3-(carbamoylamino)-2-(3-methylbenzenesulfonamido)propanoic acid

• ChemBase编号: 179393
• 分子式: C11H15N3O5S
• 平均质量: 301.3189
• 单一同位素质量: 301.0732416
• SMILES: NC(=O)NCC(NS(=O)(=O)c1cc(ccc1)C)C(=O)O
• Canonical SMILES: NC(=O)NCC(C(=O)O)NS(=O)(=O)c1cccc(c1)C
• InChI: InChI=1S/C11H15N3O5S/c1-7-3-2-4-8(5-7)20(18,19)14-9(10(15)16)6-13-11(12)17/h2-5,9,14H,6H2,1H3,(H,15,16)(H3,12,13,17)
• InChIKey: VKVJFDAJKFKIDT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(carbamoylamino)-2-(3-methylbenzenesulfonamido)propanoic acid
• IUPAC传统名: 3-(carbamoylamino)-2-(3-methylbenzenesulfonamido)propanoic acid
• 别名: 3-[(Aminocarbonyl)amino]-N-[(4-methylphenyl)sulfonyl]-L-alanine; 2-(p-Toluenesulfonamido)-3-ureidopropionic Acid; β-Ureido-L-α-tosylaminopropionic Acid

登记号

• PubChem SID: 164235303
• PubChem CID: 71752887

理论计算性质

• Acid pKa: 3.137968
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -2.6407185
• LogD (pH = 7.4): -3.7616901
• Log P: -0.3053691
• 摩尔折射率: 70.054 cm^3
• 极化性: 27.779306 Å^3
• 极化表面积: 138.59 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

• 熔点: 174-179°C dec.

详细说明

Toronto Research Chemicals - U825005

Used in the synthesis of some isomers of Albizziine (D-Albizziine, D-Isoalbizziine, and DL-Isoalbizziine). Also used in the syntheses of MTX analogs derived from 2,ω-diaminoalkanoic acids, as antifolates.

参考文献

• Kjaer, A., et al.: Acta Chem. Scandinavica, 14, 961 (1960)
• Piper, J.R., et al.: J. Med. Chem., 28, 1016 (1960)