(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol

(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Basic information
Product Name:(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
Synonyms:(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol;oripavine;(5R)-6-Methoxy-6,7,8,14-tetradehydro-4,5-epoxy-17-methylmorphinan-3-ol;3-Hydroxy-4,5α-epoxy-6-methoxy-17-methyl-6,7,8,14-tetradehydromorphinan;6,7,8,14-Tetradehydro-4,5α-epoxy-6-methoxy-17-methylmorphinan-3-ol;6,7,8,14-Tetradehydro-4,5-alpha-epoxy-6-methoxy-17-methyl-morphinan-3-ol;Brn 0046094;Einecs 207-385-6
CAS:467-04-9
MF:C18H19NO3
MW:297.35
EINECS:2073856
Product Categories:Chiral Reagents;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:467-04-9.mol
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Structure
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Chemical Properties
Melting point 181-186°C (dec.)
alpha D20 -211.8°
Boiling point 480.5±45.0 °C(Predicted)
density 1.38±0.1 g/cm3(Predicted)
storage temp. Controlled Substance, -20°C Freezer
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka9.28±0.40(Predicted)
color Off-White to Dark Brown
Safety Information
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data467-04-9(Hazardous Substances Data)
DEA Controlled SubstancesCSCN: 9330
CSA SCH: Schedule II
NARC: Yes
MSDS Information
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Usage And Synthesis
DescriptionThis alkaloid was first obtained from the leaves of Papaver orientalis by moistening the dried leaves with ammonia and extracting them with CH2CI2. Subsequently it has been isolated from P. bracteaturn and on recrystallization from EtOH it forms colourless needles. It is readily soluble in CHCI3, sparingly so in EtOH and Me2CO and insoluble in H20. It is laevorotatory with [α]D - 211.8° (CHC13) and yields a hydrochloride, m.p. 258-9°C (dec.) and a methiodide, m.p. 207-8°C. The alkaloid dissolves in aqueous NaOH yielding a crystalline sodium derivative.
Chemical PropertiesLight Tan Solid
UsesThe major metabolite of Thebaine. Oripavine possesses an analgesic potency comparable to Morphine; it is not clinically useful due to severe toxicity and low therapeutic index. An opiate.
DefinitionChEBI: Oripavine is a morphinane alkaloid.
ReferencesYunusov, Konovalova, Orekhov., Ber., 68,2158 (1935) Yunusov, Konovalova, Orekhov.,J. Gen. Chern. USSR, 10,641 (1940)
Kiselev, Konovalova., ibid, 18,142 (1948)
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Preparation Products And Raw materials
Raw materialsTHEBAINE
Preparation ProductsNaloxone
Tag:(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol(467-04-9) Related Product Information