Mafenide acetate

Mafenide acetate Basic information
Product Name:Mafenide acetate
Synonyms:4-aminomethylbenzenesulfonamide acetate salt;4-(aminomethyl)benzenesulfonamidemonoacetate;4-(aminomethyl)benzenesulfonimideacetate;Mafenide Acetate (400 mg);Methotroxate Disodium;α-AMINO-P-TOLUENSULFONAMIDEMONOACETATE;A-AMINO-P-TOLUENSULFONAMIDEMONOACETATE;Mefamide
CAS:13009-99-9
MF:C9H14N2O4S
MW:246.28
EINECS:235-855-0
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;APIs;bc0001
Mol File:13009-99-9.mol
Mafenide acetate Structure
Mafenide acetate Chemical Properties
Melting point 151-152°C
storage temp. Inert atmosphere,2-8°C
solubility DMSO: soluble1mg/mL
form Solid
color white
CAS DataBase Reference13009-99-9(CAS DataBase Reference)
Safety Information
WGK Germany 3
HazardClass IRRITANT
HS Code 2935904000
ToxicityLD50 in rats, mice (mg/kg): 2040, 1580 i.v. (Skulan, Hoppe)
MSDS Information
ProviderLanguage
SigmaAldrich English
Mafenide acetate Usage And Synthesis
Chemical PropertiesCrystalline Solid
OriginatorSulfamylon,Winthrop,US,1949
UsesAntibacterial.
DefinitionChEBI: Mafenide acetate is a carboxylic acid.
Manufacturing ProcessFor the preparation of mafenide 50 g of acetylbenzylamine are introduced while stirring into 150 cc of chlorosulfonic acid, whereby the temperature is kept below 40°C by external cooling. After several hours' storing at ordinary temperature the mixture is heated for 1 hour in the boiling water-bath and after cooling, poured on to ice. Thereupon the 4-acetylaminoethylbenzenesulfonic acid chloride precipitates at first in an oily form, but solidifies after short stirring to crystals. The product sucked off and washed with cold water is introduced into a 10% aqueous ammonia solution. Thereby dissolution takes place while heating and after a short time the 4- acetylaminomethyl-benzenesulfonic acid amide precipitates in a crystalline form. After heating to 70°C for 30 minutes the solution is cooled, filtered with suction and washed out. The product is obtained when recrystallized from water or dilute alcohol in colorless crystals melting at 177%. It is readily soluble in warm water, extremely readily soluble in dilute sodium hydroxide solution.
Brand nameSulfamylon (Sterling Winthrop).
Therapeutic FunctionAntibacterial
General Description4-(Aminomethyl)benzenesulfonamide acetate (Sulfamylon)is a homologue of the sulfanilamide molecule. It is not atrue sulfanilamide-type compound, as it is not inhibited byPABA. Its antibacterial action involves a mechanism thatdiffers from that of true sulfanilamide-type compounds.
This compound is particularly effective against Clostridiumwelchii in topical application and was used duringWorld War II by the German army for prophylaxis ofwounds. It is not effective orally. It is currently used aloneor with antibiotics in the treatment of slow-healing, infectedwounds.
Some patients treated for burns with large quantities ofthis drug have developed metabolic acidosis. To overcomethis adverse effect, a series of new organic salts was prepared. The acetate in an ointment base proved to be themost efficacious.

Mafenide acetate Preparation Products And Raw materials
Raw materialsAmmonia-->Chlorosulfonic acid-->N-BENZYLACETAMIDE
Sulfasalazine SULFOACETIC ACID DISODIUM SALT Methanesulfonamide Sulfadiazine Benzenesulfonamide Foramsulfuron TRIFLUOROMETHANESULFONAMIDE Sulfamethoxazole Butyl acetate Ethyl acetate Glatiramer acetate 4-(AMINOMETHYL)BENZENESULFONAMIDE SULFENTRAZONE Vinyl acetate Tris(hydroxymethyl)aminomethane 2-Carbomethoxybenzenesulfonamide METSULFURON METHYL Fomesafen

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.