m-Chlorohippuric acid

Base Information

• Chemical Name: m-Chlorohippuric acid
• CAS No.: 57728-59-3
• Molecular Formula: C9H8 Cl N O3
• Molecular Weight: 213.62
• Hs Code.: 2924299090
• European Community (EC) Number: 844-260-0
• NSC Number: 201882
• UNII: MX3MEQ6BUN
• DSSTox Substance ID: DTXSID10274270
• Nikkaji Number: J1.745.755A
• Wikidata: Q82003649
• Metabolomics Workbench ID: 37718
• ChEMBL ID: CHEMBL458724
• Mol file: 57728-59-3.mol

Synonyms:57728-59-3;(3-Chloro-benzoylamino)-acetic acid;m-chlorohippuric acid;2-[(3-chlorobenzoyl)amino]acetic acid;n-(3-chlorobenzoyl)glycine;2-(3-Chlorobenzamido)acetic acid;2-[(3-chlorophenyl)formamido]acetic acid;m-Chloro Hippuric Acid;(3-Chlorobenzoylamino)acetic acid;3-Chlorohippuric acid;[(3-Chlorobenzoyl)amino]acetic acid;(3-chloro-benzoylamino)acetic acid;NSC-201882;m-chlorohippurate;Glycine, N-(3-chlorobenzoyl)-;m-Chlorhippursaure;m-Chloro-hippuric acid;MX3MEQ6BUN;Oprea1_470042;Oprea1_859855;CHEMBL458724;SCHEMBL2984329;2-(3-Chlorobenzamido)aceticacid;DTXSID10274270;CHEBI:176504;MFCD00662251;N-[(3-chlorophenyl)carbonyl]glycine;NSC201882;STL483032;AKOS000114577;CCG-252281;NSC 201882;(3-CHLORO-BENZOYLAMINO)-ACETICACID;CS-0197301;FT-0774540;EN300-00155;6E-925;E73994;J-505774;2-((3-CHLOROPHENYL)CARBONYLAMINO)ETHANOIC ACID;Z56827660;2-[(3-ChlorobenZoyl)amino]acetic acid (BZ(3-Cl)-Gly-OH)

Chemical Property of m-Chlorohippuric acid

Chemical Property:

• Vapor Pressure: 1.55E-08mmHg at 25°C
• Melting Point: 144-147°C
• Boiling Point: 440.5°C at 760 mmHg
• Flash Point: 220.2°C
• PSA: 66.40000
• LogP: 1.54530
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.0192708
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

98%min ^*data from raw suppliers

m-Chloro Hippuric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C(=O)NCC(=O)O
• Uses: m-Chlorohippuric Acid is an N-benzoyl derivative with anticonvulsant and cardiotonic activity. m-Chlorohippuric Acid is a metabolite of Isoprophenamine and Ticlopidine (T438325).

Technology Process of m-Chlorohippuric acid

There total 5 articles about m-Chlorohippuric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

m-Chlorobenzoyl chloride (618-46-2) + glycine (56-40-6,18875-39-3,25718-94-9) → m-chlorobenzene carboxamidoacetic acid (57728-59-3)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 4h;

Reference yield:

2-(3-chloro-phenyl)-4H-oxazol-5-one (75152-20-4) → m-chlorobenzene carboxamidoacetic acid (57728-59-3)

Guidance literature:

With hydroxide; at 25 ℃; kinetic parameters for hydrolysis;

DOI:10.1021/ja00542a028

Reference yield:

3-chlorobenzoate (535-80-8) → m-chlorobenzene carboxamidoacetic acid (57728-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 70 °C

2: sodium hydroxide / 4 h / 20 °C

With thionyl chloride; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

Hippuric Acid

m-Chlorobenzoyl chloride

glycine

2-(3-chloro-phenyl)-4H-oxazol-5-one

Downstream raw materials:

C₁₆H₁₀ClNO₂

5-(3-chloro-phenyl)-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester

5-chloro-2-(3-chlorophenyl)oxazole-4-carbaldehyde

C₁₉H₁₇Cl₂N₃O₃