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S179

Sigma-Aldrich

R(+)-SKF-81297 hydrobromide

≥98% (HPLC), solid

Synonyme(s) :

R-(+)-6-Chloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

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About This Item

Formule empirique (notation de Hill):
C16H16ClNO2 · HBr
Numéro CAS:
Poids moléculaire :
370.67
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

solid

Activité optique

[α]22/D +15.14°, c = 0.52 in DMF(lit.)

Conditions de stockage

desiccated
protect from light

Couleur

white to off-white

Solubilité

H2O: 6 mg/mL
DMSO: soluble

Chaîne SMILES 

Br[H].Oc1cc2[C@H](CNCCc2c(Cl)c1O)c3ccccc3

InChI

1S/C16H16ClNO2.BrH/c17-15-11-6-7-18-9-13(10-4-2-1-3-5-10)12(11)8-14(19)16(15)20;/h1-5,8,13,18-20H,6-7,9H2;1H/t13-;/m1./s1

Clé InChI

RMIJGBMRNYUZRG-BTQNPOSSSA-N

Application

R(+)-SKF-81297 hydrobromide has used as D1-type dopamine receptor agonist:
  • to test it effect on the spike firing in rat retinal ganglion cells
  • in human embryonic kidney (HEK) 293T cells
  • to test its inhibitory effect in microglial cells

Actions biochimiques/physiologiques

SKF-81297 administration in spontaneously hypertensive rats (SHR) induces an increase in expression of proto-oncogene c-fos mRNA leading to biphasic effect on locomotion. It favors the turnover of phosphoinositide and adenylyl cyclase. SKF-81297 is involved in the stimulation of neurons, in particular the postsynaptic striatal neurons.

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)


Certificats d'analyse (COA)

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Les clients ont également consulté

R J Vermeulen et al.
European journal of pharmacology, 235(1), 143-147 (1993-04-22)
The alleged selective, high efficacy dopamine D1 receptor agonist, SKF 81297 (0.05-0.3 mg/kg i.m.), induced rotational behaviour away from the lesion and stimulated use of the dominant right hand in unilaterally (left side) 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-lesioned rhesus monkeys (Macaca mulatta). The
C. Reavill et al.
Behavioural pharmacology, 4(2), 135-146 (1993-04-01)
A range of selective dopamine D1 and D2 receptor agonists and antagonists was used to characterize to the discriminative stimuli produced by d-amphetamine (0.5mg/kg) and the D1 agonists SKF 81297 (0.1mg/kg). In rats trained to discriminate d-amphetamine (0.5mg/kg) from saline
Rochellys Diaz Heijtz et al.
Behavioral and brain functions : BBF, 2, 18-18 (2006-05-30)
Molecular genetic studies suggest the dopamine D1 receptor (D1R) may be implicated in attention-deficit/hyperactivity disorder (ADHD). As little is known about the potential motor role of D1R in ADHD, animal models may provide important insights into this issue. We investigated
Maximilian Stalter et al.
Cell reports, 30(1), 164-172 (2020-01-09)
The neurotransmitter dopamine, which acts via the D1-like receptor (D1R) and D2-like receptor (D2R) family, may play an important role in gating sensory information to the prefrontal cortex (PFC). We tested this hypothesis in awake macaques and recorded visual motion-direction
Asim J Rashid et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(2), 654-659 (2006-12-30)
We demonstrate a heteromeric D1-D2 dopamine receptor signaling complex in brain that is coupled to Gq/11 and requires agonist binding to both receptors for G protein activation and intracellular calcium release. The D1 agonist SKF83959 was identified as a specific

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