METHOPHOLINE HYDROCHLORIDE

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 Search

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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C20H24ClNO2
Molecular Weight	345.863
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0032-1317331.pdf | https://www.federalregister.gov/documents/2014/07/02/2014-15371/additions-and-modifications-to-the-list-of-drug-products-that-have-been-withdrawn-or-removed-from

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 METHOPHOLINE was withdrawn from the market for reasons of safety.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

Title	Date	PubMed
Clinical studies of Versidyne, a non-narcotic analgesic.	1961 Dec	14495926
An evaluation of the efficacy of methopholine for the relief of postoperative pain.	1962 Sep	14475666
Versidyne. Its use in vascular headache.	1963 Jan	13975764
METHOPHOLINE, A NEW ANALGESIC AGENT.	1963 Nov	14082642
METABOLIC STUDIES OF VERSIDYNE, A NEW ANALGESIC, IN THE RABBIT AND IN MAN.	1964 May	14181280
Plasma levels and renal excretion of unchanged methopholine in man.	1967 Nov 15	6057015

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:12:24 GMT 2023` Edited by `admin` on `Fri Dec 15 15:12:24 GMT 2023`
Record UNII	9JQ4XQI0UL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHOPHOLINE HYDROCHLORIDE

Common Name

English

METOFOLINE HYDROCHLORIDE [MI]

Common Name

English

METOFOLINE HYDROCHLORIDE

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

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METHOPHOLINE

PARENT -> SALT/SOLVATE

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					72L4ZT2W1P

METHOPHOLINE

ACTIVE MOIETY

Details

SMILES

InChI

DescriptionSources: https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0032-1317331.pdf | https://www.federalregister.gov/documents/2014/07/02/2014-15371/additions-and-modifications-to-the-list-of-drug-products-that-have-been-withdrawn-or-removed-from

Approval Year

PubMed

Description
Sources: https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0032-1317331.pdf | https://www.federalregister.gov/documents/2014/07/02/2014-15371/additions-and-modifications-to-the-list-of-drug-products-that-have-been-withdrawn-or-removed-from