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    Tapentadol

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 175591-09-0, Tapentadol hcl, Nucynta, Palexia, Tapentadol (hydrochloride), Nucynta er
    Molecular Formula
    C14H24ClNO
    Molecular Weight
    257.80  g/mol
    InChI Key
    ZELFLGGRLLOERW-YECZQDJWSA-N
    FDA UNII
    71204KII53
    An opioid analgesic, MU OPIOID RECEPTOR agonist, and noradrenaline reuptake inhibitor that is used in the treatment of moderate to severe pain, and of pain associated with DIABETIC NEUROPATHIES.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[(2R,3R)-1-(dimethylamino)-2-methylpentan-3-yl]phenol;hydrochloride
    2.1.2 InChI
    InChI=1S/C14H23NO.ClH/c1-5-14(11(2)10-15(3)4)12-7-6-8-13(16)9-12;/h6-9,11,14,16H,5,10H2,1-4H3;1H/t11-,14+;/m0./s1
    2.1.3 InChI Key
    ZELFLGGRLLOERW-YECZQDJWSA-N
    2.1.4 Canonical SMILES
    CCC(C1=CC(=CC=C1)O)C(C)CN(C)C.Cl
    2.1.5 Isomeric SMILES
    CC[C@@H](C1=CC(=CC=C1)O)[C@@H](C)CN(C)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    71204KII53
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)phenol

    2. Nucynta

    3. Tapentadol

    2.3.2 Depositor-Supplied Synonyms

    1. 175591-09-0

    2. Tapentadol Hcl

    3. Nucynta

    4. Palexia

    5. Tapentadol (hydrochloride)

    6. Nucynta Er

    7. Bn-200 Hydrochloride

    8. Cg5503 Hydrochloride

    9. Cg-5503 Hydrochloride

    10. 3-((2r,3r)-1-(dimethylamino)-2-methylpentan-3-yl)phenol Hydrochloride

    11. 71204kii53

    12. 175591-09-0 (hcl)

    13. Tapentadol Hydrochloride (jan)

    14. Tapentadol Hydrochloride [jan]

    15. 3-[(1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol Hydrochloride

    16. Palexia Retard

    17. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)phenol Hydrochloride

    18. Unii-71204kii53

    19. Palexia Sr

    20. Phenol, 3-[(1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]-, Hydrochloride (1:1)

    21. Phenol, 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)-, Hydrochloride (1:1)

    22. Nucynta (tn)

    23. Schembl238138

    24. Jns-024 Er

    25. Chembl1201777

    26. Dtxsid00938677

    27. Amy25232

    28. Hy-70042a

    29. Mfcd00944992

    30. Tapentadol Hydrochloride [mi]

    31. Akos016842888

    32. Cs-0879

    33. Tapentadol Hydrochloride [mart.]

    34. Tapentadol Hydrochloride [vandf]

    35. Tapentadol Hydrochloride [who-dd]

    36. Ac-32018

    37. Tapentadol Hydrochloride [orange Book]

    38. D10199

    39. Tapentadol Hydrochloride [ep Monograph]

    40. 591t238

    41. Tapentadol Hydrochloride (1.0 Mg/ml In Methanol)

    42. R-331333

    43. Q27265914

    44. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl) Phenol Hydrochloride

    45. 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)-phenol Hydrochloride

    46. 3-[(2r,3r)-1-(dimethylamino)-2-methylpentan-3-yl]phenol;hydrochloride

    47. 3-[1-(dimethylamino)-2-methylpentan-3-yl]phenol--hydrogen Chloride (1/1)

    48. (-)-(1r,2r)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenol Hydrochloride

    49. (-)-(1r,2r)-3-(3-dimethylamino-1-ethyl-2-methylpropyl)-phenol Hydrochloride

    50. 3-[(1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol Monohydrochloride

    51. Phenol, 3-((1r,2r)-3-(dimethylamino)-1-ethyl-2-methylpropyl)-, Hydrochloride

    52. Phenol, 3-(3-(dimethylamino)-1-ethyl-2-methylpropyl)-, Hydrochloride, (r-(r*,r*))-

    53. Tapentadol Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 257.80 g/mol
    Molecular Formula C14H24ClNO
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count5
    Exact Mass257.1546421 g/mol
    Monoisotopic Mass257.1546421 g/mol
    Topological Polar Surface Area23.5 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity193
    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 4  
    Drug NameNucynta
    PubMed HealthTapentadol (By mouth)
    Drug ClassesAnalgesic
    Drug LabelNUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
    Active IngredientTapentadol hydrochloride
    Dosage FormTablet; Solution
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 75mg base; eq 20mg base/ml
    Market StatusPrescription
    CompanyJanssen Pharms

    2 of 4  
    Drug NameNucynta er
    Drug LabelNUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
    Active IngredientTapentadol hydrochloride
    Dosage FormTablet, extended release
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 250mg base; eq 150mg base; eq 200mg base
    Market StatusPrescription
    CompanyJanssen Pharms

    3 of 4  
    Drug NameNucynta
    PubMed HealthTapentadol (By mouth)
    Drug ClassesAnalgesic
    Drug LabelNUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
    Active IngredientTapentadol hydrochloride
    Dosage FormTablet; Solution
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 75mg base; eq 20mg base/ml
    Market StatusPrescription
    CompanyJanssen Pharms

    4 of 4  
    Drug NameNucynta er
    Drug LabelNUCYNTA ER (tapentadol) is a mu-opioid receptor agonist, supplied in extended-release film-coated tablets for oral administration, containing 58.24, 116.48, 174.72, 232.96, and 291.20 mg of tapentadol hydrochloride in each tablet strength, correspo...
    Active IngredientTapentadol hydrochloride
    Dosage FormTablet, extended release
    RouteOral
    Strengtheq 100mg base; eq 50mg base; eq 250mg base; eq 150mg base; eq 200mg base
    Market StatusPrescription
    CompanyJanssen Pharms

    4.2 Drug Indication

    Treatment of acute pain

    Treatment of acute pain

    Treatment of acute pain

    Treatment of chronic pain

    Treatment of chronic pain

    Treatment of acute pain

    Treatment of chronic pain

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Adrenergic Uptake Inhibitors

    Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)

    Analgesics, Opioid

    Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Opioid Agonists [MoA]; Opioid Agonist [EPC]