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    Technical details about Dexmethylphenidate, learn more about the structure, uses, toxicity, action, side effects and more

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    Dexmethylphenidate

    APIs // Active Pharmaceutical Ingredients

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    2D Structure
    1. Also known as: Dexmethylphenidate hcl, Focalin, D-threo-methylphenidate hydrochloride, 19262-68-1, Focalin xr, 23655-65-4
    Molecular Formula
    C14H20ClNO2
    Molecular Weight
    269.77  g/mol
    InChI Key
    JUMYIBMBTDDLNG-OJERSXHUSA-N
    FDA UNII
    1678OK0E08
    A methylphenidate derivative, DOPAMINE UPTAKE INHIBITOR and CENTRAL NERVOUS SYSTEM STIMULANT that is used in the treatment of ATTENTION DEFICIT HYPERACTIVITY DISORDER.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    methyl (2R)-2-phenyl-2-[(2R)-piperidin-2-yl]acetate;hydrochloride
    2.1.2 InChI
    InChI=1S/C14H19NO2.ClH/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12;/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3;1H/t12-,13-;/m1./s1
    2.1.3 InChI Key
    JUMYIBMBTDDLNG-OJERSXHUSA-N
    2.1.4 Canonical SMILES
    COC(=O)C(C1CCCCN1)C2=CC=CC=C2.Cl
    2.1.5 Isomeric SMILES
    COC(=O)[C@@H]([C@H]1CCCCN1)C2=CC=CC=C2.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    1678OK0E08
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dexmethylphenidate

    2. Focalin

    3. Focalin Xr

    4. Hydrochloride, Dexmethylphenidate

    5. Xr, Focalin

    2.3.2 Depositor-Supplied Synonyms

    1. Dexmethylphenidate Hcl

    2. Focalin

    3. D-threo-methylphenidate Hydrochloride

    4. 19262-68-1

    5. Focalin Xr

    6. 23655-65-4

    7. Metadate Cd

    8. Metadate Er

    9. Equasym Xl

    10. Dexmethylphenidate Hydrochloride [usan]

    11. Ritalin

    12. 4b3sc438hi

    13. Dex-methylphenidate Hydrochloride

    14. Methyl (2r)-2-phenyl-2-[(2r)-piperidin-2-yl]acetate;hydrochloride

    15. 1678ok0e08

    16. Methylphenidate D-threo-form Hydrochloride

    17. Methyl (2r)-phenyl((2r)-piperidin-2-yl)acetate Hydrochloride

    18. 19262-68-1 (hcl)

    19. Methyl (2r)-2-phenyl-2-[(2r)-piperidin-1-ium-2-yl]acetate;chloride

    20. Quillichew

    21. Quillivant

    22. Aptensio

    23. Foquest

    24. Oros Mph

    25. Aptensio Xr

    26. Methylin Er

    27. Ritalin La

    28. Ritalin Sr

    29. Chembl904

    30. (r)-methyl 2-phenyl-2-((r)-piperidin-2-yl)acetate Hydrochloride

    31. Daytrana

    32. Dexmethylphenidate Hydrochloride (usan)

    33. Spd544

    34. Spd-544

    35. Dl-threo-methylphenidate Hcl

    36. Biphentin

    37. Equasym

    38. Methypatch

    39. Metadate Mr

    40. Unii-1678ok0e08

    41. Equasym Ir

    42. Ritalin Qd

    43. Focalin (tn)

    44. Dl-threo-methylphenidate Hydrochloride

    45. Adhansia Xr

    46. Jornay Pm

    47. Methyl .alpha.-phenyl-2-piperidineacetate Hydrochloride

    48. Unii-4b3sc438hi

    49. Nwp-06

    50. Dtxsid50940927

    51. D-threo Methylphenidate Hydrochloride

    52. Akos027321667

    53. Rac-threo-methylphenidate Hydrochloride

    54. 2-piperidineacetic Acid, Alpha-phenyl-, Methyl Ester, Hydrochloride, (alphar,2r)-

    55. 2-piperidineacetic Acid, Alpha-phenyl-, Methyl Ester, Hydrochloride, (r*,r*)- (+-)-

    56. 2-piperidineacetic Acid, Alpha-phenyl-, Methyl Ester, Hydrochloride, (r-(r*,r*))-

