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    Thioacetazone

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
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    2D Structure
    Also known as: Thiacetazone, Amithiozone, Ambathizon, Benzothiozane, Thiocarbazil, Conteben
    Molecular Formula
    C10H12N4OS
    Molecular Weight
    236.30  g/mol
    InChI Key
    SRVJKTDHMYAMHA-WUXMJOGZSA-N
    FDA UNII
    MMG78X7SSR
    A thiosemicarbazone that is used in association with other antimycobacterial agents in the initial and continuation phases of antituberculosis regimens. Thiacetazone containing regimens are less effective than the short-course regimen recommended by the International Union Against Tuberculosis and are used in some developing countries to reduce drug costs. (From Martindale, The Extra Pharmacopoeia, 30th ed, p217)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[4-[(E)-(carbamothioylhydrazinylidene)methyl]phenyl]acetamide
    2.1.2 InChI
    InChI=1S/C10H12N4OS/c1-7(15)13-9-4-2-8(3-5-9)6-12-14-10(11)16/h2-6H,1H3,(H,13,15)(H3,11,14,16)/b12-6+
    2.1.3 InChI Key
    SRVJKTDHMYAMHA-WUXMJOGZSA-N
    2.1.4 Canonical SMILES
    CC(=O)NC1=CC=C(C=C1)C=NNC(=S)N
    2.1.5 Isomeric SMILES
    CC(=O)NC1=CC=C(C=C1)/C=N/NC(=S)N
    2.2 Other Identifiers
    2.2.1 UNII
    MMG78X7SSR
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ambathizon

