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Pyrithione Zinc

Pyrithione Zinc

Synopsis, Chemistry

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Also known as: Zincpolyanemine, Zinc omadine, Znpt, Pyrithione zinc derivative, 2-mercaptopyridine n-oxide zinc salt, Zinc;1-oxidopyridine-2-thione

Molecular Formula

C₁₀H₈N₂O₂S₂Zn

Molecular Weight

317.7 g/mol

InChI Key

PICXIOQBANWBIZ-UHFFFAOYSA-N

FDA UNII

R953O2RHZ5

Pyrithione Zinc is a coordination complex of the zinc ion and pyrithione, a derivative of the naturally occurring antibiotic aspergillic acid with antimicrobial, antifungal and anti-seborrheic effects. Although the exact mechanism of action remains to be fully elucidated, pyrithione zinc appears to interfere with the membrane transport of ions and metabolites, ultimately leading to a loss of metabolic control. In addition, this agent causes an influx of copper, leading to a reduction in the activity of iron-sulphur proteins resulting in growth inhibition.

1 2D Structure

Pyrithione Zinc

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

zinc;1-oxidopyridine-2-thione

2.1.2 InChI

InChI=1S/2C5H4NOS.Zn/c2*7-6-4-2-1-3-5(6)8;/h2*1-4H;/q2*-1;+2

2.1.3 InChI Key

PICXIOQBANWBIZ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=S)N(C=C1)[O-].C1=CC(=S)N(C=C1)[O-].[Zn+2]

2.2 Other Identifiers

2.2.1 UNII

R953O2RHZ5

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (t-4)-bis(1-hydroxy-2(1h)- Pyridinethionato-o,s)zinc

2. Bis(1-hydroxy-2(1h)-pyridinethionato)zinc

3. Bis(n-oxopyridine-2-thionato)zinc (ii)

4. Dan-gard

5. De-squaman

6. Pyrithione Zinc

7. Sebulon

8. Zinc Pyrithione

9. Zinc, Bis(1-hydroxy-2(1h)-pyridinethionato-o,s)-(t-4)-

10. Zinc-2-pyridinethione-1-oxide

11. Zincon (zinc Pyrithione)

12. Zincpolyanemine

13. Znp

14. Zpt

2.3.2 Depositor-Supplied Synonyms

1. Zincpolyanemine

2. Zinc Omadine

3. Znpt

4. Pyrithione Zinc Derivative

5. 2-mercaptopyridine N-oxide Zinc Salt

6. Zinc;1-oxidopyridine-2-thione

7. 2-pyridinethiol 1-oxide Zinc Salt

8. Nsc-290409

9. Zinc Pyrithione (jan)

10. Zinc, Bis(1-hydroxy-2(1h)-pyridinethionato-o,s)-(t-4)-

11. Zinc Pyrithione [jan]

12. Zinc Pyrethion

13. Zinc Pyrithone

14. Sebulon Shampoo

15. Zinc 1-oxidopyridine-2-thione

16. Zinc-2-pyridinethione-1-oxide

17. Omadine Zinc

18. Wella Crisan

19. Top Brass

20. Vancide P

21. Vancide Zp

22. Zinc - Pyrion

23. Head And Shoulders

24. Zn - Pyrion

25. Head & Shoulders Conditioner

26. Zincpyrithione

27. Zinc Pyrithione(usan

28. Sebulon Shampoo (tn)

29. Zincon Dandruff Shampoo

30. Bis(1-hydroxy-2(1h)-pyridinethionato)zinc

31. Breck One Dandruff Shampoo

32. Pyrithione Zinc (usan/inn)

33. Pyrithione Zinc [inn]

34. Schembl136623

35. Zinc 2-pyridinethiol 1-oxide

36. Zinc 1-oxido-2-pyridinethione

37. Pyrithione Zinc [usan]

38. Zinc Pyrithione [hsdb]

39. Zinc Pyrithione [inci]

40. Zinc Pyrithone [vandf]

41. Gtpl2597

42. R953o2rhz5

43. Zinc Pyridine-2-thiol-1-oxide

44. Pyrithione Zinc [vandf]

45. Zinc Pyrithione [vandf]

46. Chembl1200471

47. Chembl3392049

48. Pyrithione Zinc [mart.]

49. Zinc 2-mercaptopyridine N-oxide

50. Chebi:32076

51. Pyrithione Zinc [who-dd]

52. Zinc 1-oxidanidylpyridine-2-thione

53. Zinc 1-oxidopyridin-1-ium-2-thiol

54. Nsc290409

55. Pyrithione Zinc [orange Book]

56. Akos015891514

57. Akos015951268

58. Pyrithione Zinc Derivative [mi]

59. Bis(2-pyridylthio) Zinc 1,1'-dioxide

60. Ncgc00091933-02

61. Ac-13775

62. Zinc, Bis(2-pyridylthio)-, 1,1'-dioxide

63. Zinc, Bis(2-pyridylthio)-, N,n'-dioxide

64. Ft-0636895

65. M0633

66. Zinc, Bis(2-pyridinylthio)-, N,n'-dioxide

67. {bis[1-hydroxy-2(1h)-pyridinethionato]zinc}

68. D01938

69. A806815

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₈N₂O₂S₂Zn
Molecular Weight	317.7 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Exact Mass	315.931862 g/mol
Monoisotopic Mass	315.931862 g/mol
Topological Polar Surface Area	117 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	162
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	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Keratolytic Agents

Agents that soften, separate, and cause desquamation of the cornified epithelium or horny layer of skin. They are used to expose mycelia of infecting fungi or to treat corns, warts, and certain other skin diseases. (See all compounds classified as Keratolytic Agents.)

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