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    Ambazone

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    PharmaCompass
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    2D Structure
    Also known as: 539-21-9, Faringosept, Ambazon, Anginon, Primal, Ambazona
    Molecular Formula
    C8H11N7S
    Molecular Weight
    237.29  g/mol
    InChI Key
    ANZIOUQAFBXNHU-UHFFFAOYSA-N
    FDA UNII
    BYK4592A3Q
    Ambazone is an antiseptic agent with potential antibacterial and antileukemic activity. Although the exact mechanism of action remains to be fully elucidated, ambazone appears to interfere with the membrane-bound nucleotide system by increasing the intracellular concentration of cAMP in leukemia cells and macrophages, which potentially contributes to this agent's antineoplastic activity. Furthermore, this agent's affinity for various cellular targets, i.e. membranes, nucleic acids and proteins, may contribute to the overall antibacterial effect.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [4-[2-(diaminomethylidene)hydrazinyl]phenyl]iminothiourea
    2.1.2 InChI
    InChI=1S/C8H11N7S/c9-7(10)14-12-5-1-3-6(4-2-5)13-15-8(11)16/h1-4,12H,(H2,11,16)(H4,9,10,14)
    2.1.3 InChI Key
    ANZIOUQAFBXNHU-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1NN=C(N)N)N=NC(=S)N
    2.2 Other Identifiers
    2.2.1 UNII
    BYK4592A3Q
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1,4-benzoquinone Guanylhydrazone Thiosemicarbazone

    2. 1,4-benzoquinone Guanylhydrazone Thiosemicarbazone Monohydrochloride

    2.3.2 Depositor-Supplied Synonyms

    1. 539-21-9

    2. Faringosept

    3. Ambazon

    4. Anginon

    5. Primal

    6. Ambazona

    7. Ambazone [inn:ban:dcf]

    8. Ambazone (inn)

    9. Mls001240207

    10. Inversal

    11. Ivertol

    12. 1,4-benzoquinone Guanylhydrazone Thiosemicarbazone

    13. [4-[2-(diaminomethylidene)hydrazinyl]phenyl]iminothiourea

    14. Byk4592a3q

    15. Guanothiazon

    16. ((4-oxo-2,5-cyclohexadien-1-ylidene)amino)guanidine Thiosemicarbazone

    17. Ncgc00164514-01

    18. Ambazonum

    19. Promassol

    20. Smr000674566

    21. Ambazone [inn]

    22. Ambazonum [inn-latin]

    23. Ambazona [inn-spanish]

    24. Hydrazinecarbothioamide, 2-(4-((aminoiminomethyl)hydrazono)-2,5-cyclohexadien-1-ylidene)-

    25. Ccris 1926

    26. Benzoquinone Guanylhydrazone Thiosemicarbazone

    27. Hydrazinecarbothioamide, 2-[4-[(aminoiminomethyl)hydrazono]-2,5-cyclohexadien-1-ylidene]-

    28. P-benzoquinone Amidinohydrazone Thiosemicarbazone

    29. Dc 0572

    30. Einecs 208-713-0

    31. Unii-byk4592a3q

    32. Faringosept (tn)

    33. 1-amidinohydrazono-4-thiosemicarbazono-2,5-cyclohexadiene

    34. 4-amidinohydrazono-2,5-cyclohexadien-1-on-thiosemicarbazon

    35. Ambazone [mi]

    36. P-benzoquinoneamidinohydrazonethiosemicarbazone

    37. Ambazone [mart.]

    38. Ambazone [who-dd]

    39. Dsstox_cid_26407

    40. Dsstox_rid_81587

    41. Dsstox_gsid_46407

    42. Schembl457920

    43. Schembl1649608

    44. Chembl1414870

    45. Chembl2103762

    46. Chembl3198213

    47. Dtxsid3046407

    48. Schembl11887782

    49. Bdbm53352

    50. Cid_1549158

    51. Chebi:134962

    52. Hms2231l21

    53. Zinc1550965

    54. Tox21_112149

    55. Stl200147

    56. Akos000622836

    57. Akos002161802

    58. Akos005197779

    59. Guanidine, ((4-oxo-2,5-cyclohexadien-1-ylidene)amino)-, Thiosemicarbazone

    60. Db13697

    61. Ncgc00164514-02

    62. Cas-539-21-9

    63. Ft-0661544

    64. D07376

    65. 539a219

    66. Q414317

    67. Sr-01000799157

    68. Sr-01000799157-2

    69. [4-(2-(diaminomethylidene)hydrazino)phenyl]iminothiourea

    70. [4-[n''-(diaminomethylene)hydrazino]phenyl]iminothiourea

    71. [(4-{[(diaminomethylidene)amino]amino}phenyl)imino]thiourea

    72. 1-[4-[2-[bis(azanyl)methylidene]hydrazinyl]phenyl]iminothiourea

    73. {[4-(carbamimidamidoimino)cyclohexa-2,5-dien-1-ylidene]amino}thiourea

    74. (2e)-2-{(4e)-4-[(aminocarbonothioyl)hydrazono]cyclohexa-2,5-dien-1-ylidene}hydrazinecarboximidamide

    75. (2z)-2-[(4z)-4-(2-carbamimidoylhydrazinylidene)cyclohexa-2,5-dien-1-ylidene]hydrazinecarbothioamide

    76. Hydrazinecarbothioamide, 2-(4-(2-(aminoiminomethyl)hydrazinylidene)-2,5-cyclohexadien-1-ylidene)-

    77. N''-{(1z,4z)-4-[(aminocarbonothioyl)hydrazono]cyclohexa-2,5-dien-1-ylidene}carbonohydrazonic Diamide

    2.4 Create Date
    2005-07-11
    3 Chemical and Physical Properties
    Molecular Weight 237.29 g/mol
    Molecular Formula C8H11N7S
    XLogP30.7
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass237.07966455 g/mol
    Monoisotopic Mass237.07966455 g/mol
    Topological Polar Surface Area159 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity289
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    R - Respiratory system

    R02 - Throat preparations

    R02A - Throat preparations

    R02AA - Antiseptics

    R02AA01 - Ambazone