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

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    Diprenorphine

    INTERMEDIATES

    PharmaCompass
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    2D Structure
    Also known as: 14357-78-9, Diprenorfin, Revivon, Dea no. 9058, 1f0l5n25zz, Chebi:4650
    Molecular Formula
    C26H35NO4
    Molecular Weight
    425.6  g/mol
    InChI Key
    OIJXLIIMXHRJJH-KNLIIKEYSA-N
    FDA UNII
    1F0L5N25ZZ
    A narcotic antagonist similar in action to NALOXONE. It is used to remobilize animals after ETORPHINE neuroleptanalgesia and is considered a specific antagonist to etorphine.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-(2-hydroxypropan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol
    2.1.2 InChI
    InChI=1S/C26H35NO4/c1-23(2,29)18-13-24-8-9-26(18,30-3)22-25(24)10-11-27(14-15-4-5-15)19(24)12-16-6-7-17(28)21(31-22)20(16)25/h6-7,15,18-19,22,28-29H,4-5,8-14H2,1-3H3/t18-,19-,22-,24-,25+,26-/m1/s1
    2.1.3 InChI Key
    OIJXLIIMXHRJJH-KNLIIKEYSA-N
    2.1.4 Canonical SMILES
    CC(C)(C1CC23CCC1(C4C25CCN(C3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)O
    2.1.5 Isomeric SMILES
    CC(C)([C@H]1C[C@@]23CC[C@@]1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)O
    2.2 Other Identifiers
    2.2.1 UNII
    1F0L5N25ZZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Diprenorphine Hydrochloride

    2. Hydrochloride, Diprenorphine

    3. Revivon

    2.3.2 Depositor-Supplied Synonyms

    1. 14357-78-9

    2. Diprenorfin

    3. Revivon

    4. Dea No. 9058

    5. 1f0l5n25zz

    6. Chebi:4650

    7. Chembl281786

    8. M. 5050

    9. Diprenorphine (inn)

    10. M50-50 Injection

    11. M5050

    12. Diprenorphine [inn:ban]

    13. Diprenorphine [inn]

    14. M-5050

    15. Diprenorfina [inn-spanish]

    16. (1s,2s,6r,14r,15r,16r)-5-(cyclopropylmethyl)-16-(2-hydroxypropan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol

    17. Diprenorfina

    18. Diprenorphinum

    19. 21-cyclopropyl-6,7,8,14-tetrahydro-7alpha-(1-hydroxy-1-methylethyl)-6,14-endo-ethanooripavine

    20. Diprenorphinum [inn-latin]

    21. Unii-1f0l5n25zz

    22. (5?,7?)-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-?,?-dimethyl-6,14-ethenomorphinan-7-methanol

    23. Einecs 238-325-7

    24. M 5050 Injection

    25. Diprenorphine-hcl

    26. Diprenorphine [mi]

    27. M50-50

    28. Schembl164910

    29. Gtpl1617

    30. Dtxsid00903941

    31. Zinc4102215

    32. Bdbm50001714

    33. Akos024457358

    34. Db01548

    35. 6,14-ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-.alpha.,.alpha.-dimethyl-, (5.alpha.,7.alpha.)-

    36. 6,14-ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha,alpha-dimethyl-, (5alpha,7alpha)-

    37. Hy-107742

    38. D07863

    39. M 5050

    40. Q424009

    41. Epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha,alpha-dimethyl-, (5alpha,7alpha)-

    42. (5alpha,7alpha)-17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha,alpha-dimethyl-6,14-ethenomorphinan-7-methanol

    43. 17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-?,?-dimethyl-6,14-ethenomorphinan-7-methanol

    44. 2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(1s,2r,6s,14r,15r,16r)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-2-propanol

    45. 2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(1s,2r,6s,14r,15r,16r)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-2-propanol(diprenorphine)

    46. 2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7(12),8,10-trien-16-yl]-2-propanol

    47. 6,14-endo-ethanotetrahydrooripavine, 21-cyclopropyl-7a-(1-hydroxy-1-methylethyl)- (8ci) 1-n-cyclopropylmethyl-6,7,8,14-tetrahydro-6,14-endoethano-7-(2'-hydroxy-2'-propyl)nororipavine

    48. 6,14-ethenomorphinan-3-ol, 17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-18-(1-hydroxy-1-methylethyl)-6-methoxy-, (5alpha,6beta,14beta,18r)-

    49. 6,14-ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-alpha,alpha-dimethyl-, (5alpha,7alpha)- (9ci)

    2.4 Create Date
    2005-06-01
    3 Chemical and Physical Properties
    Molecular Weight 425.6 g/mol
    Molecular Formula C26H35NO4
    XLogP33.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count4
    Exact Mass425.25660860 g/mol
    Monoisotopic Mass425.25660860 g/mol
    Topological Polar Surface Area62.2 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity783
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Diprenorphine is indicated to reverse the effects of powerful opioids including etorphine and carfentanil, often used for tranquilizing large animals. This drug is not approved for use in humans.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Narcotic Antagonists

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

    5.2 Mechanism of Action

    Diprenorphine binds approximately equally to the three subtypes of opioid receptorsand antagonizes them.