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Chemistry

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Also known as: Statobex, 50-58-8, Adipost, Adphen, X-trozine, Alphazine
Molecular Formula
C16H23NO7
Molecular Weight
341.36  g/mol
InChI Key
VEPOHXYIFQMVHW-PVJVQHJQSA-N
FDA UNII
6985IP0T80

Phendimetrazine Tartrate
Phendimetrazine Tartrate is a phenylalkylamine sympathomimetic amine with appetite depressant property. Phendimetrazine tartrate is a prodrug that is hydrolyzed to the active metabolite phenmetrazine, which competes with norepinephrine and dopamine for their presynaptic transporters, thereby blocks the reuptake of these monoamines at the neuronal junctions. As a result, this prolongs activities of dopamine and norepinephrine and leads to central nervous system (CNS) stimulation and metabolic effects, including appetite-suppression, decreased gastric acid secretion and increased blood pressure.
1 2D Structure

Phendimetrazine Tartrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R)-2,3-dihydroxybutanedioic acid;(2S,3S)-3,4-dimethyl-2-phenylmorpholine
2.1.2 InChI
InChI=1S/C12H17NO.C4H6O6/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11;5-1(3(7)8)2(6)4(9)10/h3-7,10,12H,8-9H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t10-,12+;1-,2-/m01/s1
2.1.3 InChI Key
VEPOHXYIFQMVHW-PVJVQHJQSA-N
2.1.4 Canonical SMILES
CC1C(OCCN1C)C2=CC=CC=C2.C(C(C(=O)O)O)(C(=O)O)O
2.1.5 Isomeric SMILES
C[C@H]1[C@@H](OCCN1C)C2=CC=CC=C2.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
6985IP0T80
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Adipost

2. Bontril

3. Di-ap-trol

4. Dyrexan

5. Hyrex

6. Melfiat

7. Obezine

8. Phendimetrazine

9. Phendimetrazine Hydrochloride

10. Phendimetrazine Hydrochloride, (2s-trans)-isomer

11. Phendimetrazine Tartrate, (2s-trans(r-(r*,r*)))-isomer

12. Phendimetrazine Tartrate, (r-(r*,r*))-isomer

13. Phendimetrazine, (2r-cis)-isomer

14. Phendimetrazine, (2s-trans)-isomer

15. Phendimetrazine, Trans(+-)-isomer

16. Prelu-2

17. Trimstat

18. Wehless

19. Weightrol

20. X-trozine

2.3.2 Depositor-Supplied Synonyms

1. Statobex

2. 50-58-8

3. Adipost

4. Adphen

5. X-trozine

6. Alphazine

7. Melfiat

8. Cam-metrazine

9. Bontril Pdm

10. Statobex-g

11. Di-metrex

12. Phendimetrazine Hydrogen Tartrate

13. Sprx-3

14. Sprx-105

15. Phendimetrazine Tartrate [usp]

16. Morpholine, 3,4-dimethyl-2-phenyl-, Tartrate, D-

17. 6985ip0t80

18. Metra

19. Appecon

20. Prelu 2

21. Prelu-2

22. Morpholine, 3,4-dimethyl-2-phenyl-, D-, Bitartrate

23. Phendimetrazine Tartrate (usp)

24. Sprx

25. Phenazine-35

26. Melfiat-105

27. (2r,3r)-2,3-dihydroxybutanedioic Acid;(2s,3s)-3,4-dimethyl-2-phenylmorpholine

28. X-trozine L.a.

29. Phendimetrazine Tartrate Ciii

30. Einecs 200-051-0

31. D-3,4-dimethyl-2-phenyl-morpholine Tartrate

32. Unii-6985ip0t80

33. Statobex (tn)

34. Bontril (tn)

35. Sodium Alginate, Viscosity ~100mp.s

36. (2s,3s)-3,4-dimethyl-2-phenylmorpholine L-(+)-tartrate (1:1)

