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    Pyrithione Zinc

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    2D Structure
    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

    2D Structure

    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 Weight 317.7 g/mol
    Molecular Formula C10H8N2O2S2Zn
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count0
    Exact Mass315.931862 g/mol
    Monoisotopic Mass315.931862 g/mol
    Topological Polar Surface Area117 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity162
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    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.)