2-(phenylformamido)acetic acid

• ChemBase编号: 34688
• 分子式: C9H9NO3
• 平均质量: 179.17266
• 单一同位素质量: 179.05824315
• SMILES: C(=O)(NCC(=O)O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)NCC(=O)O
• InChI: InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
• InChIKey: QIAFMBKCNZACKA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(phenylformamido)acetic acid
• IUPAC传统名: hippuric acid
• 别名: 苯甲酰氨基乙酸; 马尿酸; (Benzoylamino)acetic acid; Hippuric acid; 2-(Benzoylamino)acetic Acid; 2-Benzamidoacetic Acid; (Benzoylamino)-acetic Acid; Benzamidoacetic Acid; Benzoyl Glycocoll; Benzoylglycine; NSC 9982; Phenylcarbonylaminoacetic Acid; N-Benzoylglycine; Benzoylaminoacetic acid; HIPPURIC ACID FREE ACID; Hippuric acid; N-benzoylglycind; benzoyl glycocold; benzoyl amidoacetic acid; Hippuric acid; 2-benzamidoacetic acid

登记号

• CAS号: 495-69-2
• EC号: 207-806-3
• MDL号: MFCD00002692
• Beilstein号: 1073987
• 默克索引号: 144716
• PubChem SID: 24877916; 160997995; 24847057
• PubChem CID: 464
• CHEBI ID: 18089
• CHEMBL: 461
• Chemspider ID: 451
• KEGG ID: C01586
• 美国药典/FDA物质标识码: TE0865N2ET
• 维基百科标题: Hippuric_acid

理论计算性质

• Acid pKa: 3.5912387
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -1.3782724
• LogD (pH = 7.4): -2.8205347
• Log P: 0.5255455
• 摩尔折射率: 46.1177 cm^3
• 极化性: 17.405828 Å^3
• 极化表面积: 66.4 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 187 - 188 °C; 187-191 °C; 187-191 °C(lit.); 188-191°C; 188-191°C; 190-192°C
• 沸点: 240 °C (dec.)
• 密度: 1.371

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: MR8150000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-37/38-41
• 安全公开号: 26-39
• TSCA收录: false; 是
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H302-H315-H318-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: rat ... Akr1b1(24192)

产品相关信息

• 纯度: ~99%; ≥97.0% (T); 98%
• 线性分子式: C6H5CONHCH2COOH

详细说明

MP Biomedicals - 02100115

Free Acid
Crystalline
Purity: ~99%

Sigma Aldrich - 112003

包装
100, 500 g in poly bottle
5 g in glass bottle
Application
Hippuric acid can be used to study cell biology, chemical biology, bioactive small molecules, amino acid derivatives, peptide synthesis, chemical synthesis and nutrition. Hippuric acid has been used to inform the metabolism and urinary excretion of procyanidins.

Toronto Research Chemicals - H356700

N-Benzoylglycine also known as Hippuric Acid is the glycine conjugate of benzoic acid commonly found in ruminant urine. Hippuric acid is synthesized in the liver and its production is greatly increased following consumption of benzoic acid. In itself it d

参考文献

• Jankowski J. T. et. al.: Kidney Int. 78, 84 (2001)
• For cyclization with acetic anhydride to 2-phenyl-5-oxazolone, see: Org. Synth. Coll., 5, 946 (1973).
• Condensation with aldehydes gives azlactones, which are intermediates in a classical route to amino acids; see, e.g.: Org. Synth. Coll., 2, 489 (1943). An alternative approach involves alkylation of the trianion of hippuric acid, prepared by LDA/TMEDA in THF: Tetrahedron Lett., 2205 (1976).