37. Morpholine, 3,4-dimethyl-2-phenyl-, (2s-trans)-, (r-(r*,r*))-2,3-dihydroxybutanedioate (1:1)

38. Schembl160375

39. Dtxsid70198165

40. Morpholine, 3,4-dimethyl-2-phenyl-, (+)-, Tartrate (1:1)

41. Phendimetrazine Bitartrate [mi]

42. (2r,3r)-2,3-dihydroxybutanedioic Acid; (2s,3s)-3,4-dimethyl-2-phenylmorpholine

43. Morpholine, 3,4-dimethyl-2-phenyl-, (2s,3s)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

44. Phendimetrazine Tartrate [mart.]

45. Phendimetrazine Tartrate [vandf]

46. Phendimetrazine Tartrate [usp-rs]

47. Phendimetrazine Tartrate [who-dd]

48. Phendimetrazine Tartrate [orange Book]

49. D02080

50. Phendimetrazine Tartrate [usp Impurity]

51. Phendimetrazine Tartrate [usp Monograph]

52. 238p764

53. A828189

54. Q27264328

55. (2s,3s)-3,4-dimethyl-2-phenylmorpholine L-(+)-tartrate

56. (2r,3r)-2,3-bis(oxidanyl)butanedioic Acid; (2s,3s)-3,4-dimethyl-2-phenyl-morpholine

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 341.36 g/mol
Molecular Formula C16H23NO7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Exact Mass341.14745207 g/mol
Monoisotopic Mass341.14745207 g/mol
Topological Polar Surface Area128 Ų
Heavy Atom Count24
Formal Charge0
Complexity311
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameBontril pdm
PubMed Healthphendimetrazine
Drug ClassesAppetite Suppressant, Centrally Acting
Drug LabelPhendimetrazine tartrate, as the dextro isomer, has the chemical name of (2S,3S)-3,4-Dimethyl-2-phenylmorpholine L-(+)-tartrate (1:1).The structural formula is: C12H17NOC4H6O6M.W. 341.36Phendimetrazine tartr...
Active IngredientPhendimetrazine tartrate
Dosage FormTablet
RouteOral

2 of 4  
Drug NamePhendimetrazine tartrate
PubMed Healthphendimetrazine
Drug LabelPhendimetrazine tartrate, as the dextro isomer, has the chemical name of (2S, 3S)-3, 4-Dimethyl-2-phenylmorpholine L-(+)-tartrate (1:1).The structural formula is:C12H17NOC4H6O6 M.W. 341.36Phendimetrazine tartrate is a white, odorless crystalline po...
Active IngredientPhendimetrazine tartrate
Dosage FormTablet; Capsule, extended release
RouteOral

3 of 4  
Drug NameBontril pdm
PubMed Healthphendimetrazine
Drug ClassesAppetite Suppressant, Centrally Acting
Drug LabelPhendimetrazine tartrate, as the dextro isomer, has the chemical name of (2S,3S)-3,4-Dimethyl-2-phenylmorpholine L-(+)-tartrate (1:1).The structural formula is: C12H17NOC4H6O6M.W. 341.36Phendimetrazine tartr...
Active IngredientPhendimetrazine tartrate
Dosage FormTablet
RouteOral

4 of 4  
Drug NamePhendimetrazine tartrate
PubMed Healthphendimetrazine
Drug LabelPhendimetrazine tartrate, as the dextro isomer, has the chemical name of (2S, 3S)-3, 4-Dimethyl-2-phenylmorpholine L-(+)-tartrate (1:1).The structural formula is:C12H17NOC4H6O6 M.W. 341.36Phendimetrazine tartrate is a white, odorless crystalline po...
Active IngredientPhendimetrazine tartrate
Dosage FormTablet; Capsule, extended release
RouteOral

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Central Nervous System Stimulants

A loosely defined group of drugs that tend to increase behavioral alertness, agitation, or excitation. They work by a variety of mechanisms, but usually not by direct excitation of neurons. The many drugs that have such actions as side effects to their main therapeutic use are not included here. (See all compounds classified as Central Nervous System Stimulants.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Increased Sympathetic Activity [PE]; Sympathomimetic Amine Anorectic [EPC]; Appetite Suppression [PE]

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