2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid

• ChemBase编号: 2015
• 分子式: C14H10F3NO2
• 平均质量: 281.2299096
• 单一同位素质量: 281.06636323
• SMILES: c1(ccccc1Nc1cc(ccc1)C(F)(F)F)C(=O)O
• Canonical SMILES: OC(=O)c1ccccc1Nc1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C14H10F3NO2/c15-14(16,17)9-4-3-5-10(8-9)18-12-7-2-1-6-11(12)13(19)20/h1-8,18H,(H,19,20)
• InChIKey: LPEPZBJOKDYZAD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid
• IUPAC传统名: flufenamic acid
• 别名: N-(3-[三氟甲基]苯基)邻氨基苯甲酸; N-(α,α,α-三氟-间甲苯基)邻氨基苯甲酸; 氟芬那酸; 2-[[3-(Trifluoromethyl)phenyl]amino]benzoic Acid; 2-[3-(Trifluoromethyl)anilino]benzoic Acid; 3'-Trifluoromethyldiphenylamine-2-carboxylic Acid; Fullsafe; INF 1837; Meralen; Sastridex; Surika; Tecramine; Flufenamic Acid; FFA; Flufenamic acid; N-(α,α,α-Trifluoro-m-tolyl)anthranilic acid; N-(3-[Trifluoromethyl]phenyl)anthranilic acid; N-(3-Trifluoromethylphenyl)anthranilic acid

登记号

• CAS号: 570-78-9; 530-78-9
• EC号: 208-494-1
• MDL号: MFCD00002422
• Beilstein号: 1996069
• 默克索引号: 144132
• PubChem SID: 24894982; 160965470; 46507173
• PubChem CID: 3371
• CHEBI ID: 42638
• ATC码: M01AG03
• CHEMBL: 23588
• Chemspider ID: 3254
• DrugBank ID: DB02266
• IUPHAR配体索引: 2447
• KEGG ID: D01581
• 美国药典/FDA物质标识码: 60GCX7Y6BH
• 维基百科标题: Flufenamic_acid

理论计算性质

JChem

• Acid pKa: 3.8783112
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.6219354
• LogD (pH = 7.4): 2.0239105
• Log P: 5.248603
• 摩尔折射率: 67.7741 cm^3
• 极化性: 24.517488 Å^3
• 极化表面积: 49.33 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 4.6
• LOG S: -4.55
• 溶解度: 8.00e-03 g/l

分子性质

理化性质

• 溶解度: 0.00909 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; DMSO; Methanol; Practically insoluble in water; soluble in ethanol, chloroform and diethyl ether
• 外观: Pale-Yellow Solid
• 熔点: 124-125 °C (255.2-257°F) (resolidification and remelting at 134°C to 136°C); 124-125°C; 129-131°C; 132-135 °C(lit.); 133-135°C
• 疏水性(logP): 5.25 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: Irritant/Keep Cold
• RTECS编号: CB4375000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811; UN2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 22-36/37/38; 22-36/38; R:22
• 安全公开号: 26; 26-36/37; S:36/37/39
• TSCA收录: 否
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319; H302-H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P301 + P310-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 作用靶点: Others
• 给药途径: oral, topical
• 排泄: 50% urine, 36% feces
• 半衰期: ~3 h
• 代谢: Hydroxylation, glucuronidation
• 蛋白结合率: extensively

产品相关信息

• 纯度: 97%
• 级别: analytical standard, for drug analysis
• 成盐信息: Free Base
• 线性分子式: 2-(CF3C6H4NH)C6H4CO2H

详细说明

DrugBank - DB02266

• Drug Groups: experimental
• Description: An anthranilic acid derivative with analgesic, anti-inflammatory, and antipyretic properties. It is used in musculoskeletal and joint disorders and administered by mouth and topically. (From Martindale, The Extra Pharmacopoeia, 30th ed, p16)

Toronto Research Chemicals - F435000

Anti-inflammatory; analgesic.

参考文献

• Winder, et al.: Arthritis Rheum., 6, 36 (1963)
• Inglot, et al.: J. Gen. Virol., 4, 203 (1963)
• Zoni, et al.: Farmaco. Ed. Sci., 26, 191 (1963)
• Abignente, E., et al.: Anal. Profiles Drug Subs., 11, 313 (1963)