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Details

Stereochemistry RACEMIC
Molecular Formula C20H24ClNO2.ClH
Molecular Weight 382.324
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHOPHOLINE HYDROCHLORIDE

SMILES

Cl.COC1=CC2=C(C=C1OC)C(CCC3=CC=C(Cl)C=C3)N(C)CC2

InChI

InChIKey=VKRFWQKEQQQVIZ-UHFFFAOYSA-N
InChI=1S/C20H24ClNO2.ClH/c1-22-11-10-15-12-19(23-2)20(24-3)13-17(15)18(22)9-6-14-4-7-16(21)8-5-14;/h4-5,7-8,12-13,18H,6,9-11H2,1-3H3;1H

HIDE SMILES / InChI
METHOPHOLINE, an isoquinoline derivative, is an opioid analgesic drug. Its (R)-enatiomer is approximately six times more potent than codeine, and (S)-enantiomer is inactive. METHOPHOLINE was withdrawn from the market for reasons of safety.

Approval Year

PubMed

PubMed

TitleDatePubMed
Clinical studies of Versidyne, a non-narcotic analgesic.
1961 Dec
An evaluation of the efficacy of methopholine for the relief of postoperative pain.
1962 Sep
Versidyne. Its use in vascular headache.
1963 Jan
METHOPHOLINE, A NEW ANALGESIC AGENT.
1963 Nov
METABOLIC STUDIES OF VERSIDYNE, A NEW ANALGESIC, IN THE RABBIT AND IN MAN.
1964 May
Plasma levels and renal excretion of unchanged methopholine in man.
1967 Nov 15
Name Type Language
METHOPHOLINE HYDROCHLORIDE
Common Name English
METOFOLINE HYDROCHLORIDE [MI]
Common Name English
METOFOLINE HYDROCHLORIDE
MI  
Common Name English
ISOQUINOLINE, 1-(2-(4-CHLOROPHENYL)ETHYL)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
1-(P-CHLOROPHENETHYL)-2-METHYL-6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE HYDROCHLORIDE
Common Name English
ISOQUINOLINE, 1-(P-CHLOROPHENETHYL)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-, HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
FDA UNII
9JQ4XQI0UL
Created by admin on Fri Dec 15 15:12:25 GMT 2023 , Edited by admin on Fri Dec 15 15:12:25 GMT 2023
PRIMARY
CAS
7558-47-6
Created by admin on Fri Dec 15 15:12:25 GMT 2023 , Edited by admin on Fri Dec 15 15:12:25 GMT 2023
PRIMARY
PUBCHEM
119057565
Created by admin on Fri Dec 15 15:12:25 GMT 2023 , Edited by admin on Fri Dec 15 15:12:25 GMT 2023
PRIMARY