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S2816

Sigma-Aldrich

SKF-83959 hydrobromide

≥98% (HPLC), solid

Synonyme(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

Formule empirique (notation de Hill):
C18H20NClO2 · HBr
Numéro CAS:
80751-85-5
Poids moléculaire :
398.72
Numéro MDL:
MFCD03792727
Code UNSPSC :
12352200
ID de substance PubChem :
24278699
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥98% (HPLC)

Forme

solid

Couleur

white

Solubilité

DMSO: >20 mg/mL
H2O: insoluble

Chaîne SMILES 

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

Clé InChI

FHYWNBUFNGHNCP-UHFFFAOYSA-N

Informations sur le gène

human ... DRD1(1812)

Application

SKF-83959 was used in dopamine signaling studies on eye blinking in monkeys and on phosphorylation of CaMKIIα in mice.

Actions biochimiques/physiologiques

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.
D1 dopamine receptor agonist. Displays antagonist activity in vitro and agonist activity in vivo.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000389825
0000389825
0000176744
047M4747V
109K4704V

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Consulter la Bibliothèque de documents

Satoshi Fujita et al.
European journal of pharmacology, 632(1-3), 39-44 (2010-02-04)
This study applies new magnetic sensor-electromyographic technology for recording jaw movements in freely moving rats to analyse topographies of orofacial movement that occur in association with individual elements of behaviour under challenge with two dopamine D(1)-like receptor agonists, SKF 83822
A R Cools et al.
Neuropharmacology, 42(2), 237-245 (2002-01-24)
SKF 83959 that has a unique antiparkinson profile in animal models of Parkinson's disease is an in vitro dopamine D1 antagonist of receptors coupled to adenylyl cyclase. We hypothesized that SKF 83959, among others, interacts with dopamine D1 receptors coupled
Hong-Yuan Chu et al.
Brain research, 1343, 20-27 (2010-04-28)
Central dopaminergic system exerts profound modulation on spontaneous glutamate release in various brain regions mainly through D(1) receptor/cAMP/PKA pathway. It remains unclear whether the phosphatidylinositol (PI)-linked D(1)-like receptors are also involved in such modulatory actions. The identification of substituted phenylbenzazepine
Emily M Jutkiewicz et al.
The Journal of pharmacology and experimental therapeutics, 311(3), 1008-1015 (2004-08-05)
Dopamine D1 ligands have been classified and ordered according to efficacy in both in vitro and in vivo studies. In the present experiments, dopamine D1 ligands reported to differ in in vitro efficacy were evaluated for efficacy-related effects on eye
Guang-Yu Li et al.
Molecular vision, 18, 2882-2895 (2012-12-13)
Oxidative stress is widely implicated in the death of retinal ganglion cells associated with various optic neuropathies. Agonists of the dopamine D(1) receptor have recently been found to be potentially neuroprotective against oxidative stress-induced injury. The goal of this study
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