METOPON

First approved in 1947

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H21NO3
Molecular Weight	299.3642
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC3=CC=C(O)C4=C3[C@]5(CCN1C)[C@@]2([H])CCC(=O)[C@]5(C)O4

InChI

InChIKey=NPZXCTIHHUUEEJ-CMKMFDCUSA-N

InChI=1S/C18H21NO3/c1-17-14(21)6-4-11-12-9-10-3-5-13(20)16(22-17)15(10)18(11,17)7-8-19(12)2/h3,5,11-12,20H,4,6-9H2,1-2H3/t11-,12+,17-,18-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C18H21NO3
Molecular Weight	299.3642
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8788432 | https://www.ncbi.nlm.nih.gov/pubmed/18897557

Metopon was developed as an analgesic opium derivative. This drug has a high affinity to the mu-opioid receptor and produces antinociception through this receptor. Metopon was available in Canada only in tablet form for oral administration; however, because of the drug addiction, the Drug Addiction Committee recommended its limited use.

Originator

Approval Year

Sourcing

Vendor/Aggregator	ID	URL
HongKong Chemhere	SCA54164
NovoSeek	5359353
Toronto Research Chemicals	M567890
ZINC	ZINC000003875958	http://zinc15.docking.org/substances/ZINC000003875958

PubMed

Title	Date	PubMed
Metopon.	1947 Sep	20260534
Metopon hydrochloride (methyldihydromorphinone hydrochloride).	1948 Jan	18897557
METOPON hydrochloride, alcohol-dextrose, dextrose vitamin solutions.	1948 Jul	18874488
Pharmacology of metopon and other new analgesic opium derivatives.	1948 Nov 1	18890117
A comparison of the actions of meperidine, Nu-1196, methadone, morphine, Nu-2206, and metopon upon the intestine and uterus.	1950 Jul	15437304

Patents

Sample Use Guides

In Vivo Use Guide

Metopon will be available in Canada only in tablet form for oral administration. The tablets will be put up in bottles of 50 and each tablet will contain 8.0 mgm. of metopon hydrochloride.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:00:55 GMT 2023` Edited by `admin` on `Fri Dec 15 15:00:55 GMT 2023`
Record UNII	94XZ1CC69D
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METOPON

Official Name

English

IDS-NM-006

Code

English

(5.ALPHA.)-4,5-EPOXY-3-HYDROXY-5,17-DIMETHYLMORPHINAN-6-ONE

Systematic Name

English

METOPON [MI]

Common Name

English

METHYLDIHYDROMORPHINONE

Common Name

English

metopon [INN]

Common Name

English

MORPHINAN-6-ONE, 4,5-EPOXY-3-HYDROXY-5,17-DIMETHYL-, (5.ALPHA.)-

Systematic Name

English

Metopon [WHO-DD]

Common Name

English

5-METHYLDIHYDROMORPHINONE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67413