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Details

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

SHOW SMILES / InChI
Structure of .ALPHA.-ACETYLMETHADOL HYDROCHLORIDE

SMILES

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

InChI

InChIKey=UXBPQRGCVJOTNT-TVNLMDKXSA-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/t18-,22-;/m1./s1

HIDE SMILES / InChI

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

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 Sat Dec 16 18:59:32 GMT 2023
Edited
by admin
on Sat Dec 16 18:59:32 GMT 2023
Record UNII
3SA3GLL5HG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.ALPHA.-ACETYLMETHADOL HYDROCHLORIDE
Common Name English
BENZENEETHANOL, .BETA.-((2R)-2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, 1-ACETATE, HYDROCHLORIDE (1:1), (.ALPHA.R)-
Systematic Name English
BENZENEETHANOL, .BETA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, ACETATE (ESTER), HYDROCHLORIDE, (R-(R*,R*))-
Common Name English
(+)-.ALPHA.-ACETYLMETHADOL HYDROCHLORIDE
Common Name English
.ALPHA.-D-ACETYLMETHADOL HYDROCHLORIDE
Common Name English
((3R,6R)-6-(DIMETHYLAMINO)-4,4-DIPHENYLHEPTAN-3-YL) ACETATE;HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
FDA UNII
3SA3GLL5HG
Created by admin on Sat Dec 16 18:59:32 GMT 2023 , Edited by admin on Sat Dec 16 18:59:32 GMT 2023
PRIMARY
PUBCHEM
201444
Created by admin on Sat Dec 16 18:59:32 GMT 2023 , Edited by admin on Sat Dec 16 18:59:32 GMT 2023
PRIMARY
CAS
53757-35-0
Created by admin on Sat Dec 16 18:59:32 GMT 2023 , Edited by admin on Sat Dec 16 18:59:32 GMT 2023
PRIMARY
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