ALPHACETYLMETHADOL

Details

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

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@@H](OC(C)=O)C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=XBMIVRRWGCYBTQ-XMSQKQJNSA-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/t18-,22-/m1/s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12373424
Curator's Comment: description was created based on several sources, including https://en.wikipedia.org/wiki/Alphacetylmethadol

Alphacetylmethadol (INN), aka α-acetylmethadol (AAM), is a synthetic opioid analgesic. Its levorotary enantiomer, levacetylmethadol, is an FDA-approved treatment for opioid addiction. Alphacetylmethadol is very similar in structure to methadone, a widely-prescribed treatment for opioid addiction. In the United States, it is a Schedule I controlled substance under the Controlled Substances Act with an ACSCN of 9603 and a 2013 annual manufacturing quota of 2 grams. Studies in rats indicate that alphacetylmethadol also evokes the heroin-like discriminative stimulus effects.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

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

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

ALPHACETYLMETHADOL

Official Name

English

alphacetylmethadol [INN]

Common Name

English

IDS-NA-008

Code

English

.ALPHA.-D-ACETYLMETHADOL

Common Name

English

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

Systematic Name

English

(3R,6R)-3-ACETOXY-6-DIMETHYLAMINO-4,4-DIPHENYLHEPTANE

Systematic Name

English

ACSCN-9603

Code

English

Classification Tree Code System Code

DEA NO.

9603