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Chemistry

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Also known as: 23602-78-0, Benfluramate, Mediator, Minolip, N-(2-benzoyloxyethyl)norfenfluramine, Mediaxal

Molecular Formula

C₁₉H₂₀F₃NO₂

Molecular Weight

351.4 g/mol

InChI Key

CJAVTWRYCDNHSM-UHFFFAOYSA-N

FDA UNII

403FO0NQG3

Benfluorex is an antilipidemic agent that decreases the relative rate of hepatic triacylglycerol synthesis. Benfluorex was never approved for use in the United States and was withdrawn in the European Union because of an increased risk of pulmonary hypertension and valvular disease.

1 2D Structure

Benfluorexum

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[1-[3-(trifluoromethyl)phenyl]propan-2-ylamino]ethyl benzoate

2.1.2 InChI

InChI=1S/C19H20F3NO2/c1-14(12-15-6-5-9-17(13-15)19(20,21)22)23-10-11-25-18(24)16-7-3-2-4-8-16/h2-9,13-14,23H,10-12H2,1H3

2.1.3 InChI Key

CJAVTWRYCDNHSM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(CC1=CC(=CC=C1)C(F)(F)F)NCCOC(=O)C2=CC=CC=C2

2.2 Other Identifiers

2.2.1 UNII

403FO0NQG3

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-(2-trifluoromethylphenyl)-2-(benzoyloxyethyl)aminopropane Hcl

2. 780 Se

3. Benfluorex Hydrochloride

4. Benfluorex Hydrochloride, (+-)-isomer

5. Benfluorex Maleate

6. Benfluorex, Methanesulfonate Salt

7. Benfluramate

8. Jp 992

9. S 780

10. Se 780

2.3.2 Depositor-Supplied Synonyms

1. 23602-78-0

2. Benfluramate

3. Mediator

4. Minolip

5. N-(2-benzoyloxyethyl)norfenfluramine

6. Mediaxal

7. Jp 992

8. 403fo0nqg3

9. Nsc-757396

10. Benfluorexum

11. 2-((1-(3-(trifluoromethyl)phenyl)propan-2-yl)amino)ethyl Benzoate

12. Benfluorexum [inn-latin]

13. Ethanol, 2-[[1-methyl-2-[3-(trifluoromethyl)phenyl]ethyl]amino]-, Benzoate

14. Ethanol, 2-[[1-methyl-2-[3-(trifluoromethyl)phenyl]ethyl]amino]-, Benzoate(ester)

15. Se 780

16. Smr000857234

17. 2-((alpha-methyl-m-(trifluoromethyl)phenethyl)amino)ethanol Benzoate (ester)

18. Einecs 245-777-9

19. Brn 4152887

20. Unii-403fo0nqg3

21. Benflurorex

22. Benfluorex [inn:ban:dcf]

23. Mediaxal (tn)

24. Spectrum_000272

25. Benfluorex [mi]

26. 2-(alpha-methyl-m-trifluoromethylphenethylamino)ethanol Benzoate

27. Benfluorex (inn/ban)

28. Benfluorex [inn]

29. Prestwick0_000367

30. Prestwick1_000367

31. Prestwick2_000367

32. Prestwick3_000367

33. Spectrum2_001217

34. Spectrum3_001383

35. Spectrum4_000806

36. Spectrum5_001421

37. N-(2-hydroxyethyl)-alpha-methyl-m-trifluoromethylphenethylamine Benzoate

38. Phenethylamine, N-(2-hydroxyethyl)-alpha-methyl-m-trifluoromethyl-, Benzoate

39. Benfluorex [who-dd]

40. Benfluorexhydrochloride

41. Bspbio_000493

42. Bspbio_002966

43. Kbiogr_001291

44. Kbioss_000752

45. Mls001333109

46. Mls001333110

47. Divk1c_000033

48. Schembl163648

49. Spbio_001034

50. Spbio_002414

51. Bpbio1_000543

52. Chembl400599

53. Dtxsid5048471

54. Chebi:93826

55. Hy-b1058a

56. Kbio1_000033

57. Kbio2_000752

58. Kbio2_003320

59. Kbio2_005888

60. Kbio3_002186

61. Ninds_000033

62. Hms2230n21

63. Hms3373e17

64. Hms3713i15

65. 2-[1-[3-(trifluoromethyl)phenyl]propan-2-ylamino]ethyl Benzoate

66. 2-({1-methyl-2-[3-(trifluoromethyl)phenyl]ethyl}amino)ethyl Benzoate

67. Jp-992

68. Se-780

69. Akos024319409

70. Ethanol, 2-(alpha-methyl-m-trifluoromethylphenethylamino)-, Benzoate

71. Ccg-220367

72. Db09022

73. Nsc 757396

74. Idi1_000033

75. Ncgc00178369-01

76. Ncgc00178369-02

77. Sbi-0051587.p002

78. Ab00053576

79. Cs-0013373

80. S-780

81. D07192

82. Ab00053576_13

83. Q421695

84. Brd-a22305049-003-05-2

85. Brd-a22305049-003-08-6

86. 2-(.alpha.-methyl-m-trifluoromethylphenethylamino)ethanol Benzoate

87. 2-((1-methyl-2-[3-(trifluoromethyl)phenyl]ethyl)amino)ethyl Benzoate #

88. Benzoic Acid 2-[1-[3-(trifluoromethyl)phenyl]propan-2-ylamino]ethyl Ester

89. Ethanol, 2-(.alpha.-methyl-m-trifluoromethylphenethylamino)-, Benzoate

90. N-(2-hydroxyethyl)-.alpha.-methyl-m-trifluoromethylphenethylamine Benzoate

91. 2-[[.alpha.-methyl-m-(trifluoromethyl)phenethyl]amino]ethanol Benzoate (ester)

92. Phenethylamine, N-(2-hydroxyethyl)-.alpha.-methyl-m-trifluoromethyl-, Benzoate

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₀F₃NO₂
Molecular Weight	351.4 g/mol
XLogP3	4.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	8
Exact Mass	351.14461337 g/mol
Monoisotopic Mass	351.14461337 g/mol
Topological Polar Surface Area	38.3 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	408
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Appetite Depressants

Agents that are used to suppress appetite. (See all compounds classified as Appetite Depressants.)

Hypolipidemic Agents

Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS. (See all compounds classified as Hypolipidemic Agents.)

4.2 ATC Code

A - Alimentary tract and metabolism

A10 - Drugs used in diabetes

A10B - Blood glucose lowering drugs, excl. insulins

A10BX - Other blood glucose lowering drugs, excl. insulins

A10BX06 - Benfluorex

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