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Mafenide acetate

Mafenide acetate structure

CAS No:
13009-99-9
Formula:
C7H10N2O2S.C2H4O2
Chemical Name:
Mafenide acetate
Synonyms:
Benzenesulfonamide,4-(aminomethyl)-,acetate (1:1);p-Toluenesulfonamide,α-amino-,monoacetate;Benzenesulfonamide,4-(aminomethyl)-,monoacetate;Mafenide acetate;Sulfamylon acetate;α-Amino-p-toluenesulfonamide acetate;Maphenide acetate;Mafatate;Mefamide
Categories:
Active Pharmaceutical Ingredients > Synthetic Anti-infective Drugs

Description

Crystalline Solid4-(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.

Mafenide acetate is a carboxylic acid.|Mafenide Acetate is the acetate salt form of mafenide, a synthetic sulfonamide analog of para-aminobenzoic acid (PABA) with topical anti-infective activity. Mafenide acetate competes with PABA for the bacterial enzyme dihydropteroate synthase, thereby preventing the incorporation of PABA into dihydrofolic acid, thereby interferes with normal folic acid metabolism. As a result, de novo synthesis of pyrimidines, which requires folate metabolites, is impeded and subsequently DNA synthesis is affected. Mafenide acetate is bacteriostatic against many gram-negative and gram-positive organisms, including Pseudomonas aeruginosa and certain strains of anaerobes.|A sulfonamide that inhibits the enzyme CARBONIC ANHYDRASE and is used as a topical anti-bacterial agent, especially in burn therapy.

Mafenide acetate Basic Attributes

Molecular Weight：

246.28

Exact Mass：

246.067429

EC Number：

235-855-0

UNII：

RQ6LP6Z0WY

DSSTox ID：

DTXSID00156334

NCI Thesaurus Code：

C47591

HScode：

2935904000

Characteristics

PSA：

132

XLogP3：

2.36500

Appearance：

white

Melting Point：

169-172 °C

Boiling Point：

382°C at 760 mmHg

Flash Point：

184.8ºC

Water Solubility：

DMSO: soluble1mg/mL

Storage Conditions：

Refrigerator

Vapor Pressure：

4.86E-06mmHg at 25°C

Toxicity：

LD50 in rats, mice (mg/kg): 2040, 1580 i.v. (Skulan, Hoppe)

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

XT5250000

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|A class of compounds that reduces the secretion of H+ ions by the proximal kidney tubule through inhibition of CARBONIC ANHYDRASES. (See all compounds classified as Carbonic Anhydrase Inhibitors.)|Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)

MeSH Entry Terms：

4 Homosulfanilamide

Mafenide acetate Use and Manufacturing

Uses

Antibacterial

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:246.29
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:246.06742811
Monoisotopic Mass:246.06742811
Topological Polar Surface Area:132
Heavy Atom Count:16
Complexity:255
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

No specific pharmacological information is provided

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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Registered Holders

MATRIX PHARMACORP PRIVATE LTD

United States
Active
Gooddoctor Pharmaceutical Group Co., Ltd.

China
Active
Shenyang Funing Pharmaceutical Co., Ltd.

China
Active

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CAS No.: 13009-99-9

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Mafenide acetate

CAS No.: 13009-99-9

Grade: industrial Grade

Content: 98%

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