1697-18-3

Basic information

• Product Name: N-(2-chlorophenyl)-2-hydroxybenzamide
• Synonyms: N-(2-chlorophenyl)-2-hydroxybenzamide;N-(2-Chlorophenyl)salicylamide
• CAS NO: 1697-18-3
• Molecular Formula: C₁₃H₁₀ClNO₂
• Molecular Weight: 247.677
• Mol File: 1697-18-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 318.3°Cat760mmHg
• Flash Point: 146.3°C
• Appearance: /
• Density: 1.386g/cm³
• Vapor Pressure: 0.000196mmHg at 25°C
• Refractive Index: 1.681
• CAS DataBase Reference: N-(2-chlorophenyl)-2-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-chlorophenyl)-2-hydroxybenzamide(1697-18-3)
• EPA Substance Registry System: N-(2-chlorophenyl)-2-hydroxybenzamide(1697-18-3)

Safety Data

• Hazardous Substances Data: 1697-18-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10ClNO2/c14-10-6-2-3-7-11(10)15-13(17)9-5-1-4-8-12(9)16/h1-8,16H,(H,15,17)

Upstream product

• 5538-51-2 O-acetylsalicyloyl chloride 
• 95-51-2 o-chloroaniline 
• 98-95-3 nitrobenzene 
• 100-65-2 N-Phenylhydroxylamine 
• 304-88-1 N-phenylbenzohydroxamic acid 
• 1020-39-9 N-(2-chlorophenyI)benzamide 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 579-75-9 2-Methoxybenzoic acid 
• 96985-47-6 2-Methoxy-benzoesaeure-<2-chlor-anilid> 
• 405146-44-3 Acetic acid 2-(2-chloro-phenylcarbamoyl)-phenyl ester 
• 19393-60-3 N-phenyl-salicylohydroxamic acid 
• 69-72-7 salicylic acid 

Downstream Products

• 7133-81-5 3-(2-chloro-phenyl)-benzo[e][1,3]oxazine-2,4-dione 

Relevant articles and documents

Synthesis and antiproliferative activities against Hep-G2 of salicylanide derivatives: Potent inhibitors of the epidermal growth factor receptor (EGFR) tyrosine kinase

A series of salicylanilide derivatives (compounds 1-32) were synthesised by reacting substituted salicylic acids and anilines. The chemical structures of these compounds were determined by 1H-NMR, electrospray ionisation mass spectrometry (ESI-MS) and elemental analysis. The compounds were assayed for their antiproliferative activities against the Hep-G2 cell line by the 3-(4,5-dimethylthylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. Among the compounds tested, 22 and 28 showed the most favouable antiproliferative activities with 50% inhibitory concentration (IC50) values of 1.7 and 1.3 μM, respectively, which were comparable to the positive control of 5-fluorouracil (IC50 = 1.8 μM). A solid-phase ELISA assay was also performed to evaluate the ability of compounds 1-32 to inhibit the autophosphorylation of the epidermal growth factor receptor tyrosine kinase (EGFR TK). Docking simulations of 22 and 28 were carried out to illustrate the binding mode of the molecule into the EGFR active site, and the result suggested that both compounds 22 and 28 could bind the EGFR kinase well.

Novel Reactions: Part I - Facile Synthesis of Substituted ortho-Chloranilines from Nitrobenzene Derivatives

N-Substituted benzo and acetohydroxamic acids (5), prepared from N-arylhydroxylamines and benzoyl or acetyl chloride, react readily with thionyl chloride at low temperature to give ortho-chloroanilide derivatives (6) in good yield.The latter (6) on hydrolysis give ortho-chloroanilines (10).Since the N-arylhydroxylamines are obtained from nitroarenes by partial reduction, the overall reaction amounts to the preparation of 10 from nitroarenes.

Studies on 2-hydroxythiobenzamide and 2-hydroxythiobenzanilide. 1. Synthesis of the compounds

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