Chemical Component Summary

Name4-(aminomethyl)benzene-1-sulfonamide
Identifiers4-(aminomethyl)benzenesulfonamide
FormulaC7 H10 N2 O2 S
Molecular Weight186.231
TypeNON-POLYMER
Isomeric SMILESc1cc(ccc1CN)S(=O)(=O)N
InChIInChI=1S/C7H10N2O2S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-4H,5,8H2,(H2,9,10,11)
InChIKeyTYMRLRRVMHJFTF-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count22
Chiral Atom Count0
Bond Count22
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB06795 
NameMafenide
Groups
  • vet_approved
  • approved
  • withdrawn
DescriptionMafenide is a sulfonamide-type antimicrobial agent used to treat severe burns. It acts by reducing the bacterial population present in the burn tissue and promotes healing of deep burns.[L36773] In 1998, mafenide acetate was approved under the FDA’s accelerated approval regulations. In November 2022, the use of mafenide acetate (powder for 5% topical solution) was withdrawn by the FDA due to an unresolved confirmatory study required to fulfill the accelerated approval requirements.[L44251]
Synonyms
  • 4-(aminomethyl)benzenesulfonamide
  • Maphenidum
  • Mafenide
  • Mafenide Acetate
  • 4-Homosufanilamide
Brand Names
  • Mafenide Acetate
  • Sulfamylon Cream - 8.5%
  • Sulfamylon
  • Mafenide acetate
IndicationIndicated for use as an adjunctive topical antimicrobial agent to control bacterial infection when used under moist dressings over meshed autografts on excised burn wounds.[label]
Categories
  • Amides
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Local
  • Benzene Derivatives
ATC-Code
  • G01AE10
  • D06BA03
CAS number138-39-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Carbonic anhydrase 6MRALVLLLSLFLLGGQAQHVSDWTYSEGALDEAHWPQHYPACGGQRQSPI...unknownantagonist
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL419
PubChem 3998
ChEMBL CHEMBL419
ChEBI CHEBI:6633
CCDC/CSD HSLSTZ