Benurestat

Base Information

• Chemical Name: Benurestat
• CAS No.: 38274-54-3
• Molecular Formula: C₉H₉ClN₂O₃
• Molecular Weight: 228.635
• Hs Code.: 2924299090
• NSC Number: 759123,220913
• UNII: 9RA9A22Z0W
• DSSTox Substance ID: DTXSID70191656
• Nikkaji Number: J19.288K
• Wikidata: Q27272971
• NCI Thesaurus Code: C81697
• ChEMBL ID: CHEMBL2105796
• Mol file: 38274-54-3.mol

Synonyms:benurestat

Chemical Property of Benurestat

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 78.43000
• Density: 1.414g/cm³
• LogP: 1.35700
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.0301698
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-N-(2-(hydroxyamino)-2-oxoethyl)benzamide 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NCC(=O)NO)Cl
• Uses: Enzyme inhibitor (urease). p-Chlorohippurohydroxamic Acid is a potent inhibitor of recombinant human glutathione transferase P1-1.

Technology Process of Benurestat

There total 3 articles about Benurestat 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:

N-(4-chloro)benzoyl glycine methyl ester (39735-52-9) → Benurestat (38274-54-3)

Guidance literature:

With potassium hydroxide; hydroxylamine hydrochloride; In methanol; Yield given; Ambient temperature;

DOI:10.1248/cpb.28.2045

Reference yield:

4-chloro-benzoyl chloride (122-01-0) → Benurestat (38274-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / H₂O; toluene / -5 - 5 °C

2: NH₂OH*HCl, KOH / methanol / Ambient temperature

With potassium hydroxide; hydroxylamine hydrochloride; potassium carbonate; In methanol; water; toluene;

DOI:10.1248/cpb.28.2045

Reference yield:

para-chlorobenzoic acid (74-11-3) → Benurestat (38274-54-3)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂, DMF / toluene / 0.5 h / 60 - 70 °C

2: K₂CO₃ / H₂O; toluene / -5 - 5 °C

3: NH₂OH*HCl, KOH / methanol / Ambient temperature

With potassium hydroxide; thionyl chloride; hydroxylamine hydrochloride; potassium carbonate; N,N-dimethyl-formamide; In methanol; water; toluene;

DOI:10.1248/cpb.28.2045

upstream raw materials:

N-(4-chloro)benzoyl glycine methyl ester

4-chloro-benzoyl chloride

para-chlorobenzoic acid