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S2816

Sigma-Aldrich

SKF-83959 hydrobromide

≥98% (HPLC), solid

Sinônimo(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

Fórmula empírica (Notação de Hill):
C18H20NClO2 · HBr
Número CAS:
80751-85-5
Peso molecular:
398.72
Número MDL:
MFCD03792727
Código UNSPSC:
12352200
ID de substância PubChem:
24278699
NACRES:
NA.77

R$ 1.901,00

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Ensaio

≥98% (HPLC)

Formulário

solid

cor

white

solubilidade

DMSO: >20 mg/mL
H2O: insoluble

cadeia de caracteres 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

chave InChI

FHYWNBUFNGHNCP-UHFFFAOYSA-N

Informações sobre genes

human ... DRD1(1812)

Aplicação

SKF-83959 was used in dopamine signaling studies on eye blinking in monkeys[1] and on phosphorylation of CaMKIIα in mice.[2]

Ações bioquímicas/fisiológicas

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.[3][4] 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.[3] In in vitro studies SKF-83959 exhibits antagonist activity against dopamine D1 receptors coupled to adenylyl cyclase.[5]

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
0000389825
0000389825
0000176744
047M4747V
109K4704V

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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
Hong-Yuan Chu et al.
Journal of neuroscience research, 89(8), 1259-1266 (2011-05-04)
Dopamine (DA) profoundly modulates excitatory synaptic transmission and synaptic plasticity in the brain. In the present study the effects of SKF83959, the selective agonist of phosphatidylinositol (PI)-linked D(1) -like receptor, on the excitatory synaptic transmission were investigated in rat hippocampus.
Chao Huang et al.
PloS one, 7(11), e49954-e49954 (2012-11-28)
Extracellular signal-regulated kinase 1/2 (ERK1/2) is a member of the mitogen-activated protein kinase family. It can mediate cell migration. Classical dopamine receptor-mediated ERK1/2 phosphorylation is widely studied in neurons. Here, we report that ERK1/2 phosphorylation is also modulated by putative
Jue Liu et al.
Neuropharmacology, 57(2), 164-171 (2009-05-26)
Recent work has demonstrated that a phosphatidylinositol (PI)-linked D(1) dopamine receptor selective agonist, SKF83959, mediates phosphatidylinositol hydrolysis via activation of phospholipase C(beta) in brain. Specific contributions of SKF83959 to synaptic plasticity have not been well elucidated. The aim of the
Katsunori Tomiyama et al.
Synapse (New York, N.Y.), 64(9), 714-720 (2010-03-27)
Orofacial movements are regulated by D(1)-like dopamine receptors interacting with additional mechanisms. Phospholipase C-related catalytically inactive protein (PRIP) regulates cell surface expression of GABA(A) receptors containing a gamma2 subunit. Mutant mice with double knockout of PRIP-1 and PRIP-2 were used
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