6,14-Endoethenotetrahydrooripavine is the central nucleus, or backbone, of a class of morphinan opioids known as the Bentley compounds and may be considered their "privileged scaffold".[1][2] These include but are not limited to etorphine and buprenorphine. They usually have thebaine or oripavine as their precursor in their syntheses (and are thus termed "thevinols" and "orvinols", respectively).
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| IUPAC name
(4R,7S,7aR,12bR)-7-Methoxy-3-methyl-2,3,4,4a,7,7a-hexahydro-1H-4al5-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-9-ol
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C20H23NO3 | |
| Molar mass | 325.408 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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See also
editReferences
edit- ^ Bentley, Kenneth W.; Hardy, Denis G. (June 1967). "Novel analgesics and molecular rearrangements in the morphine-thebaine group. III. Alcohols of the 6,14-endo-ethenotetrahydrooripavine series and derived analogs of N-allylnormorphine and -norcodeine". Journal of the American Chemical Society. 89 (13): 3281–3292. doi:10.1021/ja00989a032. ISSN 0002-7863. PMID 6042764.
- ^ PubChem. "6,14-Endoethenotetrahydrooripavine". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-21.
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