SKF 83822 hydrobromide

Modify Date: 2025-09-11 11:40:40

SKF 83822 hydrobromide Structure
SKF 83822 hydrobromide structure
Common Name SKF 83822 hydrobromide
CAS Number 74115-10-9 Molecular Weight 424.76
Density N/A Boiling Point N/A
Molecular Formula C20H23BrClNO2 Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS06 GHS09
GHS06, GHS09
Signal Word Danger

 Use of SKF 83822 hydrobromide


SKF83822 hydrobromide is a potent dopamine D1 receptor agonist. SKF83822 hydrobromide activates Gs/olf/adenylyl cyclase (AC)-coupled D1 receptors, but not phospholipase C (PLC)-coupled D1-like receptors[1].

 Names

Name 3-allyl-6-chloro-1-(m-tolyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol hydrobromide

 SKF 83822 hydrobromide Biological Activity

Description SKF83822 hydrobromide is a potent dopamine D1 receptor agonist. SKF83822 hydrobromide activates Gs/olf/adenylyl cyclase (AC)-coupled D1 receptors, but not phospholipase C (PLC)-coupled D1-like receptors[1].
Related Catalog
Target

D1 Receptor

In Vitro SKF83822 (1 μM) increases DARPP-32 phosphorylation in Neostriatal slices. Treatment with SKF83822 for 5 min stimulates DARPP-32 Thr34 phosphorylation maximally at a concentration of 100 μM with a half maximal effect at ∼1 μM. SKF83822 (1 μM) does not affect the phosphorylation of DARPP-32 at Thr75, Ser97 or Ser130[1]. Western Blot Analysis[1] Cell Line: Neostriatal slices Concentration: 1 μM Incubation Time: 0, 0.5, 2, 5, and 10 minutes Result: Treatment with 1 μM increased the level of phospho-Thr34 DARPP-32, maximally by ∼6-fold within 2 min of incubation.
In Vivo SKF83822 activates dopamine D1 receptors coupled to Gαs/olf and downstream cyclase activity. SKF83822 produces a locomotor response in both rodent and non-human primate models without affecting stereotypy, intense grooming, or dyskinesia. An acute injection of SKF83822 (0.4 mg/kg; i.p.) induced a greater than threefold increase in locomotor activity relative to the baseline period for each genotype[1]. Animal Model: Gαq knockout mice[1] Dosage: 0.4 mg/kg Administration: Result: There was a significant increase in locomotor activity in each genotype.
References

[1]. Mahomi Kuroiwa, et al. Regulation of DARPP-32 phosphorylation by three distinct dopamine D1-like receptor signaling pathways in the neostriatum. J Neurochem. 2008 Nov;107(4):1014-26.

[2]. Aliya L Frederick, et al. Neurobehavioral phenotyping of G(αq) knockout mice reveals impairments in motor functions and spatial working memory without changes in anxiety or behavioral despair. Front Behav Neurosci. 2012 Jun 19;6:29.

 Chemical & Physical Properties

Molecular Formula C20H23BrClNO2
Molecular Weight 424.76
Exact Mass 423.06000
PSA 43.70000
LogP 5.13160
InChIKey CFWPKYBBXBANLU-UHFFFAOYSA-N
SMILES Br.C=CCN1CCc2c(cc(O)c(O)c2Cl)C(c2cccc(C)c2)C1

 Safety Information

Symbol GHS06 GHS09
GHS06, GHS09
Signal Word Danger
Hazard Statements H301-H400
Precautionary Statements P273-P301 + P310
RIDADR UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
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