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2D Structure
Also known as: 43210-67-9, Panacur, Fenbendazol, Phenbendasol, Fenbendazolum, Methyl 5-(phenylthio)-2-benzimidazolecarbamate
Molecular Formula
C15H13N3O2S
Molecular Weight
299.3  g/mol
InChI Key
HDDSHPAODJUKPD-UHFFFAOYSA-N
FDA UNII
621BVT9M36

Antinematodal benzimidazole used in veterinary medicine.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
2.1.2 InChI
InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
2.1.3 InChI Key
HDDSHPAODJUKPD-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC(=O)NC1=NC2=C(N1)C=C(C=C2)SC3=CC=CC=C3
2.2 Other Identifiers
2.2.1 UNII
621BVT9M36
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Panacur

2. Phenbendasol

2.3.2 Depositor-Supplied Synonyms

1. 43210-67-9

2. Panacur

3. Fenbendazol

4. Phenbendasol

5. Fenbendazolum

6. Methyl 5-(phenylthio)-2-benzimidazolecarbamate

7. Hoe 881v

8. Safe-guard

9. Safe-quard

10. Hoe-881v

11. 2-(methoxycarbonylamino)-5-(phenylthio)benzimidazole

12. Panacur Aquasol

13. Methyl [5-(phenylsulfanyl)-1h-benzimidazol-2-yl]carbamate

14. Methyl (6-(phenylthio)-1h-benzo[d]imidazol-2-yl)carbamate

15. Methyl N-(6-phenylsulfanyl-1h-benzimidazol-2-yl)carbamate

16. Fenbendazole (panacur)

17. Fenbendazole (usp/inn)

18. Mfcd00144301

19. Nsc-757824

20. Methyl N-[5-(phenylsulfanyl)-1h-1,3-benzodiazol-2-yl]carbamate

21. Carbamic Acid, (5-(phenylthio)-1h-benzimidazol-2-yl)-, Methyl Ester

22. Carbamic Acid, [5-(phenylthio)-1h-benzimidazol-2-yl]-, Methyl Ester

23. Methyl (5-(phenylthio)-1h-benzimidazol-2-yl)carbamate

24. Chembl37161

25. 5-(phenylthio)-2-benzimidazolecarbamic Acid Methyl Ester

26. Fenbendazole For Veterinary Use

27. Mls000069723

28. Hoe-881y

29. 2-benzimidazolecarbamic Acid, 5-(phenylthio)-, Methyl Ester

30. Chebi:77092

31. [5-(phenylthio)-1h-benzimidazol-2-yl]carbamic Acid Methyl Ester

32. Hoe 881

33. 621bvt9m36

34. N-[6-(phenylthio)-1h-benzimidazol-2-yl]carbamic Acid Methyl Ester

35. Carbamic Acid, N-[6-(phenylthio)-1h-benzimidazol-2-yl]-, Methyl Ester

36. Methyl [5-(phenylthio)-1h-benzimidazol-2-yl]carbamate

37. Ncgc00016855-01

38. Smr000058217

39. Cas-43210-67-9

40. Dsstox_cid_20672

41. Dsstox_rid_79532

42. Dsstox_gsid_40672

43. Methyl 5-(phenylthio)-1h-benzo[d]imidazol-2-ylcarbamate

44. Methyl (5-(phenylthio)-1h-benzo[d]imidazol-2-yl)carbamate

45. Methyl N-(5-phenylsulfanyl-1h-benzimidazol-2-yl)carbamate

46. Fenbendazole D3 (methyl D3)

47. Fenbendazol [inn-spanish]

48. Fenbendazolum [inn-latin]

49. Ccris 7309

50. Fenbendazole [usan:ban:inn]

51. Einecs 256-145-7

52. Pancacur

53. Axilur

54. Unii-621bvt9m36

55. Worm-a-rest

56. Prestwick_213

57. Fenbendazole [usan:usp:inn:ban]

58. Panacur (tn)

59. Spectrum_001254

60. Fenbendazole, >=98%

61. Prestwick0_000210

62. Prestwick1_000210

63. Prestwick2_000210

64. Prestwick3_000210

65. Spectrum2_000040

66. Spectrum3_000911

67. Spectrum4_001010

68. Spectrum5_001359

69. Fenbendazole [mi]

70. Fenbendazole [inn]

71. Fenbendazole [usan]

72. Cid_3334

73. Panacur [veterinary] (tn)

74. Oprea1_477843

75. Bspbio_000199

76. Kbiogr_001479

77. Kbioss_001734

78. Methyl [5-(phenylthio)benzimidazol-2-yl]carbamate

79. Mls006010049

80. Divk1c_000257

81. Fenbendazole [usp-rs]

82. Fenbendazole [who-dd]

83. Schembl166352

84. Spectrum1501016

85. Spbio_000139

86. Spbio_002120

87. Bpbio1_000219

88. Hoe 881y

89. Schembl8469702

90. Dtxsid0040672

91. Schembl20796999

92. Bdbm31047

93. Hms500m19

94. Kbio1_000257

95. Kbio2_001734

96. Kbio2_004302

