S179
R(+)-SKF-81297 hydrobromide
≥98% (HPLC), Dopamine receptor agonist, solid
Synonym(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
Empirical Formula (Hill Notation):
C16H16ClNO2 · HBr
CAS Number:
Molecular Weight:
370.67
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
R(+)-SKF-81297 hydrobromide, ≥98% (HPLC), solid
Quality Level
assay
≥98% (HPLC)
form
solid
optical activity
[α]22/D +15.14°, c = 0.52 in DMF(lit.)
storage condition
desiccated, protect from light
color
white to off-white
solubility
H2O: 6 mg/mL, DMSO: soluble
SMILES string
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
InChI key
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
Biochem/physiol Actions
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.
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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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S179-5MG | 04061832093413 |