ChemicalBook > CAS DataBase List > (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

Product Name
(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;Morphine Sulfate EP Impurity C;Codeine Monohydrate Impurity L;Morphine Hydrochloride Impurity C;Codeine Monohydrate EP Impurity L;Morphine Hydrochloride EP Impurity C
CBNumber
CB6905927
Molecular Formula
C18H19NO3
Formula Weight
297.35
MOL File
467-04-9.mol
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(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Property

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
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Safety

RIDADR 
1544
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
467-04-9(Hazardous Substances Data)
DEA Controlled Substances
CSCN: 9330
CSA SCH: Schedule II
NARC: Yes
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H336May cause drowsiness or dizziness

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
NMID734B
Product name
Oripavine
Packaging
50MG
Price
$271
Updated
2023/06/20
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(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Chemical Properties,Usage,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)

(5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol Preparation Products And Raw materials

Raw materials

Preparation Products

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

467-04-9, (5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-olRelated Search:


  • (5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
  • (4R,7aR,12bS)-7-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-9-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
  • Morphinan-3-ol, 6,7,8,14-tetradehydro-4,5-alpha-epoxy-6-methoxy-17-methyl-
  • 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)
  • Codeinone Impurity 7
  • Morphine Sulfate Impurity C
  • Morphine Hydrochloride Impurity C
  • Morphine Hydrochloride EP Impurity C
  • Codeine Monohydrate EP Impurity L
  • Morphine Sulfate EP Impurity C
  • Codeine Monohydrate Impurity L
  • (5α)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol
  • 467-04-9
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