Details
Stereochemistry | RACEMIC |
Molecular Formula | C20H22ClNO2.BrH |
Molecular Weight | 424.759 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Br.CC1=CC=CC(=C1)C2CN(CC=C)CCC3=C2C=C(O)C(O)=C3Cl
InChI
InChIKey=CFWPKYBBXBANLU-UHFFFAOYSA-N
InChI=1S/C20H22ClNO2.BrH/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;1H
Molecular Formula | C20H22ClNO2 |
Molecular Weight | 343.847 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Molecular Formula | BrH |
Molecular Weight | 80.912 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/11600103Curator'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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11600103
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.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P21728 Gene ID: 1812.0 Gene Symbol: DRD1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7908949 |
1.7 nM [Ki] | ||
Target ID: P14416 Gene ID: 1813.0 Gene Symbol: DRD2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/1973652 |
71.0 nM [Ki] | ||
Target ID: P21918 Gene ID: 1816.0 Gene Symbol: DRD5 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24552847 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Dopamine receptor agonists: selectivity and dopamine D1 receptor efficacy. | 1990 Jun 12 |
|
Evidence for a distinct D1-like dopamine receptor that couples to activation of phosphoinositide metabolism in brain. | 1994 May |
|
Aberrant behavioral effects of a dopamine D1 receptor antagonist and agonist in monkeys: evidence of uncharted dopamine D1 receptor actions. | 2001 Oct 1 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16682023
In preclinical experiments on monkeys, SKF-83822 was administered intravenously at 0.08 mg/kg.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7908949
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.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:56:44 GMT 2023
by
admin
on
Sat Dec 16 07:56:44 GMT 2023
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Record UNII |
2377D7H0WG
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Record Status |
Validated (UNII)
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Record Version |
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-
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74115-10-9
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