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About This Item
Empirical Formula (Hill Notation):
C16H17NO2 · HCl
CAS Number:
Molecular Weight:
291.77
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
solid
optical activity
[α]22/D +16.1°, c = 1.2 in methanol(lit.)
storage condition
desiccated
color
off-white to light tan
solubility
0.1 M HCl: 1.2 mg/mL, ethanol: 3.4 mg/mL, H2O: 5 mg/mL, aqueous base: unstable
SMILES string
Cl.Oc1cc2CCNC[C@H](c3ccccc3)c2cc1O
InChI
1S/C16H17NO2.ClH/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11;/h1-5,8-9,14,17-19H,6-7,10H2;1H/t14-;/m1./s1
InChI key
YEWHJCLOUYPAOH-PFEQFJNWSA-N
Application
(R)-(+)-SKF-38393 hydrochloride has been used as a D1 dopamine receptor agonist to study its effect on the sleep-wake pattern of macaques rendered parkinsonian with 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP).
Biochem/physiol Actions
(R)-(+)-SKF-38393 hydrochloride is a D1 dopamine receptor agonist and an active enantiomer of (±)-SKF-38393. It enhances pertussis toxin-insensitive and protein kinase A-mediated glutamate release in the hippocampal neurons. SKF-38393, a benzazepine derivative, exhibits anorectic effects.
Features and Benefits
This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Preparation Note
Solutions may be stored for several days at 4 °C.
Disclaimer
Light sensitive
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Carole Hyacinthe et al.
Neurobiology of disease, 63, 20-24 (2013-11-12)
Both excessive daytime sleepiness (EDS) and rapid eye movement (REM) sleep deregulation are part of Parkinson's disease (PD) non-motor symptoms and may complicate dopamine replacement therapy. We report here that dopamine agonists act differentially on sleep architecture in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine
C Kaiser et al.
Journal of medicinal chemistry, 25(6), 697-703 (1982-06-01)
Resolution of the unique dopamine receptor agonist 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine (1) was achieved by a stereospecific multistep conversion of the readily separated enantiomers of its O,O,N-trimethylated precursor 2. The absolute stereochemistry of the antipodes of 2-MeI was determined by single-crystal X-ray diffractometric
Steven J Cooper et al.
European journal of pharmacology, 532(3), 253-257 (2006-02-16)
Free-feeding rats meet much of their daily energy requirements by consuming food in meals during the nocturnal phase of the night/day cycle. Meal pattern analysis methodology has been developed to record the patterns of meal taken over a 24-h period
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S101-5MG | 04061836831349 |
| S101-100MG | 04061832093284 |