N-苯基邻氨基苯甲酸 (HCID 4386)

概述

Fenamic acid is an aminobenzoic acid that is the N-phenyl derivative of anthranilic acid. It acts as a parent skeleton for the synthesis of several non-steroidal anti-inflammatory drugs. It has a role as a membrane transport modulator. It is an aminobenzoic acid and a secondary amino compound. It is functionally related to an anthranilic acid.

名称与标识

首选名称: N-Phenylanthranilic Acid
IUPAC: 2-anilinobenzoic acid
中文名: N-苯基邻氨基苯甲酸
英文名: N-Phenylanthranilic acid
分子式: C13H11NO2
分子量: 213.23

名称与别名

N-phenylanthranilic acid91-40-7Fenamic acid2-(Phenylamino)benzoic acid2-Anilinobenzoic acidDiphenylamine-2-carboxylic acidPhenylanthranilic acidBenzoic acid, 2-(phenylamino)-2-CarboxydiphenylamineNSC-215211952VN06WBBDTXSID6059025

展开更多名称

芬那酸钒试剂鄰苯胺苯甲酸N-苯基蒽酸邻苯胺苯甲酸正苯基苯甲酸邻苯胺基苯甲酸N-苯基氨茴酸N-苯胺苯甲酸苯代邻氨基苯甲酸2,2'-IMINODIBENZOIC ACIDUDFFDK11111fenamicaciAKOS AU36-M185Vanadium reagento-anilinobenzoicacidphenylanthranilicacid

CHEBI:34756RefChem:598846DTXCID0048717202-066-8o-Anilinobenzoic acidN-Phenyl-o-aminobenzoic acidN-PhenylanthranilicAnthranilic acid, N-phenyl-

数据库标识

CAS: 91-40-7
PubChem CID: 4386
DTXSID: DTXSID6059025
ChEMBL: CHEMBL23832
ChEBI: CHEBI:34756
UNII: 952VN06WBB
EC Number: 202-066-8
Nikkaji: J4.339G

性质

结构计算性质

XLogP: 4.4
极性表面积: 49.3 Å²
氢键供体: 2
氢键受体: 3
可旋转键: 3
重原子: 16
形式电荷: 0
复杂度: 236

实验与物化性质

Chemical ClassesNitrogen Compounds -> Aminobenzoic Acids

SpringerMaterials PropertiesAngular frequency

LogP3.52

Vapor Pressure0.00000238 [mmHg]

Physical DescriptionSolid; [Merck Index] Off-white powder; [Alfa Aesar MSDS]

Collision Cross Section144.5 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学性质

熔点: 182 · 182-185 °C (lit.)
沸点: 353.22 °C · 353.22°C (rough estimate)
堆积密度: 200 kg/m3 · 200kg/m3
密度: 1.1544 · 1.1544 (rough estimate)
折射率: 1.57 · 1.5700 (estimate)
储存条件: 30 °C · Store below +30°C.
溶解度: 125 mg/mL · DMSO: 125 mg/mL (586.22 mM)
酸度系数(pKa): 5.28 · pKa 5.28(5–10%aq. acetone t=25±0.1 I=0.11) (Uncertain)
形态: Fine Powder
颜色: Light gray-green
水溶解性: insoluble
Merck: 14 · 14,7273
BRN: 1456607 · 1456607
主要应用: peptide synthesis
InChI: 1S/C13H11NO2/c15-13(16)11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14H,(H,15,16)
InChIKey: ZWJINEZUASEZBH-UHFFFAOYSA-N
SMILES: OC(=O)c1ccccc1Nc2ccccc2
CAS 数据库: 91 · 91-40-7(CAS DataBase Reference)
EPA化学物质信息: Phenylanthranilic acid (91-40-7)

化学性质

白色片状结晶。熔点183-184℃（分解）。溶于热乙醇，微溶于热水、热苯及乙醚。

安全与法规

GHS分类

GHS Classification · 4 条

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危害信息

Regulatory Information · 2 条

Chemical: Benzoic acid, 2-(phenylamino)-

Benzoic acid, 2-(phenylamino)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses renal changes (tubules and glomeruli) and proteinuria in 7-day intermittent oral studies of rats; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS] See Diphenylamine. See Benzoic acid.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全数据

wgk: 3
tsca: TSCA listed
毒性: LD50 ipr-mus: 235 mg/kg RPTOAN 37,105,74
RTECS号: CB3730000
危险等级: IRRITANT
存储类别: 11 - Combustible Solids
安全说明: 26-36-24/25
海关编码: 29224995
危险品标志: Xi
危险类别码: 36/37/38

化学与工业

药理信息

MeSH Pharmacological Classification · 2 条

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

用途与制造

Uses · 2 条

Used to detect vanadium in steel; [Merck Index] Has chloride and potassium channel-blocking activity. [ChemIDplus]

Metal Extraction and Refining [Category: Industry]

General Manufacturing InformationBenzoic acid, 2-(phenylamino)-: ACTIVE

应用领域 · 6 条

简介N-苯基氨基苯甲酸，又称钒试剂，是常用的合成吖啶类化合物的重要中间体。可由2-氯苯甲酸和苯胺偶联得到。

用途N-苯基邻氨基苯甲酸，一种灵敏的内用氧化-还原指示剂。特别适用于钢铁分析中测定钒等，又名钒试剂，是常用的合成吖啶类化合物的重要中间体，广泛应用于抗疟药、抗炎药、抗肿瘤药等。

用途用作检验钢中的钒，测定重铬酸钾和钒酸盐的试剂。

用途用作医药中间体

用途用作分析试剂及氧化还原指示剂

用途氧化还原指示剂；检验钢中的钒

制备方法 · 2 条

制备将2-氯苯甲酸(25.64mmol)和苯胺(12.82mmol），碳酸钾（19.23mmol）和铜粉（19.23mmol）依次加入到二甲基甲酰胺（50 ml）溶剂中，然后于130℃下加热回流搅拌过夜，TLC检测（展开剂为乙酸乙酯：石油醚乙酸=1:1）反应结束。接着将所得到的反应混合物冷却后用硅藻土过滤，所得滤液加入到200mL水中，再用盐酸将体系调至pH值约为3，抽滤并将得到的沉淀干燥，得到墨绿色固体粉末，即得2－(N－苯基氨基)苯甲酸，产率50.72%，熔点173.9℃-178.0℃。

生产方法将2g邻氨基苯甲酸、3.2g溴苯、2g碳酸钾、0.1g铅粉和12mg硝基苯混合，加热回流3h。用水蒸气蒸除硝基和未反应的溴苯，冷却后过滤，用盐酸使滤液呈酸性，得N-苯基邻氨基苯甲酸粗品。粗品经苯重结晶，是3g成品。

上下游产品信息

上游原料

苯甲酸(粗品)溴苯邻氨基苯甲酸铅

下游产品

吖啶酮氯氮平吖啶 9-氯吖啶 9,10-二氢-9,9-二苯基吖啶 9-溴吖啶

试剂价格

A14340 · 25g: N-苯基邻氨基苯甲酸, 99%N-Phenylanthranilic acid, 99% — 251元
16300 · 100g: N-苯基邻氨基苯甲酸N-Phenylanthranilic acid, 98%, Thermo Scientific Chemicals — 1514元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

上海将来实业股份有限公司400-0066400 13621662912 · [email protected]

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N-苯基邻氨基苯甲酸

基本信息

概述