U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C23H31NO2.ClH
Molecular Weight 389.959
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHADYL ACETATE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=UXBPQRGCVJOTNT-UHFFFAOYSA-N
InChI=1S/C23H31NO2.ClH/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;1H

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

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

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

TitleDatePubMed
Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats.
2002 Oct
Stereoselective Inhibition of the hERG1 Potassium Channel.
2010
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 05:33:42 GMT 2023
Edited
by admin
on Sat Dec 16 05:33:42 GMT 2023
Record UNII
3ZD9WAO92T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHADYL ACETATE HYDROCHLORIDE
Common Name English
ACETYLMETHADOL HYDROCHLORIDE
Common Name English
BENZENEETHANOL, .BETA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, ACETATE (ESTER), HYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
3ZD9WAO92T
Created by admin on Sat Dec 16 05:33:42 GMT 2023 , Edited by admin on Sat Dec 16 05:33:42 GMT 2023
PRIMARY
DRUG BANK
DBSALT002241
Created by admin on Sat Dec 16 05:33:42 GMT 2023 , Edited by admin on Sat Dec 16 05:33:42 GMT 2023
PRIMARY
PUBCHEM
38100
Created by admin on Sat Dec 16 05:33:42 GMT 2023 , Edited by admin on Sat Dec 16 05:33:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID50959615
Created by admin on Sat Dec 16 05:33:42 GMT 2023 , Edited by admin on Sat Dec 16 05:33:42 GMT 2023
PRIMARY
CAS
38821-43-1
Created by admin on Sat Dec 16 05:33:42 GMT 2023 , Edited by admin on Sat Dec 16 05:33:42 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE