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    Chemistry

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    Also known as: Vyvanse, 608137-33-3, Nrp-104, Lisdexamfetamine mesilate, Spd489, Tyvense
    Molecular Formula
    C17H33N3O7S2
    Molecular Weight
    455.6  g/mol
    InChI Key
    CETWSOHVEGTIBR-FORAGAHYSA-N
    FDA UNII
    SJT761GEGS
    Lisdexamfetamine Dimesylate
    A dextroamphetamine drug precursor that also functions as a CENTRAL NERVOUS SYSTEM STIMULANT and DOPAMINE UPTAKE INHIBITOR and is used in the treatment of ATTENTION DEFICIT HYPERACTIVITY DISORDER.
    1 2D Structure

    Lisdexamfetamine Dimesylate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide;methanesulfonic acid
    2.1.2 InChI
    InChI=1S/C15H25N3O.2CH4O3S/c1-12(11-13-7-3-2-4-8-13)18-15(19)14(17)9-5-6-10-16;2*1-5(2,3)4/h2-4,7-8,12,14H,5-6,9-11,16-17H2,1H3,(H,18,19);2*1H3,(H,2,3,4)/t12-,14-;;/m0../s1
    2.1.3 InChI Key
    CETWSOHVEGTIBR-FORAGAHYSA-N
    2.1.4 Canonical SMILES
    CC(CC1=CC=CC=C1)NC(=O)C(CCCCN)N.CS(=O)(=O)O.CS(=O)(=O)O
    2.1.5 Isomeric SMILES
    C[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N.CS(=O)(=O)O.CS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    SJT761GEGS
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dimesylate, Lis-dexamfetamine

    2. Dimesylate, Lisdexamfetamine

    3. Elvanse

    4. Lis Dexamfetamine Dimesylate

    5. Lis-dexamfetamine Dimesylate

    6. Lisdexamfetamine

    7. Nrp 104

    8. Nrp-104

    9. Nrp104

    10. Vyvanse

    2.3.2 Depositor-Supplied Synonyms

    1. Vyvanse

    2. 608137-33-3

    3. Nrp-104

    4. Lisdexamfetamine Mesilate

    5. Spd489

    6. Tyvense

    7. Nrp104

    8. Spd-489

    9. Lisdexamfetamine Dimesylate [usan]

    10. Lisdexamfetamine Dimesilate

    11. Sjt761gegs

    12. Lisdexamphetamine Dimesilate

    13. L-lysine-d-amphetamine Dimesylate

    14. Lisdexamfetamine Dimethanesulfonate

    15. (2s)-2,6-diamino-n-[(1s)-1-methyl-2-phenylethyl]hexanamide Dimethanesulfonate

    16. Lis-dexamfetamine Dimesylate

    17. Lisdexamfetamine Mesilate (jan)

    18. Lisdexamfetamine Dimesylate (usan)

    19. Lisdexamfetamine Mesylate

    20. Nrp 104

    21. Lisdexamfetamine Mesilate [jan]

    22. (2s)-2,6-diamino-n-[(2s)-1-phenylpropan-2-yl]hexanamide;methanesulfonic Acid

    23. Unii-sjt761gegs

    24. Venvanse

    25. (2s)-2,6-diamino-n-((1s)-1-methyl-2-phenylethyl)hexanamide Dimethanesulfonate

    26. Lys-amp

    27. Spd 489

    28. Lys-d-amp

    29. Elvanse (tn)

    30. Vyvanse (tn)

    31. Schembl678421

    32. Chembl1201178

    33. Dtxsid60209653

    34. Lisdexamfetamine Dimesylate Solution

    35. Bcp24044

    36. Akos030254940

    37. Lisdexamfetamine Mesilate [mart.]

    38. Ldx

    39. Lisdexamfetamine Mesilate [who-dd]

    40. Lisdexamfetamine Dimesylate [vandf]

    41. D04747

    42. Lisdexamfetamine Dimethanesulfonate [mi]

    43. Lisdexamfetamine Dimesylate [orange Book]

    44. 137l333

    45. Q27289243

    46. (2s)-2,6-diamino-n-((1s)-1-methyl-2-phenylethyl)hexanamide Dimethanesulphonate

