Mafenide acetate

Base Information

• Chemical Name: Mafenide acetate
• CAS No.: 13009-99-9
• Molecular Formula: C7H10N2O2S^.C2H4O2
• Molecular Weight: 246.287
• Hs Code.: 2935904000
• European Community (EC) Number: 235-855-0
• UNII: RQ6LP6Z0WY
• DSSTox Substance ID: DTXSID00156334
• Wikidata: Q27288250
• NCI Thesaurus Code: C47591
• RXCUI: 6573
• ChEMBL ID: CHEMBL1201161
• Mol file: 13009-99-9.mol

Synonyms:4 Homosulfanilamide;4-Homosulfanilamide;Bensulfamide;Mafenide;Mafenide Acetate;Mafylon;Maphenid;Marfanil;Napaltan;Sulfabenzamine;Sulfamylon

Chemical Property of Mafenide acetate

Chemical Property:

• Appearance/Colour: Crystalline solid
• Vapor Pressure: 4.86E-06mmHg at 25°C
• Melting Point: 151-152 °C
• Boiling Point: 382 °C at 760 mmHg
• Flash Point: 184.8 °C
• PSA: 131.86000
• LogP: 2.36500
• Storage Temp.: Refrigerator
• Solubility.: DMSO: soluble1mg/mL
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 246.06742811
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

Mafenide Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)O.C1=CC(=CC=C1CN)S(=O)(=O)N
• Recent ClinicalTrials: Vashe Wound Therapy Study
• Uses: Antibacterial. Antibacterial
• Therapeutic Function: Antibacterial

Technology Process of Mafenide acetate

There total 1 articles about Mafenide acetate 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:

→ mafenide acetate (13009-99-9,7761-27-5)

Guidance literature:

N-Benzyliden-p-aminomethyl-benzolsulfonamid (XVIII), Eg.-W.;

DOI:10.1007/BF00758509

Reference yield:

mafenide acetate (13009-99-9,7761-27-5) + (2S,4S)-5-p-nitrobenzyloxycarbonyl-2-thia-5-azabicyclo<2.2.1>heptan-3-one (151072-00-3) → (2S,4S)-2-[(4-aminosulfonylphen-1-yl)iminomethylformyl]-4-thiol-1-(p-nitrobenzyloxycarbonyl)pyrrolidine (1350538-24-7)

Guidance literature:

With triethylamine; In acetonitrile; at 40 ℃; Inert atmosphere;

Reference yield:

mafenide acetate (13009-99-9,7761-27-5) → (4R,5S,6S)-3-[[(3S,5S)-N-(4-nitrobenzyloxycarbonyl)-5-[(4-aminosulfonylphen-1-yl)methyl]carbamoyl]-3-pyrrolidinyl]thio-6-[(R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid(4-nitrobenzyl) methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 40 °C / Inert atmosphere

2: triethylamine / N,N-dimethyl-formamide / -15 °C / Inert atmosphere

With triethylamine; In N,N-dimethyl-formamide; acetonitrile;

Downstream raw materials:

(2S,4S)-2-[(4-aminosulfonylphen-1-yl)iminomethylformyl]-4-thiol-1-(p-nitrobenzyloxycarbonyl)pyrrolidine

(4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-3-(((3S,5S)-5-((4-sulfamoylbenzyl)carbamoyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

(4R,5S,6S)-3-[[(3S,5S)-N-(4-nitrobenzyloxycarbonyl)-5-[(4-aminosulfonylphen-1-yl)methyl]carbamoyl]-3-pyrrolidinyl]thio-6-[(R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrobenzyl)methyl ester