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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

Molecular Formula C23H31NO2
Molecular Weight 353.4977
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:28:59 GMT 2023
Edited
by admin
on Fri Dec 15 15:28:59 GMT 2023
Record UNII
BXF83S0HEL
Record Status Validated (UNII)
Record Version
  • Download
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 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
NCI_THESAURUS C241
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
Code System Code Type Description
DRUG BANK
DB01555
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
FDA UNII
BXF83S0HEL
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
NCI_THESAURUS
C72134
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
EVMPD
SUB05363MIG
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
SMS_ID
100000087449
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID70169198
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
INN
351
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
CAS
17199-58-5
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
PUBCHEM
22308
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107793
Created by admin on Fri Dec 15 15:28:59 GMT 2023 , Edited by admin on Fri Dec 15 15:28:59 GMT 2023
PRIMARY
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