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Dexfenfluramine

Synopsis, Chemistry

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Also known as: 3239-45-0, Isomeride, Adipomin, (+)-fenfluramine hydrochloride, Adifax, Redux

Molecular Formula

C₁₂H₁₇ClF₃N

Molecular Weight

267.72 g/mol

InChI Key

ZXKXJHAOUFHNAS-FVGYRXGTSA-N

FDA UNII

PM28L0FHNP

The S-isomer of FENFLURAMINE. It is a serotonin agonist and is used as an anorectic. Unlike fenfluramine, it does not possess any catecholamine agonist activity.

1 2D Structure

Dexfenfluramine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine;hydrochloride

2.1.2 InChI

InChI=1S/C12H16F3N.ClH/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15;/h4-6,8-9,16H,3,7H2,1-2H3;1H/t9-;/m0./s1

2.1.3 InChI Key

ZXKXJHAOUFHNAS-FVGYRXGTSA-N

2.1.4 Canonical SMILES

CCNC(C)CC1=CC(=CC=C1)C(F)(F)F.Cl

2.1.5 Isomeric SMILES

CCN[C@@H](C)CC1=CC(=CC=C1)C(F)(F)F.Cl

2.2 Other Identifiers

2.2.1 UNII

PM28L0FHNP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dexfenfluramine

2. Hydrochloride, Dexfenfluramine

3. Redux

2.3.2 Depositor-Supplied Synonyms

1. 3239-45-0

2. Isomeride

3. Adipomin

4. (+)-fenfluramine Hydrochloride

5. Adifax

6. Redux

7. D-fenfluramine Hydrochloride

8. Glypolix

9. Dexfenfluramine Hcl

10. S 5614 Hcl

11. Dexfenfluramine Hydrochloride [usan]

12. Pm28l0fhnp

13. (+)-(s)-n-ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine Hydrochloride

14. S-5614 Hcl

15. Dsstox_cid_28797

16. Dsstox_rid_83066

17. Dsstox_gsid_48871

18. Dexfenfluramine Hydrochloride (usan)

19. Chebi:59730

20. Dea No. 1670

21. Cas-3239-45-0

22. Ncgc00247710-01

23. Einecs 221-806-0

24. Unii-pm28l0fhnp

25. C12h16f3n.hcl

26. (s)-(+)-fenfluramine Hydrochloride

27. Redux (tn)

28. (s)-n-ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine Hydrochloride

29. Mls002320658

30. Schembl120916

31. S-5614 Hydrochloride

32. Chembl1887891

33. Dtxsid7048871

34. Dexfenfluramine Hydrochloride- Bio-x

35. Tox21_112864

36. Ip-001

37. Akos024457243

38. Tox21_112864_1

39. Ccg-220638

40. Benzeneethanamine, N-ethyl-alpha-methyl-3-(trifluoromethyl)-, Hydrochloride, (s)-

41. Fenfluramine D-form Hydrochloride

42. Ncgc00247710-02

43. Bf164363

44. Smr001338809

45. Dexfenfluramine Hydrochloride [mart.]

46. Dexfenfluramine Hydrochloride [vandf]

47. Ft-0653919

48. Dexfenfluramine Hydrochloride [who-dd]

49. Fenfluramine D-form Hydrochloride [mi]

50. D03713

51. S-5614

52. 239d450

53. Sr-01000868883

54. Sr-01000868883-2

55. Q27126873

56. (2s)-n-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine;hydrochloride

57. (s)-n-ethyl-?-methyl-3-(trifluoromethyl)benzeneethanamine Hydrochloride

58. (s)-n-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine Hydrochloride

59. (s)-n-ethyl-a-methyl-3-(trifluoromethyl)benzeneethanamine Hydrochloride

60. (s)-n-ethyl-alpha-methyl-3-(trifluoromet Hyl)benzeneethanamine Hydrochloride

61. (+)-(s)-n-ethyl-.alpha.-methyl-m-(trifluoromethyl)phenethylamine Hydrochloride

62. Benzeneethanamine, N-ethyl-.alpha.-methyl-3-(trifluoromethyl)-, Hydrochloride, (s)-

63. Benzeneethanamine, N-ethyl-.alpha.-methyl-3-(trifluoromethyl)-, Hydrochloride, (.alpha.s)-

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₇ClF₃N
Molecular Weight	267.72 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	267.1001617 g/mol
Monoisotopic Mass	267.1001617 g/mol
Topological Polar Surface Area	12 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	203
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Serotonin Receptor Agonists

Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)