| Identification | Back Directory | [Name]
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol | [CAS]
467-04-9 | [Synonyms]
oripavine
Brn 0046094
Einecs 207-385-6
Codeinone Impurity 7
Morphine Sulfate Impurity C
Morphine Sulfate EP Impurity C
Codeine Monohydrate Impurity L
Morphine Hydrochloride Impurity C
Codeine Monohydrate EP Impurity L
Morphine Hydrochloride EP Impurity C
6,7,8,14-Tetradehydro-4,5α-epoxy-6-methoxy-17-methylmorphinan-3-ol
(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-4,5-alpha-epoxy-6-methoxy-17-methyl-morphinan-3-ol
Morphinan-3-ol, 6,7,8,14-tetradehydro-4,5-alpha-epoxy-6-methoxy-17-methyl-
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
Morphinan-3-ol, 6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methyl-, (5α)-
4,5α-epoxy-6-methoxy-17-methyl-6,7,8,14-tetradehydromorphinan-3-ol(oripavine)
(4R,7aR,12bS)-7-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-9-ol | [EINECS(EC#)]
207-385-6 | [Molecular Formula]
C18H19NO3 | [MOL File]
467-04-9.mol | [Molecular Weight]
297.35 |
| Chemical Properties | Back Directory | [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 | [pka]
9.28±0.40(Predicted) |
| Hazard Information | Back Directory | [Description]
This 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 Properties]
Light Tan Solid | [Uses]
The 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. | [Definition]
ChEBI: Oripavine is a morphinane alkaloid. | [References]
Yunusov, Konovalova, Orekhov., Ber., 68,2158 (1935) Yunusov, Konovalova, Orekhov.,J. Gen. Chern. USSR, 10,641 (1940)
Kiselev, Konovalova., ibid, 18,142 (1948) |
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