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Key Documents

S101

Sigma-Aldrich

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

≥98% (HPLC), solid

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About This Item

Fórmula empírica (Notação de Hill):
C16H17NO2 · HCl
Número CAS:
Peso molecular:
291.77
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Nível de qualidade

Ensaio

≥98% (HPLC)

forma

solid

atividade óptica

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

condição de armazenamento

desiccated

cor

off-white to light tan

solubilidade

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

cadeia de caracteres 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

chave InChI

YEWHJCLOUYPAOH-PFEQFJNWSA-N

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Aplicação

(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).

Ações bioquímicas/fisiológicas

(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.

Características e benefícios

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.

Atenção

Light sensitive

Reconstituição

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

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

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

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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
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
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
J L Katz et al.
Psychopharmacology, 107(2-3), 217-220 (1992-01-01)
The present study was designed to assess the behavioral similarity of the effects of prototype dopamine receptor-subtype selective agonists and cocaine. Squirrel monkeys (N = 4) were trained with food reinforcement to press one of two levers after administration of
E Ongini et al.
Life sciences, 37(24), 2327-2333 (1985-12-16)
The dopamine D-1 receptor agonist SKF 38393 dose-dependently (2.5-10 mg/kg) induced desynchronization of the electroencephalographic (EEG) activity and behavioral arousal in both rabbits and rats. Unlike apomorphine, SKF 38393 elicited no signs of stereotyped behavior in rabbits and minimal effects

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