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Details

Stereochemistry ACHIRAL
Molecular Formula C20H22ClNO2
Molecular Weight 343.847
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SKF-83822

SMILES

CC1=CC=CC(=C1)C2CN(CC=C)CCC3=C2C=C(O)C(O)=C3Cl

InChI

InChIKey=HLNOXCRCYMOMLA-UHFFFAOYSA-N
InChI=1S/C20H22ClNO2/c1-3-8-22-9-7-15-16(11-18(23)20(24)19(15)21)17(12-22)14-6-4-5-13(2)10-14/h3-6,10-11,17,23-24H,1,7-9,12H2,2H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/7908949 | https://www.ncbi.nlm.nih.gov/pubmed/11600103

SKF-83822 is a D1/D5 receptor agonist, which activates D1-like receptors coupled to stimulation of adenyl cyclase (AC), but not phosphoinositide (PI) hydrolysis. SKF-83822 is used as a tool compound to study the role of AC-coupled D1 receptors.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P21728
Gene ID: 1812.0
Gene Symbol: DRD1
Target Organism: Homo sapiens (Human)
1.7 nM [Ki]
Target ID: P14416
Gene ID: 1813.0
Gene Symbol: DRD2
Target Organism: Homo sapiens (Human)
71.0 nM [Ki]
Target ID: P21918
Gene ID: 1816.0
Gene Symbol: DRD5
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Dopamine receptor agonists: selectivity and dopamine D1 receptor efficacy.
1990 Jun 12
Patents

Patents

Sample Use Guides

In preclinical experiments on monkeys, SKF-83822 was administered intravenously at 0.08 mg/kg.
Route of Administration: Intravenous
In Vitro Use Guide
Male rats weighing 225-300 g were decapitated, and the striata were dissected on ice, then gently the tissues were gently homogenized at 0°C in 50 mM Tris-maleate buffer (pH 7.4) containing 2 M EGTA. Aliquots of the homogenate were incubated in medium containing Tris-maleate buffer and SKF-83822. Reaction was started by adding [14C]ATP and shaking at 30°C. After 3 min the reaction was terminated in a boiling water bath, the [14C]cyclic AMP formed was separated from unreacted [14C]ATP using alumina and cation exchange resin columns, and the [14C]cyclic AMP content was measured by liquid scintillation counting.
Name Type Language
SKF-83822
Common Name English
1H-3-BENZAZEPINE-7,8-DIOL, 6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPEN-1-YL)-
Systematic Name English
J2.054.792H
Code English
SKF 83822
Common Name English
6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-1H-3-BENZAZEPINE-7,8-DIOL
Systematic Name English
1H-3-BENZAZEPINE-7,8-DIOL, 6-CHLORO-2,3,4,5-TETRAHYDRO-1-(3-METHYLPHENYL)-3-(2-PROPENYL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
10020353
Created by admin on Sat Dec 16 08:03:54 GMT 2023 , Edited by admin on Sat Dec 16 08:03:54 GMT 2023
PRIMARY
CHEBI
64004
Created by admin on Sat Dec 16 08:03:54 GMT 2023 , Edited by admin on Sat Dec 16 08:03:54 GMT 2023
PRIMARY
CAS
74115-08-5
Created by admin on Sat Dec 16 08:03:54 GMT 2023 , Edited by admin on Sat Dec 16 08:03:54 GMT 2023
PRIMARY
FDA UNII
661JNG0144
Created by admin on Sat Dec 16 08:03:54 GMT 2023 , Edited by admin on Sat Dec 16 08:03:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID3043819
Created by admin on Sat Dec 16 08:03:54 GMT 2023 , Edited by admin on Sat Dec 16 08:03:54 GMT 2023
PRIMARY