16555-60-5

Basic information

• Product Name: (2-CHLORO-BENZOYLAMINO)-ACETIC ACID
• Synonyms: 2-Chloro Hippuric Acid;N-(2-Chlorobenzoyl)glycine;N-(o-Chlorobenzoyl)glycine;o-Chlorobenzoylglycine;o-Chlorohippuric Acid;2-(2-ChlorobenzaMido)acetic acid
• CAS NO: 16555-60-5
• Molecular Formula: C₉H₈ClNO₃
• Molecular Weight: 213.6177
• Mol File: 16555-60-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 441.9 °C at 760 mmHg
• Flash Point: 221 °C
• Appearance: /
• Density: 1.397 g/cm³
• Vapor Pressure: 1.38E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (2-CHLORO-BENZOYLAMINO)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-BENZOYLAMINO)-ACETIC ACID(16555-60-5)
• EPA Substance Registry System: (2-CHLORO-BENZOYLAMINO)-ACETIC ACID(16555-60-5)

Safety Data

• Hazardous Substances Data: 16555-60-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

2-Chlorohippuric Acid is an N-benzoyl derivative with anticonvulsant and cardiotonic activity. 2-Chlorohippuric Acid is a metabolite of Isoprophenamine and Ticlopidine (T438325).

InChI:InChI=1/C9H8ClNO3/c10-7-4-2-1-3-6(7)9(14)11-5-8(12)13/h1-4H,5H2,(H,11,14)(H,12,13)/p-1

Upstream product

• 609-65-4 o-chlorobenzoyl chloride 
• 56-40-6 glycine 
• 118-91-2 ortho-chlorobenzoic acid 
• 125700-02-9 (2-chloro-benzoylamino)-acetic acid methyl ester 
• 1242052-34-1 C₁₃H₁₆ClNO₃ 
• 66824-94-0 (2-Chloro-benzoylamino)-acetic acid ethyl ester 
• 90562-52-0 2-chloro-N-(2-hydroxyethyl)benzamide 

Downstream Products

• 4211-98-7 2-(2-chloro-phenyl)-4-thiophen-2-ylmethylene-4H-oxazol-5-one 
• 22269-63-2 2-(2-chloro-phenyl)-4-(4-dimethylamino-2-methyl-benzylidene)-4H-oxazol-5-one 
• 40547-08-8 2-(2-chloro-phenyl)-4-(3-nitro-benzylidene)-4H-oxazol-5-one 
• 40547-06-6 4-benzylidene-2-(2-chloro-phenyl)-4H-oxazol-5-one 
• 60776-70-7 2-(2-chloro-phenyl)-oxazole-4,5-dione 4-p-tolylhydrazone 
• 60776-69-4 2-(2-chloro-phenyl)-oxazole-4,5-dione 4-phenylhydrazone 
• 22635-16-1 2-(2-chloro-phenyl)-4-isopropylidene-4H-oxazol-5-one 
• 19500-44-8 3,3'-{4-[2-(2-chloro-phenyl)-5-oxo-oxazol-4-ylidenemethyl]-phenylazanediyl}-bis-propionitrile 
• 40547-07-7 2-(2-chloro-phenyl)-4-(2-nitro-benzylidene)-4H-oxazol-5-one 
• 20063-42-7 3,3'-{4-[2-(2-chloro-phenyl)-5-oxo-oxazol-4-ylidenemethyl]-3-methyl-phenylazanediyl}-bis-propionitrile 
• 39052-65-8 4-[4-(benzyl-methyl-amino)-benzylidene]-2-(2-chloro-phenyl)-4H-oxazol-5-one 
• 159043-72-8 (+)-menthyl 2'-chloro-hippurate 
• 159043-71-7 (-)-menthyl 2'-chloro-hippurate 
• 173345-06-7 4-dimethylaminomethylene-2-(2-chlorophenyl)oxazol-5(4H)-one 

Relevant articles and documents

Synthesis and evaluation of new phenyl acrylamide derivatives as potent non-nucleoside anti-HBV agents

As a continuation of our previous work, a series of new phenyl acrylamide derivatives (4Aa-g, 4Ba-t, 5 and 6a-c) were designed and synthesized as non-nucleoside anti-HBV agents. Among them, compound 4Bs could potently inhibit HBV DNA replication in wild-type and lamivudine (3TC)/entecavir resistant HBV mutant strains with IC50 values of 0.19 and 0.18 μM, respectively. Notably, the selective index value of 4Bs was above 526, indicating the favorable safety profile. Interestingly, unlike nucleoside analogue 3TC, 4Bs could significantly inhibit 3.5 kb pgRNA expression. Molecular docking study revealed that 4Bs could fit well into the dimer-dimer interface of HBV core protein by hydrophobic, π–π and H-bond interactions. Considering the potent anti-HBV activity, low toxicity and diverse anti-HBV mechanism from that of nucleoside anti-HBV agent 3TC, compound 4Bs might be a promising lead to develop novel non-nucleoside anti-HBV therapeutic agents, and warranted further investigation.

Synthesis and Quantitative Structure-activity Relationships Study for Arylpropenamide Derivatives as Inhibitors of Hepatitis B Virus Replication

A series of new arylpropenamide derivatives containing different aryl groups were synthesized, characterized, and evaluated for their anti-hepatitis B virus (HBV) activities. A new high accuracy QSAR model of arylpropenamide was constructed based on a more completely activities data and calculation parameter. The 2D-QSAR equations, by using DFT and multiple linear regression analysis methods, revealed that higher value of thermal energy (TE) and lower entropy (S?) increase the anti-HBV activities of the arylpropenamide molecules. Predictive 3D-QSAR models were established by SYBYL multifit molecular alignment rule. The optimum models were all statistically significant with cross-validated and conventional coefficients, indicating that they were reliable enough for activity prediction.

Direct oxidation of alcohols to carboxylic acids over ruthenium hydride catalyst with diphenyl sulfoxide oxidant

In the present work, a new method for the synthesis of carboxylic acids over ruthenium hydride catalyst is reported. Direct oxidation of alcohols to their corresponding carboxylic acids with diphenyl sulfoxide oxidant over RuHCl(CO)(PPh3)3 catalyst was investigated. Mild reaction conditions, short reaction times and excellent yields make this method as an appealing way for preparation of carboxylic acids.