Mafenide

HCID 3998
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Basic information

CAS
138-39-6
Standard SMILES
NCc1ccc(S(N)(=O)=O)cc1
InChIKey
TYMRLRRVMHJFTF-UHFFFAOYSA-N
Molecular formula
C7H10N2O2S
Average molar mass
186.23 g/mol
Monoisotopic mass
186.04629856

Overview

Mafenide is an aromatic amine.

Names & identifiers

Preferred name
Mafenide
IUPAC
4-(aminomethyl)benzenesulfonamide
English name
4-(Aminomethyl)benzenesulfonamide
Molecular formula
C7H10N2O2S
Molecular weight
186.23

Names & synonyms

mafenide138-39-64-(Aminomethyl)benzenesulfonamideSulfamylonAmbamideBenzenesulfonamide, 4-(aminomethyl)-HomosulfanilamideMaphenidSepticidMafenidaBensulfamideMafenidum
Show more names
MaphenideHomosulfamineMesudinHomosulHomonalEmileneMalfaminMesudrin
p-(Aminomethyl)benzenesulfonamideNSC-34632alpha-Amino-p-toluenesulfonamideD06BA0358447S8P4LDTXSID6047860Sulfabenzamine4 Homosulfanilamide

Database identifiers

CAS
138-39-6
PubChem CID
3998
DTXSID
DTXSID6047860
ChEMBL
CHEMBL419
ChEBI
CHEBI:6633
UNII
58447S8P4L
EC Number
205-326-9
Nikkaji
J812E

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
94.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
12

Experimental & physicochemical properties

Drugs · 2 items

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Listed in ZINC15

Collision Cross Section128.04 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
177 · 177-178℃ (decomposition)
Boiling point
382 · 382.0±44.0 °C(Predicted)
Density
1.345 · 1.345±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
DMSO (Slightly), Methanol (Slightly)
form
Solid

Safety & regulation

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
hazard_class
IRRITANT
Hazard statements
H302-H315-H319-H332-H335
Precautionary statements
P280-P305+P351+P338-P310

Chemistry & industry

Pharmacology

ATC Code · 2 items

D - Dermatologicals

QD - Dermatologicals

Mechanism of ActionThe precise mechanism of mafenide is unknown. However, mafenide reduces the bacterial population in the avascular burn tissue and promotes spontaneous heeling of deep burns.
Metabolism/MetabolitesMetabolized to a carbonic anhydrase inhibitor.
FDA Pharmacological Classification · 5 items

58447S8P4L

MAFENIDE

Established Pharmacologic Class [EPC] - Methylated Sulfonamide Antibacterial

Methylated Sulfonamides [EXT]

Mafenide is a Methylated Sulfonamide Antibacterial.

MeSH Pharmacological Classification · 3 items

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.

A class of compounds that reduces the secretion of H+ ions by the proximal kidney tubule through inhibition of CARBONIC ANHYDRASES.

Substances that inhibit the growth or reproduction of BACTERIA.

Absorption, Distribution and Excretion · 2 items

Mafenide is absorbed through devascularized areas into the systemic circulation following topical administration.

Renal—Metabolite rapidly excreted in urine in high concentrations; however, the parent compound has not been detected in urine.

Applications

Usesantibacterial

Upstream & downstream products

Suppliers46 total

北京华美互利生物化工010-56205725 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
Aladdin Scientific[email protected]

Additional notes

DefinitionChEBI: Mafenide is an aromatic amine.

Related reactions

34 records
New reaction record

Compound notes

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