S2816
SKF-83959 hydrobromide
≥98% (HPLC), solid
Synonym(s):
6-Chloro-7,8-dihydroxy-3-methyl-1-(3-methylphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide
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About This Item
Empirical Formula (Hill Notation):
C18H20NClO2 · HBr
CAS Number:
Molecular Weight:
398.72
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
solid
color
white
solubility
DMSO: >20 mg/mL, H2O: insoluble
SMILES string
Br[H].CN1CCc2c(Cl)c(O)c(O)cc2C(C1)c3cccc(C)c3
InChI
1S/C18H20ClNO2.BrH/c1-11-4-3-5-12(8-11)15-10-20(2)7-6-13-14(15)9-16(21)18(22)17(13)19;/h3-5,8-9,15,21-22H,6-7,10H2,1-2H3;1H
InChI key
FHYWNBUFNGHNCP-UHFFFAOYSA-N
Gene Information
human ... DRD1(1812)
Application
SKF-83959 was used in dopamine signaling studies on eye blinking in monkeys and on phosphorylation of CaMKIIα in mice.
Biochem/physiol Actions
D1 dopamine receptor agonist. Displays antagonist activity in vitro and agonist activity in vivo.
SKF-83959 is an atypical agonist of D1 dopamine receptor and an allosteric modulator of σ-1 receptor on in brain and liver tissues. It has neuroprotective and anti-parkinsonian effects through selective activation of phosphoinositol-linked D1 receptor and promotes migration of cultures astrocytes by ERK1/2 activation. In in vitro studies SKF-83959 exhibits antagonist activity against dopamine D1 receptors coupled to adenylyl cyclase.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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