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Details

Stereochemistry ACHIRAL
Molecular Formula C16H22Cl2N2O.ClH
Molecular Weight 365.726
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AH-7921 HYDROCHLORIDE

SMILES

Cl.CN(C)C2(CNC(=O)C1=CC=C(Cl)C(Cl)=C1)CCCCC2

InChI

InChIKey=GYMKEMDHKUDSBK-UHFFFAOYSA-N
InChI=1S/C16H22Cl2N2O.ClH/c1-20(2)16(8-4-3-5-9-16)11-19-15(21)12-6-7-13(17)14(18)10-12;/h6-7,10H,3-5,8-9,11H2,1-2H3,(H,19,21);1H

HIDE SMILES / InChI

Molecular Formula C16H22Cl2N2O
Molecular Weight 329.265
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28713291 | https://www.ncbi.nlm.nih.gov/pubmed/26331297 | http://www.emcdda.europa.eu/publications/risk-assessment/AH-7921

AH-7921 (3,4-Dichloro-N-([1-(dimethylamino)cyclohexyl] methyl)benzamide) is an N-substituted cyclohexylmethylbenzamide classified as an opioid analgesic with high addictive liability. The compound acts as an agonist of μ-opioid receptors, although at high doses it can also stimulate κ-opioid receptors. In animal studies, AH-7921 produced typical morphine-like actions, i.e., antinociception, respiratory depression, sedation, miosis, inhibition of gut propulsion, and lowered body temperature, with a potency almost equipotent to that of morphine. There is limited information available on the routes of administration and the doses of AH-7921 used. The compound is taken orally, nasally, by smoking, and, less commonly, by intravenous injection. Minimal oral effective doses for complete pain suppression by AH 7921 are 1.25 and 13.8 mg/kg for canine and rhesus monkey, respectively.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
1-(3,4-Dichlorobenzamidomethyl)cyclohexyldimethylamine and related compounds as potential analgesics.
1974 Nov
Patents

Patents

Sample Use Guides

Light dose is 5-10 mg, common dose is 10–25 mg and strong dose is over 25 mg.
Route of Administration: Oral
For metabolic stability, 1 μmol/L AH-7921 was incubated with human liver microsome (HLM) for up to 1 h, for metabolite profiling, 10 μmol/L was incubated with pooled human hepatocytes for up to 3 h. Hepatocyte samples were analyzed by liquid chromatography quadrupole/time-of-flight high-resolution mass spectrometry. AH-7921 in vitro half-life was 13.5±0.4 min.
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:38:09 UTC 2023
Edited
by admin
on Sat Dec 16 18:38:09 UTC 2023
Record UNII
2LHH46TE35
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AH-7921 HYDROCHLORIDE
Code English
BENZAMIDE, 3,4-DICHLORO-N-((1-(DIMETHYLAMINO)CYCLOHEXYL)METHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
3,4-DICHLORO-N-((1-(DIMETHYLAMINO)CYCLOHEXYL)METHYL)BENZAMIDE MONOHYDROCHLORIDE
Systematic Name English
AH7921 HYDROCHLORIDE
Code English
1-(3,4-DICHLOROBENZAMIDOMETHYL)CYCLOHEXYLDIMETHYLAMINE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
21409948
Created by admin on Sat Dec 16 18:38:09 UTC 2023 , Edited by admin on Sat Dec 16 18:38:09 UTC 2023
PRIMARY
CAS
41804-96-0
Created by admin on Sat Dec 16 18:38:09 UTC 2023 , Edited by admin on Sat Dec 16 18:38:09 UTC 2023
PRIMARY
FDA UNII
2LHH46TE35
Created by admin on Sat Dec 16 18:38:09 UTC 2023 , Edited by admin on Sat Dec 16 18:38:09 UTC 2023
PRIMARY
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ACTIVE MOIETY