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    Chemistry

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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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