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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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