Flubendazole

Synopsis, Chemistry

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Also known as: 31430-15-6, Flubendazol, Flumoxane, Fluvermal, Flubenol, Methyl (5-(4-fluorobenzoyl)-1h-benzo[d]imidazol-2-yl)carbamate

Molecular Formula

C₁₆H₁₂FN₃O₃

Molecular Weight

313.28 g/mol

InChI Key

CPEUVMUXAHMANV-UHFFFAOYSA-N

FDA UNII

R8M46911LR

Flubendazole is an anthelmintic that is used to treat worm infection in humans. It is available OTC in Europe.

1 2D Structure

Flubendazole

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl N-[6-(4-fluorobenzoyl)-1H-benzimidazol-2-yl]carbamate

2.1.2 InChI

InChI=1S/C16H12FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8H,1H3,(H2,18,19,20,22)

2.1.3 InChI Key

CPEUVMUXAHMANV-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=C(C=C3)F

2.2 Other Identifiers

2.2.1 UNII

R8M46911LR

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Carbamic Acid, (5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl)-, Methyl Ester

2. Fluoromebendazole

3. Methyl(5-(4-fluorobenzoyl)-1h-benzimidazol- 2-yl)carbamate

4. R 17,889

5. R 17889

6. R-17,889

7. R-17889

2.3.2 Depositor-Supplied Synonyms

1. 31430-15-6

2. Flubendazol

3. Flumoxane

4. Fluvermal

5. Flubenol

6. Methyl (5-(4-fluorobenzoyl)-1h-benzo[d]imidazol-2-yl)carbamate

7. Flubendazolum

8. Flumoxanal

9. R 17,889

10. Methyl 5-(p-fluorobenzoyl)-2-benzimidazolecarbamate

11. Methyl [5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl]carbamate

12. Nsc 313680

13. R 17899

14. Nsc-313680

15. (5-(4-fluorobenzoyl)-1h-benzimidazole-2-yl)carbamic Acid Methyl Ester

16. Carbamic Acid, (5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl)-, Methyl Ester

17. Methyl N-(5-(p-fluorobenzoyl)-2-benzimidazolyl)carbamate

18. Chebi:77095

19. R8m46911lr

20. R-17889

21. R-17,889

22. Nsc313680

23. Cpd000466360

24. Methyl N-[5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl]carbamate

25. Methyl N-{5-[(4-fluorophenyl)carbonyl]-1h-1,3-benzodiazol-2-yl}carbamate

26. Flubendazol [inn-spanish]

27. Flubendazolum [inn-latin]

28. Smr000466360

29. Ccris 4480

30. Sr-01000759412

31. Einecs 250-624-4

32. Flicum

33. Unii-r8m46911lr

34. Flubendazole [usan:inn:ban]

35. Methyl {6-[(4-fluorophenyl)carbonyl]-1h-benzimidazol-2-yl}carbamate

36. Mfcd00871999

37. Methyl N-[6-(4-fluorobenzoyl)-1h-benzimidazol-2-yl]carbamate

38. Flubendazole (flutelmium)

39. Flubendazole [mi]

40. 2-benzimidazolecarbamic Acid, 5-(p-fluorobenzoyl)-, Methyl Ester

41. Flubendazole (usan/inn)

42. Flubendazole [inn]

43. Flubendazole [usan]

44. Flubendazole [mart.]

45. Mls000759477

46. Mls001424042

47. Mls006010905

48. Flubendazole [who-dd]

49. Schembl167185

50. Chembl1454946

51. Dtxsid8023058

52. Flubendazole For System Suitability

53. Hms2051a18

54. Hms2090i16

55. Hms3393a18

56. Hms3714d06

57. Flubendazole [ep Monograph]

58. Act02027

59. Bcp34258

60. Hy-b0294

61. Zinc3830847

62. S1837

63. Akos015894917

64. Akos015960439

65. Ac-8716

66. Ccg-100887

67. Ccg-267614

68. Db08974

69. Nc00137

70. Ncgc00246966-01

71. Ncgc00246966-03

72. Ncgc00246966-12

73. As-12271

74. F0825

75. Ft-0626436

76. D04200

77. D70276

78. Ab00639981-06

79. Ab00639981-08

80. Ab00639981_09

81. Flubendazol, Vetranal(tm), Analytical Standard

82. 430f156

83. A820846

84. Q241992

85. Flubendazole, Antibiotic For Culture Media Use Only

86. Q-201119

87. Sr-01000759412-4

88. Sr-01000759412-5

89. Methyl [5-(4-fluorobenzoyl)benzimidazol-2-yl]carbamate

90. Flubendazol, European Pharmacopoeia (ep) Reference Standard

91. Methyl 5-(4-fluorobenzoyl)-1h-benzo[d]imidazol-2-ylcarbamate

92. [5-(4-fluorobenzoyl)benzimidazol-2-yl]carbamic Acid Methyl Ester

93. Methyl (5-(4-fluorobenzoyl)-1h-benzo-[d]imidazol-2-yl)carbamate

94. Methyl (6-(4-fluorobenzoyl)-1h-benzo[d]imidazol-2-yl)carbamate

95. Carbamicacid, [5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl]-methylester

96. N-{5-[(4-fluorophenyl)carbonyl]benzimidazol-2-yl}methyloxymethanamide

97. Carbamic Acid, N-[5-(4-fluorobenzoyl)-1h-benzimidazol-2-yl]-, Methyl Ester

98. Flubendazole For System Suitability, European Pharmacopoeia (ep) Reference Standard

99. N-[6-[(4-fluorophenyl)-oxomethyl]-1h-benzimidazol-2-yl]carbamic Acid Methyl Ester

100. Nsc 313680; Nsc313680; Nsc-313680; R 17899; R17899; R-17899

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₂FN₃O₃
Molecular Weight	313.28 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	313.08626942 g/mol
Monoisotopic Mass	313.08626942 g/mol
Topological Polar Surface Area	84.1 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	454
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 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.)

4.2 ATC Code

P - Antiparasitic products, insecticides and repellents

P02 - Anthelmintics

P02C - Antinematodal agents

P02CA - Benzimidazole derivatives

P02CA05 - Flubendazole