    47. Hexanamide, 2,6-diamino-n-((1s)-1-methyl-2-phenylethyl), (2s), Dimethanesulfonate

    48. Hexanamide, 2,6-diamino-n-((1s)-1-methyl-2-phenylethyl), (2s), Dimethanesulphonate

    49. Ldx;lisdexamfetamine Mesilate;lisdexamfetamine Mesylate;nrp 104;nrp-104;spd 489

    50. Lisdexamfetamine Dimesylate Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 455.6 g/mol
    Molecular Formula C17H33N3O7S2
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count8
    Exact Mass455.17599275 g/mol
    Monoisotopic Mass455.17599275 g/mol
    Topological Polar Surface Area207 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity344
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameLisdexamfetamine dimesylate
    Drug LabelVyvanse (lisdexamfetamine dimesylate), a CNS stimulant,isa capsule for once-a-day oral administration. The chemical designation for lisdexamfetamine dimesylate is (2S)-2,6-diamino-N-[(1S)-1-methyl-2-phenylethyl] hexanamide dimethanesulfonate....
    Active IngredientLisdexamfetamine dimesylate
    Dosage FormCapsule
    RouteOral
    Strength30mg; 50mg; 60mg; 40mg; 70mg; 20mg
    Market StatusTentative Approval
    CompanyMylan Pharms; Amneal Pharms; Roxane

    2 of 4  
    Drug NameVyvanse
    PubMed HealthAmphetamine (By mouth)
    Drug ClassesAmphetamine
    Drug LabelVyvanse (lisdexamfetamine dimesylate), a CNS stimulant,isa capsule for once-a-day oral administration. The chemical designation for lisdexamfetamine dimesylate is (2S)-2,6-diamino-N-[(1S)-1-methyl-2-phenylethyl] hexanamide dimethanesulfonate....
    Active IngredientLisdexamfetamine dimesylate
    Dosage FormCapsule
    RouteOral
    Strength30mg; 50mg; 60mg; 40mg; 20mg; 70mg
    Market StatusPrescription
    CompanyShire Development

    3 of 4  
    Drug NameLisdexamfetamine dimesylate
    Drug LabelVyvanse (lisdexamfetamine dimesylate), a CNS stimulant,isa capsule for once-a-day oral administration. The chemical designation for lisdexamfetamine dimesylate is (2S)-2,6-diamino-N-[(1S)-1-methyl-2-phenylethyl] hexanamide dimethanesulfonate....
    Active IngredientLisdexamfetamine dimesylate
    Dosage FormCapsule
    RouteOral
    Strength30mg; 50mg; 60mg; 40mg; 70mg; 20mg
    Market StatusTentative Approval
    CompanyMylan Pharms; Amneal Pharms; Roxane

    4 of 4  
    Drug NameVyvanse
    PubMed HealthAmphetamine (By mouth)
    Drug ClassesAmphetamine
    Drug LabelVyvanse (lisdexamfetamine dimesylate), a CNS stimulant,isa capsule for once-a-day oral administration. The chemical designation for lisdexamfetamine dimesylate is (2S)-2,6-diamino-N-[(1S)-1-methyl-2-phenylethyl] hexanamide dimethanesulfonate....
    Active IngredientLisdexamfetamine dimesylate
    Dosage FormCapsule
    RouteOral
    Strength30mg; 50mg; 60mg; 40mg; 20mg; 70mg
    Market StatusPrescription
    CompanyShire Development

    4.2 Drug Indication

    Treatment of Attention Deficit Hyperactivity Disorder (ADHD)

    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.)

    Dopamine Uptake Inhibitors

    Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake. (See all compounds classified as Dopamine Uptake Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Central Nervous System Stimulation [PE]; Central Nervous System Stimulant [EPC]

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    25-Jan-2021
    25-Jul-2024
    KGS
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    Average Price (USD/KGS)

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    DOSAGE - CAPSULE;ORAL - 10MG

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