    57. Methylphenidate Hydrochloride [mi]

    58. (+/-)-threo-methylphenidate Hydrochloride

    59. Methylphenidate Hydrochloride [jan]

    60. Methylphenidate Hydrochloride [mart.]

    61. Methylphenidate Hydrochloride [vandf]

    62. Methylphenidate Hydrochloride [who-dd]

    63. D03721

    64. Dexmethylphenidate Hydrochloride [mart.]

    65. Dexmethylphenidate Hydrochloride [vandf]

    66. Dexmethylphenidate Hydrochloride [who-dd]

    67. Methylphenidate Hydrochloride [orange Book]

    68. Methylphenidate Hydrochloride Cii [usp-rs]

    69. Methylphenidate Hydrochloride [ep Monograph]

    70. Methylphenidate Hydrochloride [usp Monograph]

    71. Dexmethylphenidate Hydrochloride [orange Book]

    72. Methylphenidate D-threo-form Hydrochloride [mi]

    73. Q47487562

    74. Azstarys Component Dexmethylphenidate Hydrochloride

    75. Dexmethylphenidate Hydrochloride Component Of Azstarys

    76. Methyl Phenyl(piperidin-2-yl)acetate--hydrogen Chloride (1/1)

    77. Methylphenidate Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    78. 2-piperidineacetic Acid, .alpha.-phenyl-, Methyl Ester, Hydrochloride, (r*,r*)-(+/-)-

    79. 2-piperidineacetic Acid, .alpha.-phenyl-, Methyl Ester, Hydrochloride,(.alpha.r,2r)-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 269.77 g/mol
    Molecular Formula C14H20ClNO2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count4
    Exact Mass269.1182566 g/mol
    Monoisotopic Mass269.1182566 g/mol
    Topological Polar Surface Area38.3 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity249
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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 6  
    Drug NameDexmethylphenidate hydrochloride
    Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
    Active IngredientDexmethylphenidate hydrochloride
    Dosage FormTablet; Capsule, extended release
    Routeoral; Oral
    Strength2.5mg; 5mg; 25mg; 30mg; 10mg; 15mg; 40mg; 20mg
    Market StatusTentative Approval; Prescription
    CompanyWatson Labs; Mylan Pharms; Teva Pharms; Intellipharmaceutics; Teva Pharms Usa

    2 of 6  
    Drug NameFocalin
    PubMed HealthDexmethylphenidate (By mouth)
    Drug ClassesCNS Stimulant
    Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
    Active IngredientDexmethylphenidate hydrochloride
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg; 10mg
    Market StatusPrescription
    CompanyNovartis

    3 of 6  
    Drug NameFocalin xr
    PubMed HealthDexmethylphenidate (By mouth)
    Drug ClassesCNS Stimulant
    Drug LabelFocalin XR is an extended-release formulation of dexmethylphenidate with a bi-modal release profile. Focalin XR uses the proprietary SODAS (Spheroidal Oral Drug Absorption System) technology. Each bead-filled Focalin XR capsule contains half the dose...
    Active IngredientDexmethylphenidate hydrochloride
    Dosage FormCapsule, extended release
    RouteOral
    Strength25mg; 30mg; 15mg; 5mg; 10mg; 40mg; 20mg; 35mg
    Market StatusPrescription
    CompanyNovartis

    4 of 6  
    Drug NameDexmethylphenidate hydrochloride
    Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
    Active IngredientDexmethylphenidate hydrochloride
    Dosage FormTablet; Capsule, extended release
    Routeoral; Oral
    Strength2.5mg; 5mg; 25mg; 30mg; 10mg; 15mg; 40mg; 20mg
    Market StatusTentative Approval; Prescription
    CompanyWatson Labs; Mylan Pharms; Teva Pharms; Intellipharmaceutics; Teva Pharms Usa

    5 of 6  
    Drug NameFocalin
    PubMed HealthDexmethylphenidate (By mouth)
    Drug ClassesCNS Stimulant
    Drug LabelFocalin (dexmethylphenidate hydrochloride) is the d-threo-enantiomer of racemic methylphenidate hydrochloride, which is a 50/50 mixture of the d-threo and l-threo-enantiomers. Focalin is a central nervous system (CNS) stimulant, available in 3 tabl...
    Active IngredientDexmethylphenidate hydrochloride
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg; 10mg
    Market StatusPrescription
    CompanyNovartis

    6 of 6  
    Drug NameFocalin xr
    PubMed HealthDexmethylphenidate (By mouth)
    Drug ClassesCNS Stimulant
    Drug LabelFocalin XR is an extended-release formulation of dexmethylphenidate with a bi-modal release profile. Focalin XR uses the proprietary SODAS (Spheroidal Oral Drug Absorption System) technology. Each bead-filled Focalin XR capsule contains half the dose...
    Active IngredientDexmethylphenidate hydrochloride
    Dosage FormCapsule, extended release
    RouteOral
    Strength25mg; 30mg; 15mg; 5mg; 10mg; 40mg; 20mg; 35mg
    Market StatusPrescription
    CompanyNovartis

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    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
    Central Nervous System Stimulation [PE]; Central Nervous System Stimulant [EPC]
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