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ALPHAZINE

ALPHAZINE

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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 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

ALPHAZINE

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 Formula	C₁₆H₂₃NO₇
Molecular Weight	341.36 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	341.14745207 g/mol
Monoisotopic Mass	341.14745207 g/mol
Topological Polar Surface Area	128 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	311
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Bontril pdm
PubMed Health	phendimetrazine
Drug Classes	Appetite Suppressant, Centrally Acting
Drug Label	Phendimetrazine 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 Ingredient	Phendimetrazine tartrate
Dosage Form	Tablet
Route	Oral

2 of 4
Drug Name	Phendimetrazine tartrate
PubMed Health	phendimetrazine
Drug Label	Phendimetrazine 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 Ingredient	Phendimetrazine tartrate
Dosage Form	Tablet; Capsule, extended release
Route	Oral

3 of 4
Drug Name	Bontril pdm
PubMed Health	phendimetrazine
Drug Classes	Appetite Suppressant, Centrally Acting
Drug Label	Phendimetrazine 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 Ingredient	Phendimetrazine tartrate
Dosage Form	Tablet
Route	Oral

4 of 4
Drug Name	Phendimetrazine tartrate
PubMed Health	phendimetrazine
Drug Label	Phendimetrazine 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 Ingredient	Phendimetrazine tartrate
Dosage Form	Tablet; Capsule, extended release
Route	Oral

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]