97. Kbio2_006870

98. Kbio3_001882

99. Fenbendazole [green Book]

100. Ninds_000257

101. [5-(phenylthio)benzimidazol-2-yl]carbamic Acid Methyl Ester

102. Hms1568j21

103. Hms1921d03

104. Hms2090g12

105. Hms2092b11

106. Hms2095j21

107. Hms2234p14

108. Hms3371j16

109. Hms3656c04

110. Hms3712j21

111. Pharmakon1600-01501016

112. Zinc402911

113. Bcp22258

114. Hy-b0413

115. Fenbendazole [usp Monograph]

116. Tox21_110649

117. Tox21_301828

118. Ccg-39631

119. Nsc757824

120. S2468

121. Stk378581

122. Akos005448335

123. Akos024462438

124. Tox21_110649_1

125. Ac-8717

126. Ccg-220210

127. Db11410

128. Ks-5042

129. Nsc 757824

130. Fenbendazole 100 Microg/ml In Methanol

131. Idi1_000257

132. Ncgc00016855-02

133. Ncgc00016855-03

134. Ncgc00016855-04

135. Ncgc00016855-05

136. Ncgc00016855-06

137. Ncgc00016855-07

138. Ncgc00016855-08

139. Ncgc00016855-10

140. Ncgc00016855-11

141. Ncgc00022515-03

142. Ncgc00022515-04

143. Ncgc00022515-05

144. Ncgc00255694-01

145. Fenbendazole [ema Epar Veterinary]

146. Smr004701217

147. Sy052602

148. Sbi-0051634.p002

149. Ab00052199

150. F0812

151. Ft-0630630

152. Sw196522-3

153. C21876

154. D04140

155. Ab00052199-13

156. Ab00052199-14

157. Ab00052199_15

158. Ab00052199_16

159. Fenbendazole, Vetranal(tm), Analytical Standard

160. 210f679

161. A826225

162. Methyl 5-(phenyl-thio)-2-benzimidazole-carbamate

163. Methyl 5-phenylthio-1h-benzimidazol-2-ylcarbamate

164. Q908013

165. Sr-01000000195

166. Sr-05000001768

167. Q-201109

168. Sr-01000000195-2

169. Sr-05000001768-1

170. Brd-k51318897-001-04-7

171. Brd-k51318897-001-07-0

172. Brd-k56309460-001-03-0

173. Fenbendazole For Veterinary Use [ep Impurity]

174. Fenbendazole For Veterinary Use [ep Monograph]

175. Methyl 5-(phenylsulfanyl)-1h-benzimidazol-2-ylcarbamate #

176. Oxfendazole Impurity, Fenbendazole- [usp Impurity]

177. Fenbendazole, European Pharmacopoeia (ep) Reference Standard

178. Oxfendazole For Veterinary Use Impurity A [ep Impurity]

179. (5-phenylsulfanyl-1h-benzoimidazol-2-yl)-carbamic Acid Methyl Ester

180. Fenbendazole, United States Pharmacopeia (usp) Reference Standard

181. Panacur; Phenbendasol; Safe-quard; Hoe 881v; Hoe881v; Hoe-881v

182. Fenbendazole, Pharmaceutical Secondary Standard; Certified Reference Material

2.3.3 Other Synonyms

1. Ofdz

2. Synanthic

3. Systamex

4. Fenbendazole Sulfoxide

5. Oxfendazole

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 299.3 g/mol
Molecular Formula C15H13N3O2S
XLogP33.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass299.07284784 g/mol
Monoisotopic Mass299.07284784 g/mol
Topological Polar Surface Area92.3 Ų
Heavy Atom Count21
Formal Charge0
Complexity363
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment and control of gastro-intestinal nematodes in pigs infected with:

- Ascaris suum (adult, intestinal and migrating larval stages);

- Oesophagostomum spp. (adult stages);

- Trichuris suis (adult stages).

For the treatment of gastro-intestinal nematodes in chickens infected with:

- Ascaridia galli (L5 and adult stages);

- Heterakis gallinarum (L5 and adult stages);

Capillaria spp. (L5 and adult stages).


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antinematodal Agents

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice. (See all compounds classified as Antinematodal Agents.)


5.2 ATC Code

QP52AC13


P - Antiparasitic products, insecticides and repellents

P02 - Anthelmintics

P02C - Antinematodal agents

P02CA - Benzimidazole derivatives

P02CA06 - Fenbendazole