Oripavine

Oripavine
Names
IUPAC name
6,7,8,14-Tetradehydro-4,5α-epoxy-6-methoxy-17-methylmorphinan-3-ol
Other names
3-O-desmethylthebaine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.715
EC Number
  • 207-385-6
KEGG
MeSH Oripavine
UNII
  • InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1 Y
    Key: ZKLXUUYLEHCAMF-UUWFMWQGSA-N Y
  • InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1
    Key: ZKLXUUYLEHCAMF-UUWFMWQGBL
  • Key: ZKLXUUYLEHCAMF-UUWFMWQGSA-N
  • OC1=C(O[C@H]2C(OC)=CC=C3[C@@]42CCN5C)C4=C(C[C@H]35)C=C1
Properties
C18H19NO3
Molar mass 297.348 g/mol
Pharmacology
N02A (WHO)
SC
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Oripavine is an opioid and the major metabolite of thebaine. It is the precursor to the semi-synthetic compounds etorphine and buprenorphine. Although this chemical compound has analgesic potency comparable to morphine, it is not used clinically due to severe adverse effects and a low therapeutic index. Being a precursor to a series of extremely strong opioids, oripavine is a controlled substance in some jurisdictions.