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Also known as: 138-37-4, 4-aminomethylbenzenesulfonamide hydrochloride, 4-(aminomethyl)benzenesulfonamide hydrochloride, Marfanil, Masudin, Morfanil

Molecular Formula

C₇H₁₁ClN₂O₂S

Molecular Weight

222.69 g/mol

InChI Key

SIACJRVYIPXFKS-UHFFFAOYSA-N

FDA UNII

3J751V0284

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

1 2D Structure

138-37-4

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-(aminomethyl)benzenesulfonamide;hydrochloride

2.1.2 InChI

InChI=1S/C7H10N2O2S.ClH/c8-5-6-1-3-7(4-2-6)12(9,10)11;/h1-4H,5,8H2,(H2,9,10,11);1H

2.1.3 InChI Key

SIACJRVYIPXFKS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1CN)S(=O)(=O)N.Cl

2.2 Other Identifiers

2.2.1 UNII

3J751V0284

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4 Homosulfanilamide

2. 4-homosulfanilamide

3. Bensulfamide

4. Mafenide

5. Mafenide Acetate

6. Mafylon

7. Maphenid

8. Marfanil

9. Napaltan

10. Sulfabenzamine

11. Sulfamylon

2.3.2 Depositor-Supplied Synonyms

1. 138-37-4

2. 4-aminomethylbenzenesulfonamide Hydrochloride

3. 4-(aminomethyl)benzenesulfonamide Hydrochloride

4. Marfanil

5. Masudin

6. Morfanil

7. Homosulfamine Hydrochloride

8. Mesudin Hydrochloride

9. Ambamide Hydrochloride

10. Mafenide Hcl

11. Homosulfamine

12. 4-homosulfanilamide Hydrochloride

13. Sulfamylon Hydrochloride

14. Sulfbenzamine Hydrochloride

15. Homosulfanilamide Hydrochloride

16. Mafenide (hydrochloride)

17. Benzenesulfonamide, 4-(aminomethyl)-, Monohydrochloride

18. P-aminomethylphenylsulfonamide Hydrochloride

19. Alpha-amino-p-toluenesulfonamide Hydrochloride

20. Nsc-3527

21. P-(aminomethyl)benzenesulfonamide Hydrochloride

22. Mfcd00013005

23. P-(aminomethyl)benzenesulfonamide Monohydrochloride

24. 4-(aminomethyl)benzenesulfonamide;hydrochloride

25. 49783-80-4

26. Emilene Hydrochloride

27. 3j751v0284

28. 4-(aminomethyl)benzenesulfonamide Hcl

29. Dsstox_cid_25296

30. Dsstox_rid_80787

31. Dsstox_gsid_45296

32. Mesudrin Hydrochloride

33. Neofamid Hydrochloride

34. Maphenide Hydrochloride

35. Benzenesulfonamide, 4-(aminomethyl)-, Hydrochloride (1:)

36. Ncgc00016403-01

37. Nsc 3527

38. Cas-138-37-4

39. Einecs 205-325-3

40. Ai3-16157

41. Sr-01000003113

42. 4-(aminomethyl)benzene-1-sulfonamide Hydrochloride

43. Unii-3j751v0284

44. P-toluenesulfonamide, Alpha-amino-, Hydrochloride

45. Prestwick_640

46. 4-(aminomethyl)benzenesulfonamidehydrochloride

47. Mafenide Hcl [inci]

48. Mls002222235

49. Schembl425524

50. Spectrum1500372

51. P-toluenesulfonamide, Alpha-amino-, Monohydrochloride

52. Wln: Zswr D1z & Gh

53. Chembl1593568

54. Dtxsid6045296

55. Hy-b0614b

56. Nsc3527

57. Hms1568b13

58. Hms1920j11

59. P-toluenesulfonamide, Hydrochloride

60. Pharmakon1600-01500372

61. Mafenide Hydrochloride [mi]

62. 4-sulfamoylbenzylamine Hydrochloride

63. Bcp03071

64. 4-aminomethylbenzenesulfonamide, Hcl

65. Tox21_110423

66. Ccg-39706

67. Nsc757093

68. S3697

69. Akos008967290

70. P-toluenesulfonamide, Monohydrochloride

71. Tox21_110423_1

72. 4-aminosulfonylbenzylamine Hydrochloride

73. Cs-4481

74. Gs-4340

75. Mafenide Hydrochloride [who-dd]

76. Nsc-757093

77. Ncgc00016403-06

78. Ncgc00094711-01

79. Ncgc00094711-02

80. Ncgc00094711-03

81. Ncgc00094711-04

82. Ac-29745

83. Smr001307253

84. Sy020868

85. 4-(aminosulfonyl)-benzylamine Hydrochloride

86. Db-087235

87. Am20060505

88. Ft-0631805

89. H0522

90. P-aminomethyl-benzenesulfonamide Hydrochloride

91. 4-aminomethyl-benzenesulfonamide Hydrochloride

92. P-aminomethyl Benzene Sulfonamide Hydrochloride

93. O11078

94. .alpha.-amino-p-toluenesulfonamide Hydrochloride

95. 4-(aminomethyl)benzene-sulfonamide Hydrochloride

96. A807380

97. J-007128

98. J-521664

99. Sr-01000003113-4

100. 4-(aminomethyl)benzenesulfonamide Hydrochloride (1:1)

101. Q27257294

102. F0856-0073

103. P-toluenesulfonamide, .alpha.-amino-, Monohydrochloride

104. Benzenesulfonamide, 4-(aminomethyl)-, Hydrochloride (1:?)

105. 4-aminomethylbenzenesulfonamide Hydrochloride, Analytical Standard, >=95%

106. 4-(aminomethyl)benzenesulfonamide Hydrochloride;4-aminomethylbenzenesulfonamide Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₇H₁₁ClN₂O₂S
Molecular Weight	222.69 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	222.0229765 g/mol
Monoisotopic Mass	222.0229765 g/mol
Topological Polar Surface Area	94.6 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	224
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

Anti-Bacterial Agents

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

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.)

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