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    Chemistry

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    Also known as: 58895-64-0, Nalmefene hcl, Revex, Nalmefenehydrochloride, Jf-1 hydrochloride, K7k69qc05x
    Molecular Formula
    C21H26ClNO3
    Molecular Weight
    375.9  g/mol
    InChI Key
    GYWMRGWFQPSQLK-OPHZJPRHSA-N
    FDA UNII
    K7K69QC05X
    Nalmefene Hydrochloride
    Nalmefene Hydrochloride is the hydrochloride salt form of nalmefene, a naltrexone analogue with opioid antagonistic property. Nalmefene antagonizes the effects of opioids by competing for the opioid receptors in the CNS. This results in reversal of the effects of the opioids, including reversal of analgesia, euphoria, respiratory depression, hypotension, sedation and physical dependence.
    1 2D Structure

    Nalmefene Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4R,4aS,7aS,12bS)-3-(cyclopropylmethyl)-7-methylidene-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H25NO3.ClH/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13;/h4-5,13,16,19,23-24H,1-3,6-11H2;1H/t16-,19+,20+,21-;/m1./s1
    2.1.3 InChI Key
    GYWMRGWFQPSQLK-OPHZJPRHSA-N
    2.1.4 Canonical SMILES
    C=C1CCC2(C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3CC6CC6)O.Cl
    2.1.5 Isomeric SMILES
    C=C1CC[C@]2([C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3CC6CC6)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    K7K69QC05X
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6-desoxy-6-methylenenaltrexone

    2. Nalmefene

    3. Revex

    4. Selincro

    2.3.2 Depositor-Supplied Synonyms

    1. 58895-64-0

    2. Nalmefene Hcl

    3. Revex

    4. Nalmefenehydrochloride

    5. Jf-1 Hydrochloride

    6. K7k69qc05x

    7. (4r,4as,7as,12bs)-3-(cyclopropylmethyl)-7-methylidene-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol;hydrochloride

    8. Unii-k7k69qc05x

    9. Revex (tn)

    10. 17-(cyclopropylmethyl)-4,5alpha-epoxy-6-methylenemorphinan-3,14-diol, , Hydrochloride

    11. Schembl628721

    12. Chembl1201152

    13. Dtxsid70891705

    14. Bcp08346

    15. Nalmefene Hydrochloride [mi]

    16. Mfcd27937056

    17. Akos016340557

    18. Ccg-221179

    19. Hs-0037

    20. Nalmefene Hydrochloride [mart.]

    21. Nalmefene Hydrochloride [vandf]

    22. Nalmefene Hydrochloride [who-dd]

    23. Morphinan-3,14-diol, 17-(cyclopropylmethyl)-4,5-epoxy-6-methylene-, Hydrochloride, (5alpha)-

    24. B7584

    25. Nalmefene Hydrochloride [orange Book]

    26. D02104

    27. Sr-01000000007

    28. Sr-01000000007-2

    29. Q27282058

    30. 17-cyclopropylmethyl-4,5a-epoxy-6-methylenemorphinan-3,14-diol

    31. (5?)-17-(cyclopropylmethyl)-4,5-epoxy-6-methylenemorphinan-3,14-diol Hydrochloride

    32. 17-cyclopropylmethyl-4,5a-epoxy-6-methylenemorphinan-3,14-diol Hydrochloride

    33. (4r,4as,7as,12bs)-3-(cyclopropylmethyl)-7-methylidene-2,4,5,6,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol,hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 375.9 g/mol
    Molecular Formula C21H26ClNO3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count2
    Exact Mass375.1601214 g/mol
    Monoisotopic Mass375.1601214 g/mol
    Topological Polar Surface Area52.9 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity618
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Narcotic Antagonists

    Agents inhibiting the effect of narcotics on the central nervous system. (See all compounds classified as Narcotic Antagonists.)

    4.2 FDA Pharmacological Classification
    4.2.1 Pharmacological Classes
    Opioid Antagonists [MoA]; Opioid Antagonist [EPC]

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    25-Jun-2021
    11-Apr-2024
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