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467-04-9

467-04-9

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467-04-9 Usage

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.

References

Yunusov, Konovalova, Orekhov., Ber., 68,2158 (1935) Yunusov, Konovalova, Orekhov.,J. Gen. Chern. USSR, 10,641 (1940)Kiselev, Konovalova., ibid, 18,142 (1948)

Check Digit Verification of cas no

The CAS Registry Mumber 467-04-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,6 and 7 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 467-04:
(5*4)+(4*6)+(3*7)+(2*0)+(1*4)=69
69 % 10 = 9
So 467-04-9 is a valid CAS Registry Number.
InChI:InChI=1/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1

467-04-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (4R,7aR,12bS)-7-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-9-ol

1.2 Other means of identification

Product number -
Other names 3-O-demethyl-thebaine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:467-04-9 SDS

467-04-9Relevant articles and documents

Identification of fluorinated (R)-(?)-aporphine derivatives as potent and selective ligands at serotonin 5-HT2C receptor

Xu, Yulong,Sromek, Anna W.,Neumeyer, John L.

, p. 230 - 233 (2019)

A series of novel aporphine derivatives were synthesized for initial screening at the 5-HT2 receptor subtypes. Among them, Compounds 11a and 11b were identified as potent 5-HT2C hit ligands with high selectivity over other 5-HT2 receptor subtypes. Molecular docking study revealed that compounds 11a and 11b formed two key interactions with the binding site of 5-HT2C receptor, including a salt-bridge to D3.32 and a H-bond interaction with N6.55.

Synthesis and neuropharmacological evaluation of esters of R(-)-N-alkyl-11-hydroxy-2-methoxynoraporphines

Si, Yu-Gui,Choi, Yong-Kee,Gardner, Matthew P.,Tarazi, Frank I.,Baldessarini, Ross J.,Neumeyer, John L.

, p. 51 - 53 (2009)

We synthesized several esters of R(-)-N-alkyl-11-hydroxy-2-methoxynoraporphines, assessed their affinities at dopamine D1 and D2 receptors in rat forebrain tissue and quantified their effects on motor activity in normal adult male rats. Tested compounds displayed moderate to high affinities to D2 receptors but low affinities to D1 receptors. The most D2-potent (Ki = 18.9 nM) and selective novel agent (>529-fold vs D1 sites) was R(-)-2-methoxy-11-acetyloxy-N-n-propylnoraporphine (compound 4b). At moderate doses, the compound proved to have prolonged behavioral locomotor activity.

METHODS FOR THE PREPARATION OF HYDROMORPHONE

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Paragraph 0078; 0079, (2015/09/22)

The present application relates to methods for the preparation of morphine derivatives. In particular, the present application relates to methods for the preparation of hydromorphone from oripavine and oripavine from thebaine.

METHOD OF PREPARING BUPRENORPHINE

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Paragraph 0143; 0154, (2014/09/03)

An improved process for preparing buprenorphine and a method for increasing the yield of buprenorphine or a derivative thereof.