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2D Structure
Also known as: 144-74-1, Sodium sulfathiazole, Sulfathiazole sodium salt, Sulfathiazole (sodium), Pv16n742vm, Sodium norsulfazole
Molecular Formula
C9H8N3NaO2S2
Molecular Weight
277.3  g/mol
InChI Key
GWIJGCIVKLITQK-UHFFFAOYSA-N
FDA UNII
PV16N742VM

A sulfathiazole compound that is used as a short-acting anti-infective agent. It is no longer commonly used systemically due to its toxicity, but may still be applied topically in combination with other drugs for the treatment of vaginal and skin infections, and is still used in veterinary medicine.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(4-aminophenyl)sulfonyl-(1,3-thiazol-2-yl)azanide
2.1.2 InChI
InChI=1S/C9H8N3O2S2.Na/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9;/h1-6H,10H2;/q-1;+1
2.1.3 InChI Key
GWIJGCIVKLITQK-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC(=CC=C1N)S(=O)(=O)[N-]C2=NC=CS2.[Na+]
2.2 Other Identifiers
2.2.1 UNII
PV16N742VM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-amino-n-2-thiazolyl Benzenesulfonamide

2. Alphadol

3. Benzenesulfonamide, 4 Amino N 2 Thiazolyl

4. Benzenesulfonamide, 4-amino-n-2-thiazolyl

5. N(1)-2-thiazolylsulfanilamide

6. Norsulfazole

7. Sulfathiazole

8. Sulfathiazole, Monosodium Salt

2.3.2 Depositor-Supplied Synonyms

1. 144-74-1

2. Sodium Sulfathiazole

3. Sulfathiazole Sodium Salt

4. Sulfathiazole (sodium)

5. Pv16n742vm

6. Sodium Norsulfazole

7. Benzenesulfonamide, 4-amino-n-2-thiazolyl-, Monosodium Salt

8. Sodium;(4-aminophenyl)sulfonyl-(1,3-thiazol-2-yl)azanide

9. Sodium [(4-aminophenyl)sulfonyl](1,3-thiazol-2-yl)azanide

10. Sodium Sulphathiazole

11. Soluble Sulfathiazole

12. Sodium 2-sulfanilamidothiazole

13. Monosodium 2-sulfanilamidothiazole

14. 2-sulfanilamidothiazole Sodium Salt

15. Einecs 205-638-5

16. Sulfathiazole Sodium [nf]

17. Unii-pv16n742vm

18. Soluthiazomide

19. Ai3-26815

20. N(sup 1)-2-thiazolylsulfanilamide Sodium Salt

21. Sodium, (n(sup 1)-2-thiazolylsulfanilamido)-

22. Mfcd00072133

23. Sulphathiazole Sodium

24. 4-amino-n-(2-thiazolyl)benzenesulfonamide Sodium Salt

25. Sulfathiazole Sodium 5h2o

26. Dsstox_cid_30279

27. Dsstox_gsid_51724

28. Schembl1639401

29. Chembl2107243

30. Dtxsid6051724

31. Sulfanilamide, N(sup 1)-2-thiazolyl-, Monosodium Salt

32. Hy-b0507a

33. Sulfathiazole Sodium Salt, >=99%

34. Bcp13309

35. Sulfanilamide, N(sup 1)-2-thiazolyl-, N(sup 1)-sodium Deriv.

36. Tox21_303846

37. S5963

38. Stk177341

39. Sulfathiazole Sodium [mart.]

40. Sulfathiazole Sodium [who-dd]

41. Akos005410678

42. Akos024307512

43. Akos032953796

44. S12091

45. Ncgc00357116-01

46. (n(sup1)-2-thiazolylsulfanilamido)-sodiu

47. As-82169

48. Cas-144-74-1

49. Db-042746

50. Ft-0631837

51. N-(2-thiazolyl)-n-sodio-4-aminobenzenesulfonamide

52. Sodium (4-aminophenylsulfonyl)(thiazol-2-yl)amide

53. Sr-01000883699

54. Sodium((4-aminophenyl)sulfonyl)(thiazol-2-yl)amide

55. Sr-01000883699-1

56. W-108149

57. Q27286771

58. Sodium ((4-aminophenyl)sulfonyl)(thiazol-2-yl)amide

59. Benzenesulfonamide, 4-amino-n-2-thiazolyl-, Sodium Salt (1:1)

2.4 Create Date
2007-02-07
3 Chemical and Physical Properties
Molecular Weight 277.3 g/mol
Molecular Formula C9H8N3NaO2S2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass276.99556314 g/mol
Monoisotopic Mass276.99556314 g/mol
Topological Polar Surface Area111 Ų
Heavy Atom Count17
Formal Charge0
Complexity326
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Infective Agents

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)