Mafenide acetate
Synonym(s):4-Aminomethylbenzenesulfonamide acetate salt;4-Homosulfanilamide;Mafenide;Marfanil
- CAS NO.:13009-99-9
- Empirical Formula: C9H14N2O4S
- Molecular Weight: 246.28
- MDL number: MFCD00072089
- EINECS: 235-855-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is Mafenide acetate ?
Chemical properties
Crystalline Solid
Originator
Sulfamylon,Winthrop,US,1949
The Uses of Mafenide acetate
Antibacterial
The Uses of Mafenide acetate
Antibacterial.
What are the applications of Application
Mafenide Acetate is an antibacterial
Definition
ChEBI: Mafenide acetate is a carboxylic acid.
Manufacturing Process
For 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 name
Sulfamylon (Sterling Winthrop).
Therapeutic Function
Antibacterial
General Description
4-(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.
Properties of Mafenide acetate
Melting point: | 151-152°C |
storage temp. | Inert atmosphere,2-8°C |
solubility | DMSO: soluble1mg/mL |
form | Solid |
color | white |
CAS DataBase Reference | 13009-99-9(CAS DataBase Reference) |
Safety information for Mafenide acetate
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H332:Acute toxicity,inhalation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Mafenide acetate
Abamectin manufacturer
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