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

Name: (<I>R</I>)-(+)-SKF-38393 hydrochloride
Brand: SIGMA

≥98% (HPLC), solid

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₇NO₂ · HCl

CAS Number:

81702-42-3

Molecular Weight:

291.77

NACRES:

NA.77

PubChem Substance ID:

329824192

UNSPSC Code:

12352200

MDL number:

MFCD00055189

Assay:

≥98% (HPLC)

Form:

solid

Storage condition:

desiccated

Pricing and availability is not currently available.

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Properties

Quality Segment

100

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

Description

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

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This Item	G119	B154	I117
Sigma-Aldrich S101 (R)-(+)-SKF-38393 hydrochloride	Sigma-Aldrich G119 GYKI 52466 hydrochloride	Sigma-Aldrich B154 BU224 hydrochloride	Sigma-Aldrich I117 R(+)-IAA-94
description ≥98% (HPLC), solid	description solid	description solid	description ≥98% (HPLC), solid
form solid	form solid	form solid	form solid
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay -	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 100
solubility aqueous base: unstable, 0.1 M HCl: 1.2 mg/mL, ethanol: 3.4 mg/mL, H₂O: 5 mg/mL	solubility 0.1 M HCl: 0.68 mg/mL, ethanol: 0.4 mg/mL, H₂O: >10 mg/mL, methanol: 1 mg/mL, DMSO: 0.39 mg/mL	solubility ethanol: 1.2 mg/mL, 0.1 M HCl: >30 mg/mL, 0.1 M NaOH: 24 mg/mL, H₂O: >16 mg/mL	solubility ethanol: 20 mg/mL, H₂O: 0.2 mg/mL, dilute aqueous acid: insoluble, 0.1 M NaOH: 2.8 mg/mL, DMSO: >20 mg/mL
color off-white to light tan	color yellow	color white	color white
optical activity [α]22/D +16.1°, c = 1.2 in methanol(lit.)	optical activity -	optical activity -	optical activity [α]22/D +36.4°, c = 0.86 in methanol(lit.)

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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