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MolPort-000-886-262
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

MolPort-000-886-262

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


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