    2. Amithiozone

    3. Conteben

    4. Parazone

    5. Tb I 698

    6. Tb I-698

    7. Tb I698

    8. Tbi 698

    9. Tbi-698

    10. Tbi698

    11. Thiacetazone

    12. Thioacetazon

    2.3.2 Depositor-Supplied Synonyms

    1. Thiacetazone

    2. Amithiozone

    3. Ambathizon

    4. Benzothiozane

    5. Thiocarbazil

    6. Conteben

    7. Benzothiozon

    8. Thioparamizone

    9. Benthiozone

    10. Thibone

    11. Parazone

    12. Thioacetazon

    13. Tibon

    14. Tubin

    15. 104-06-3

    16. Siocarbazone

    17. Tebethione

    18. Thiacetone

    19. Thiacetozone

    20. Thioazetazone

    21. Thioparamizon

    22. Thiotebesin

    23. Thiotebezin

    24. Thiotebicina

    25. Tiacetazon

    26. Tioacetazon

    27. Tioatsetazon

    28. Tubercazon

    29. Aktivan

    30. Amitiozon

    31. Berkazon

    32. Domakol

    33. Livazone

    34. Mivizon

    35. Myvizone

    36. Neotibil

    37. Neustab

    38. Novakol

    39. Panrone

    40. Seroden

    41. Tebalon

    42. Tebecure

    43. Tebemar

    44. Tebethion

    45. Tebezon

    46. Thiomicid

    47. Thionicid

    48. Thizone

    49. Tibicur

    50. Tibizan

    51. Tiobicina

    52. Tiocarone

    53. Tiosecolo

    54. Tubigal

    55. Antib

    56. Diasan

    57. Ilbion

    58. Thibon

    59. Tibone

    60. Berculon A

    61. Tebesone I

    62. 4-acetylaminobenzaldehyde Thiosemicarbazone

    63. Nuclon Argentinian

    64. Thiosemicarbazone

    65. Thiosemicarbarzone

    66. Tb I (bayer)

    67. 4'-formylacetanilide Thiosemicarbazone

    68. Tb I

    69. Domagk's T.b.1 Conteben

    70. Thioacetazonum

    71. Tibione

    72. Sdt 1041

    73. Magk's T.b.1 Conteben

    74. Tb I/698

    75. P-acetamidobenzaldehyde Thiosemicarbazone

    76. P-acetaminobenzylidenethiosemicarbazone

    77. Citazone

    78. Tibion

    79. Cbc 903150

    80. P-formylacetanilide-3-thiosemicarbazone

    81. Sq 2321

    82. Tb I-698

    83. P-acetoaminobenzaldehyde Thiosemicarbazone

    84. A 4081

    85. 4207 Rp

    86. Rp 4207

    87. Acetamide, N-[4-[[(aminothioxomethyl)hydrazono]methyl]phenyl]-

    88. P-acetylaminobenzadehyde Thiosemicarbazone

    89. Nsc-3550

    90. Mmg78x7ssr

    91. Acetamide, N-(4-(((aminothioxomethyl)hydrazono)methyl)phenyl)-

    92. Nsc3550

    93. Acetanilide, 4'-formyl-, 4'-(thiosemicarbazone)

    94. Thioacetazone (inn)

    95. P-acetamidobenzaldehyde Thiosemicarbazon

    96. Sq-2321

    97. 4-acetamidobenzaldehyde Thiosemicarbazone

    98. Ncgc00159389-02

    99. Ncgc00159389-03

    100. Ncgc00159389-04

    101. P-acetylaminobenzaldehyde Thiosemicarbazone

    102. N-[4-[(e)-(carbamothioylhydrazinylidene)methyl]phenyl]acetamide

    103. Dsstox_cid_2593

    104. Thioacetazone [inn]

    105. Dsstox_rid_76650

    106. Dsstox_gsid_22593

    107. N-(4-((2-carbamothioylhydrazono)methyl)phenyl)acetamide

    108. Mirizone Neustab

    109. Tioacetazona

    110. Thioacetazone [inn:ban]

    111. Thioacetazonum [inn-latin]

    112. Tioacetazona [inn-spanish]

    113. Cas-104-06-3

    114. Thiosemicarbazone (pharmaceutical)

    115. Nsc 3550

    116. Einecs 203-170-6

    117. Unii-mmg78x7ssr

    118. Brn 2810335

    119. N-[4-[(e)-(carbamothioylhydrazono)methyl]phenyl]acetamide

    120. N-{4-[(e)-(carbamothioylhydrazono)methyl]phenyl}acetamide

    121. Acetamide, N-(4-(((aminothiomethyl)hydrazono)methylene)phenyl)-

    122. Acetamide, N-[4-[[(aminothiomethyl)hydrazono]methylene]phenyl]-

    123. Ai3-18591

    124. 4207rp

    125. Citazone (tn)

    126. Acetanilide, 4'-formyl-, Thiosemicarbazone

    127. Thiacetazone [mi]

    128. Schembl42515

    129. Acetanilide, Thiosemicarbazone

    130. Wln: Suyzmnu1r Dmv1

    131. 4-14-00-00075 (beilstein Handbook Reference)

    132. N-(4-([2-(aminocarbothioyl)hydrazono]methyl)phenyl)acetamide

    133. Thioacetazone [mart.]

    134. Acetamide, N1-(4-([2-(aminocarbothioyl)hydrazono]methyl)phenyl)

    135. Thioacetazone [who-dd]

    136. Thioacetazone [who-ip]

    137. Chembl375492

    138. Tb-1

    139. Acetamide, N-[4-[[2-(aminothioxomethyl)hydrazinylidene]methyl]phenyl]-

    140. Dtxsid80859179

    141. Ex-a101

    142. Chebi:134958

    143. Hy-b1526

    144. Tox21_111625

    145. Tox21_111626

    146. Acetanilide, 4'-(thiosemicarbazone)

    147. Bdbm50247903

    148. Mfcd00022157

    149. Rp4207

    150. Sq2321

    151. Stl503688

    152. Zinc32709513

    153. Thioacetazonum [who-ip Latin]

    154. Akos000304458

    155. Tox21_111625_1

    156. Db12829

    157. Ac-36791

    158. As-71466

    159. Cs-0013329

    160. D08584

    161. A800888

    162. Sr-01000872620

    163. Sr-01000872620-2

    164. N-{4-[(e)-[(carbamothioylamino)imino]methyl]phenyl}acetamide

    165. N-(4-{(e)-[(aminocarbonothioyl)hydrazono]methyl}phenyl)acetamide

    166. N-{4-[(e)-(2-carbamothioylhydrazinylidene)methyl]phenyl}acetamide

    167. N-(4-(((amino-thioxomethyl)hydrazono)methyl)phenyl)acetamide [who-ip]

    168. 910379-02-1

    169. N-[4-[(2-carbamothioylhydrazono)methyl]phenyl]acetamide;n-[4-[(e)-(carbamothioylhydrazono)methyl]phenyl]acetamide

    2.4 Create Date
    2006-10-23
    3 Chemical and Physical Properties
    Molecular Weight 236.30 g/mol
    Molecular Formula C10H12N4OS
    XLogP31
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass236.07318219 g/mol
    Monoisotopic Mass236.07318219 g/mol
    Topological Polar Surface Area112 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity285
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antitubercular Agents

    Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular Agents.)

    4.2 ATC Code

    J - Antiinfectives for systemic use

    J04 - Antimycobacterials

    J04A - Drugs for treatment of tuberculosis

    J04AK - Other drugs for treatment of tuberculosis

    J04AK07 - Thioacetazone