2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid

• ChemBase编号: 4356
• 分子式: C16H12ClNO3
• 平均质量: 301.72438
• 单一同位素质量: 301.05057093
• SMILES: Clc1ccc(c2oc3c(n2)cc(C(C)C(=O)O)cc3)cc1
• Canonical SMILES: OC(=O)C(c1ccc2c(c1)nc(o2)c1ccc(cc1)Cl)C
• InChI: InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)
• InChIKey: MITFXPHMIHQXPI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
• IUPAC传统名: benoxaprofen
• 商标名: Coxigon; Inflamid; Opren; Oraflex; Uniprofen
• 别名: 2-(4-Chlorophenyl)-α-methyl-5-benzoxazoleacetic Acid; (RS)-Benoxaprofen; (+/-)-Benoxaprofen; 2-[2-(4-Chlorophenyl)benzoxazol-5-yl]-propanoic Acid; Compound 90459; Coxigon; LRCL 3794; Lilly 90459; NSC 299582; Opren; Oraflex; Uniprofen; (1)-2-(4-Chlorophenyl)benzoxazole-5-propionic acid; 2-(2-(4-Chlorophenyl)-1,3-benzoxazol-5-yl)propanoic acid; 2-(4-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid; 2-[2-(4-Chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid; Benoxaprofene [inn-french]; Benoxaprofeno [inn-spanish]; Benoxaprofenum [inn-latin]; DL-benoxaprofen; Benoxaprofen

登记号

• CAS号: 67434-14-4; 51234-28-7
• PubChem SID: 160967788; 46508496
• PubChem CID: 39941
• ATC码: M01AE06
• CHEMBL: 340978
• Chemspider ID: 36518
• DrugBank ID: DB04812
• 美国药典/FDA物质标识码: 17SZX404IM
• 维基百科标题: Benoxaprofen

理论计算性质

JChem

• Acid pKa: 4.656784
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.2288494
• LogD (pH = 7.4): 1.451201
• Log P: 4.129415
• 摩尔折射率: 88.5116 cm^3
• 极化性: 31.996813 Å^3
• 极化表面积: 63.33 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.22
• LOG S: -3.98
• 溶解度: 3.17e-02 g/l

分子性质

理化性质

• 疏水性(logP): 3.23 [JACK,DB ET AL. (1988)]

安全信息

• 保存条件: Refrigerator

详细说明

DrugBank - DB04812

• Drug Groups: withdrawn
• Description: The use of benoxaprofen, formerly marketed as Oraflex tablets, was associated with fatal cholestatic jaundice among other serious adverse reactions. The holder of the approved application voluntarily withdrew Oraflex tablets from the market on August 5, 1982.
• Affected Organisms: Humans and other mammals

Toronto Research Chemicals - B165300

A non-steroidal anti-inflammatory ophthalmic agent.

参考文献

• Mathur, K., et al.: Bioorg. Med. Chem., 11, 1915 (2003)
• Zhao, M., et al.: Bioorg. Med. Chem., 15, 2815 (2003)
• Roy, K., et al.: Eur. J. Med. Chem., 44, 2913 (2003)