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S101

Sigma-Aldrich

(R)-(+)-SKF-38393 hydrochloride

≥98% (HPLC), solid

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About This Item

Formule empirique (notation de Hill):
C16H17NO2 · HCl
Numéro CAS:
81702-42-3
Poids moléculaire :
291.77
Numéro MDL:
MFCD00055189
Code UNSPSC :
12352200
ID de substance PubChem :
329824192
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Activité optique

[α]22/D +16.1°, c = 1.2 in methanol(lit.)

Conditions de stockage

desiccated

Couleur

off-white to light tan

Solubilité

0.1 M HCl: 1.2 mg/mL
ethanol: 3.4 mg/mL
H2O: 5 mg/mL
aqueous base: unstable

Chaîne SMILES 

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

Clé InChI

YEWHJCLOUYPAOH-PFEQFJNWSA-N

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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).

Actions biochimiques/physiologiques

(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.

Caractéristiques et avantages

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.

Attention

Light sensitive

Reconstitution

Solutions may be stored for several days at 4 °C.

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

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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A Bouron et al.
Neuroscience, 94(4), 1063-1070 (2000-01-07)
The present study was undertaken to better assess the role of dopamine on exocytosis. Since direct activation of adenylate cyclase (e.g., with forskolin) enhances neurotransmitter release it was of interest to see whether the activation of D1-type dopamine receptors, which
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
M R Zarrindast et al.
Pharmacology, 87(1-2), 85-89 (2011-01-19)
Both the dopamine receptor D(1) agonist SKF 38393 and the antagonist SCH 23390 are benzazepine derivatives that have been widely used as pharmacological tools and radioligands. Evidence suggests that behavioral effects of both compounds do not always correspond to their
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
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