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(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 ??? ???
?? ??:
467-04-9
???:
(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
???(??):
oripavine;Brn 0046094;Einecs 207-385-6;Codeinone Impurity 7;Morphine Sulfate Impurity C;Morphine Sulfate EP Impurity C;Codeine Monohydrate Impurity L;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
???:
C18H19NO3
??? ??:
297.35
MOL ??:
467-04-9.mol

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

???
181-186°C (dec.)
??
D20 -211.8°
?? ?
480.5±45.0 °C(Predicted)
??
1.38±0.1 g/cm3(Predicted)
?? ??
Controlled Substance, -20°C Freezer
???
?????(?? ???), ???(?? ???)
??? ??
??
??? ??
??? ??
?? ?? (pKa)
9.28±0.40(Predicted)
??
???? ?? ?????
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
????(UN No.) 1544
?? ?? 6.1(b)
???? III
?? ?? ??? 467-04-9(Hazardous Substances Data)
DEA Controlled Substances CSCN: 9330
CSA SCH: Schedule II
NARC: Yes
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H336 ?? ?? ???? ??? ? ?? ?????? ?? ??(1? ??);???? ?? 3 ?? P261, P271, P304+P340, P312,P403+P233, P405, P501
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P270 ? ??? ??? ??? ???, ???? ???? ???.
P271 ?? ?? ??? ? ?? ???? ?????.
P301+P312 ??? ???? ??? ????(??)? ??? ????.

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

??

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.

??? ??

Light Tan Solid

??

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.

?? ??

Yunusov, 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 ?? ?? ? ???

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