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S3191

SKF-83565 hydrobromide

>98% (HPLC), solid

Synonym(s):

6-chloro-1-(3-chlorophenyl)-7,8-dihydroxy-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine

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About This Item

Empirical Formula (Hill Notation):
C17H17NO2Cl2 · HBr
Molecular Weight:
419.14
UNSPSC Code:
12352200
PubChem Substance ID:
24278703
MDL number:
MFCD04040025
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assay

>98% (HPLC)

form

solid

color

white

solubility

DMSO: soluble 26 mg/mL, H2O: soluble 4.5 mg/mL

SMILES string

Br[H].CN1CCc2c(Cl)c(O)c(O)cc2C(C1)c3cccc(Cl)c3

InChI

1S/C17H17Cl2NO2.BrH/c1-20-6-5-12-13(8-15(21)17(22)16(12)19)14(9-20)10-3-2-4-11(18)7-10;/h2-4,7-8,14,21-22H,5-6,9H2,1H3;1H

InChI key

QEWVKGGLZQAOKJ-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812)

Application

SKF-83565 hydrobromide may be used in dopaminergic cell signaling studies.

Biochem/physiol Actions

Atypical D1 dopamine receptor agonist. Displays antagonist activity in vitro and agonist activity in vivo.
SKF-83565 is a benzazepine derivative that partially antagonizes dopamine D1 receptor and stimulates adenylate cyclase with limited efficacy and modulates dopaminergic-mediated cell responses.

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
032K4709

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K K Gnanalingham et al.
Psychopharmacology, 117(3), 275-286 (1995-02-01)
In common marmosets systemically treated with MPTP (1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine), the behavioural effects of benzazepine D1 dopamine (DA) agonists with full/supramaximal (SKF 80723 and SKF 82958), partial (SKF 38393, SKF 75670 and SKF 83565) and no efficacies (SKF 83959) in stimulating adenylate
K K Gnanalingham et al.
Biochemical pharmacology, 49(9), 1185-1193 (1995-05-11)
The ability of benzazepine D-1 dopamine agonists with varying efficacies in stimulating adenylate cyclase and to induce contralateral circling was investigated in rats with unilateral 6-hydroxydopamine lesions of the medial forebrain bundle. In the 6-hydroxydopamine lesioned rats, the benzazepines SKF