METHADYL ACETATE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Possibly Marketed Outside US

Details

Stereochemistry	MIXED
Molecular Formula	C23H31NO2
Molecular Weight	353.4977
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of METHADYL ACETATE

Structure Search

SMILES

CCC(OC(C)=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=XBMIVRRWGCYBTQ-UHFFFAOYSA-N

InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3

HIDE SMILES / InChI

Molecular Formula	C23H31NO2
Molecular Weight	353.4977
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6365017 | https://www.ncbi.nlm.nih.gov/pubmed/7406654 | https://www.ncbi.nlm.nih.gov/pubmed/318710

Methadyl Acetate is a narcotic analgesic with a long onset and duration of action. Methadyl Acetate is primarily a mu-type opioid receptor agonist and the drug decreases a patient's opioid use by preventing opioid withdrawal. Levacetylmethadol, the enantiomer of Methadyl Acetate, was approved in 1993 by the U.S. Food and Drug Administration for use in the treatment of opioid dependence. In 2001, levacetylmethadol was removed from the U.S. market due to reports of life-threatening ventricular rhythm disorders.

Approval Year

PubMed

PubMed

Title	Date	PubMed
Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats.	2002 Oct	12373424
Stereoselective Inhibition of the hERG1 Potassium Channel.	2010	21833176

Patents

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:02:20 UTC 2023` Edited by `admin` on `Fri Dec 15 17:02:20 UTC 2023`
Record UNII	L59OC40KWJ
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

METHADYL ACETATE

Official Name

English

6-(Dimethylamino)-4,4-diphenyl-3-heptanol acetate (ester)

Common Name

English

IDS-NA-004

Code

English

acetylmethadol [INN]

Common Name

English

ACETYLMETHADOL

Official Name

English

O-ACETYL-6-DIMETHYLAMINO-4,4-DIPHENYL-3-HEPTANOL

Systematic Name

English

METHADYL ACETATE [USAN]

Common Name

English

ACSCN-9601

Code

English

NIH-2953

Code

English

METHADYL ACETATE [MI]

Common Name

English

BENZENEETHANOL, .BETA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, ACETATE (ESTER)

Common Name

English

3-ACETOXY-6-DIMETHYLAMINO-4,4-DIPHENYLHEPTANE

Systematic Name

English

Classification Tree Code System Code

DEA NO.

9601

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

NCI_THESAURUS

C67413

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

Code System Code Type Description

INN

654

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

PRIMARY

DRUG BANK

DB01433

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

PRIMARY

RXCUI

6814

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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RxNorm

DRUG CENTRAL

1729

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

PRIMARY

ECHA (EC/EINECS)

208-103-4

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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NCI_THESAURUS

C91045

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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CAS

509-74-0

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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WIKIPEDIA

Acetylmethadol

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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MESH

D008692

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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MERCK INDEX

m7287

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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Merck Index

EPA CompTox

DTXSID2023274

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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ChEMBL

CHEMBL170179

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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EVMPD

SUB05232MIG

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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FDA UNII

L59OC40KWJ

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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PUBCHEM

10517

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

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SMS_ID

100000084601

Created by admin on Fri Dec 15 17:02:20 UTC 2023 , Edited by admin on Fri Dec 15 17:02:20 UTC 2023

PRIMARY

Related Record Type Details


					3ZD9WAO92T

METHADYL ACETATE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Related Record Type Details


					F3F26TZ9HN

HYDROXYHEXAMIDE

METABOLITE -> PARENT

Comments:

Metabolite to parent drug to non-uraemic human plasma was determined after chronic administration of parent drug.

Interaction Type:

METABOLITE TO PARENT DRUG RATIO

Qualification:

PLASMA

Amount:


					F3F26TZ9HN

HYDROXYHEXAMIDE

METABOLITE -> PARENT

Comments:

Percent of dose excreted in urine as metabolite

Qualification:

URINE

Amount:

Related Record Type Details


					L59OC40KWJ

METHADYL ACETATE

ACTIVE MOIETY