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Also known as: 13009-99-9, 4-(aminomethyl)benzenesulfonamide acetate, Mafenamide acetate, Mafenide (acetate), Benzenesulfonamide, 4-(aminomethyl)-, monoacetate, Acetic acid;4-(aminomethyl)benzenesulfonamide
Molecular Formula
C9H14N2O4S
Molecular Weight
246.29  g/mol
InChI Key
UILOTUUZKGTYFQ-UHFFFAOYSA-N
FDA UNII
RQ6LP6Z0WY

Mafenide
A sulfonamide that inhibits the enzyme CARBONIC ANHYDRASE and is used as a topical anti-bacterial agent, especially in burn therapy.
1 2D Structure

Mafenide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
acetic acid;4-(aminomethyl)benzenesulfonamide
2.1.2 InChI
InChI=1S/C7H10N2O2S.C2H4O2/c8-5-6-1-3-7(4-2-6)12(9,10)11;1-2(3)4/h1-4H,5,8H2,(H2,9,10,11);1H3,(H,3,4)
2.1.3 InChI Key
UILOTUUZKGTYFQ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)O.C1=CC(=CC=C1CN)S(=O)(=O)N
2.2 Other Identifiers
2.2.1 UNII
RQ6LP6Z0WY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4 Homosulfanilamide

2. 4-homosulfanilamide

3. Bensulfamide

4. Mafenide

5. Mafylon

6. Maphenid

7. Marfanil

8. Napaltan

9. Sulfabenzamine

10. Sulfamylon

2.3.2 Depositor-Supplied Synonyms

1. 13009-99-9

2. 4-(aminomethyl)benzenesulfonamide Acetate

3. Mafenamide Acetate

4. Mafenide (acetate)

5. Benzenesulfonamide, 4-(aminomethyl)-, Monoacetate

6. Acetic Acid;4-(aminomethyl)benzenesulfonamide

7. Mafatate

8. Rq6lp6z0wy

9. Maphenide Acetate

10. Winthrocine

11. Sulfamilon

12. Alpha-amino-p-toluenesulfonamide

13. Alpha-amino-p-toluenesulfonamide Monoacetate

14. 4-(aminomethyl)benzenesulfonamide Monoacetate

15. Alpha-aminotoluene-4-sulphonamide Monoacetate

16. Einecs 235-855-0

17. Unii-rq6lp6z0wy

18. Mafenide Acetate [usp:jan]

19. Sulfamylon (tn)

20. Mfcd00072089

21. Mafenide Acetate Salt

22. P-toluenesulfonamide, Alpha-amino-, Monoacetate

23. Schembl41627

24. Mafenide Acetate (jan/usp)

25. Mls000069581

26. Mafenide Acetate [mi]

27. Mafenide Acetate [jan]

28. Benzenesulfonamide, 4-(aminomethyl)-, Acetate (1:1)

29. Chembl1201161

30. Mafenide Acetate [vandf]

31. Chebi:31792

32. Hy-b0614a

33. Dtxsid00156334

34. Mafenide Acetate [mart.]

35. Mafenide Acetate [usp-rs]

36. Mafenide Acetate [who-dd]

37. Hms2231m06

38. Hms3259n08

39. Hms3370m14

40. Bcp28537

41. S3647

42. Mafenide Acetate [green Book]

43. Akos000121908

44. Mafenide Acetate [orange Book]

45. Ccg-266920

46. Ds-2178

47. Nc00709

48. 4-(aminomethyl)benzenesulfonimideacetate

49. Mafenide Acetate [usp Monograph]

50. Ac-22835

51. Smr000058778

52. 4-(aminomethyl)benzenesulfonamide (acetate)

53. Db-041939

54. Am20050421

55. Ft-0630395

56. D01166

57. 4-(aminomethyl)benzene-1-sulfonamide; Acetic Acid

58. A806018

59. W-108356

60. .alpha.-amino-p-toluenesulfonamide Monoacetate

61. Q27288250

62. Mafenide Acetate; 4-(aminomethyl)-benzenesulfoamide Monoacetate

63. Mafenide Acetate, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 246.29 g/mol
Molecular Formula C9H14N2O4S
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass246.06742811 g/mol
Monoisotopic Mass246.06742811 g/mol
Topological Polar Surface Area132 Ų
Heavy Atom Count16
Formal Charge0
Complexity255
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMafenide acetate
Drug LabelMafenide acetate, USP is a synthetic antimicrobial agent designated chemically as -amino-p-toluenesulfonamide monoacetate. It has the following structural formula:C7H10N2O2SC2H4O2 M.W. 246.29 C7H10N2O2SC2H4O2 M.W. 246.29 Mafenide acetate, USP...
Active IngredientMafenide acetate
Dosage FormFor solution
RouteTopical
Strength5%
Market StatusPrescription
CompanyPar Form

2 of 2  
Drug NameMafenide acetate
Drug LabelMafenide acetate, USP is a synthetic antimicrobial agent designated chemically as -amino-p-toluenesulfonamide monoacetate. It has the following structural formula:C7H10N2O2SC2H4O2 M.W. 246.29 C7H10N2O2SC2H4O2 M.W. 246.29 Mafenide acetate, USP...
Active IngredientMafenide acetate
Dosage FormFor solution
RouteTopical
Strength5%
Market StatusPrescription
CompanyPar Form

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Carbonic Anhydrase Inhibitors

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.)


Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


Anti-Infective Agents, Local

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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Methylated Sulfonamides [EXT]; Methylated Sulfonamide Antibacterial [EPC]

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