(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
- CAS No.
- 467-04-9
- Chemical Name:
- (5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
- Synonyms
- oripavine;Brn 0046094;Einecs 207-385-6;Codeinone Impurity 7;Morphine Sulfate Impurity C;Codeine Monohydrate Impurity L;Morphine Sulfate EP 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
- CBNumber:
- CB6905927
- Molecular Formula:
- C18H19NO3
- Molecular Weight:
- 297.35
- MDL Number:
- MOL File:
- 467-04-9.mol
| 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 |
| pka | 9.28±0.40(Predicted) |
| color | Off-White to Dark Brown |
| EWG's Food Scores | 1 |
| FDA UNII | 575AOU51CR |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H336 |
| Precautionary statements | P261-P264-P270-P271-P301+P312-P304+P340+P312 |
| RIDADR | 1544 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| DEA Controlled Substances | CSCN: 9330 CSA SCH: Schedule II NARC: Yes |
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Chemical Properties,Uses,Production
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)
