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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 of ALPHACETYLMETHADOL

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

HIDE SMILES / InChI

Description
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

Conditions

ConditionModalityTargetsHighest PhaseProduct
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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
ALPHACETYLMETHADOL
INN  
INN  
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
Created by admin on Fri Dec 15 15:28:59 UTC 2023 , Edited by admin on Fri Dec 15 15:28:59 UTC 2023
NCI_THESAURUS C241
Created by admin on Fri Dec 15 15:28:59 UTC 2023 , Edited by admin on Fri Dec 15 15:28:59 UTC 2023
Code System Code Type Description
DRUG BANK
DB01555
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PRIMARY
FDA UNII
BXF83S0HEL
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NCI_THESAURUS
C72134
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EVMPD
SUB05363MIG
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SMS_ID
100000087449
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EPA CompTox
DTXSID70169198
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INN
351
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CAS
17199-58-5
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PUBCHEM
22308
Created by admin on Fri Dec 15 15:28:59 UTC 2023 , Edited by admin on Fri Dec 15 15:28:59 UTC 2023
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ChEMBL
CHEMBL2107793
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