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    Nalbuphine Hydrochloride

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    2D Structure
    Also known as: Nubain, Nalbuphine hcl, 23277-43-2, Nalbuphine hydrochloride [usan], En-2234a, Nalbufine hydrochloride
    Molecular Formula
    C21H28ClNO4
    Molecular Weight
    393.9  g/mol
    InChI Key
    YZLZPSJXMWGIFH-BCXQGASESA-N
    FDA UNII
    ZU4275277R
    A narcotic used as a pain medication. It appears to be an agonist at KAPPA RECEPTORS and an antagonist or partial agonist at MU RECEPTORS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4R,4aS,7S,7aR,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H27NO4.ClH/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12;/h4-5,12,15-16,19,23-25H,1-3,6-11H2;1H/t15-,16+,19-,20-,21+;/m0./s1
    2.1.3 InChI Key
    YZLZPSJXMWGIFH-BCXQGASESA-N
    2.1.4 Canonical SMILES
    C1CC(C1)CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O.Cl
    2.1.5 Isomeric SMILES
    C1CC(C1)CN2CC[C@]34[C@@H]5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    ZU4275277R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. En 2234a

    2. En-2234a

    3. En2234a

    4. Nalbuphine

    5. Nalbuphine Serb

    6. Nubain

    2.3.2 Depositor-Supplied Synonyms

    1. Nubain

    2. Nalbuphine Hcl

    3. 23277-43-2

    4. Nalbuphine Hydrochloride [usan]

    5. En-2234a

    6. Nalbufine Hydrochloride

    7. Nsc-757829

    8. Zu4275277r

    9. (4r,4as,7s,7ar,12bs)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol;hydrochloride

    10. Nalbuphine Hydrochloride (usan)

    11. Chebi:7455

    12. Nalbufina Clorhidrato [spanish]

    13. En 2234a

    14. Einecs 245-549-9

    15. Nalbuphinehydrochloride

    16. Unii-zu4275277r

    17. Prestwick_344

    18. Nubain (tn)

    19. 17-(cyclobutylmethyl)-4,5alpha-epoxymorphinan-3,6alpha,14-triol Hydrochloride

    20. (5alpha,6alpha)-17-(cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol Hydrochloride

    21. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5-alpha,6-alpha)-

    22. Schembl41123

    23. Mls002154202

    24. Chembl1201132

    25. Dtxsid20177844

    26. Hms1568g18

    27. Nalbuphine Hydrochloride [mi]

    28. Ccg-220118

    29. Nsc 757829

    30. Pw-4142

    31. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5alpha,6alpha)-

    32. Morphinan-3,6-alpha,14-triol, 17-(cyclobutylmethyl)-4,5-alpha-epoxy-, Hydrochloride

    33. Nalbuphine Hydrochloride [mart.]

    34. Nalbuphine Hydrochloride [vandf]

    35. Nalbuphine Hydrochloride [who-dd]

    36. Bn161328

    37. Smr001233488

    38. Nalbuphine Hydrochloride [orange Book]

    39. D00843

    40. E98629

    41. Q27107499

    42. (-)-17-(cyclobutylmethyl)- 4,5a-epoxymorphinan- 3,6a,14-triol Hydrochloride

    43. 17-(cyclobutylmethyl)-4,5.alpha.-epoxymorphinan-3,6.alpha.,14-triol Hydrochloride

    44. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5.alpha.,6.alpha.)-

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

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 393.9 g/mol
    Molecular Formula C21H28ClNO4
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass393.1706861 g/mol
    Monoisotopic Mass393.1706861 g/mol
    Topological Polar Surface Area73.2 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity597
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    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 2  
    Drug NameNalbuphine hydrochloride
    Drug LabelAmpulFliptop VialProtect from light.Rx OnlyNalbuphine hydrochloride is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. It is chemically related to both the widely used opioid antagonist, naloxone, and the potent opioid ana...
    Active IngredientNalbuphine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength20mg/ml; 10mg/ml
    Market StatusPrescription
    CompanyHospira

    2 of 2  
    Drug NameNalbuphine hydrochloride
    Drug LabelAmpulFliptop VialProtect from light.Rx OnlyNalbuphine hydrochloride is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. It is chemically related to both the widely used opioid antagonist, naloxone, and the potent opioid ana...
    Active IngredientNalbuphine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength20mg/ml; 10mg/ml
    Market StatusPrescription
    CompanyHospira

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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 Agonist/Antagonist [EPC]; Partial Opioid Agonists [MoA]; Competitive Opioid Antagonists [MoA]