SKF 83566 hydrobromide

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Cat.No. 1586 - SKF 83566 hydrobromide | C17H18BrNO.HBr | CAS No. 108179-91-5
Description: Potent, selective D1-like antagonist
Chemical Name: 8-Bromo-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol hydrobromide
Purity: ≥98% (HPLC)
Datasheet
Citations (8)
Reviews
Literature

Biological Activity

Potent and selective D1-like dopamine receptor antagonist (Ki~ 0.56 nM for D1; KB = 2 μM for D2). Also antagonist at the vascular 5-HT2 receptor (Ki = 11 nM). Displays selective inhibition of adenylyl cyclase 2 (AC2); inactive against AC1 or AC5. Centrally active following systemic administration in vivo.

Compound Libraries

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Technical Data

M. Wt 413.15
Formula C17H18BrNO.HBr
Storage Desiccate at RT
Purity ≥98% (HPLC)
CAS Number 108179-91-5
PubChem ID 23581817
InChI Key SDQJYYGODYRPBR-UHFFFAOYSA-N
Smiles Br.CN1CCC2=CC(Br)=C(O)C=C2C(C1)C1=CC=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 41.31 100
water 2.07 5 with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 413.15. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.42 mL 12.1 mL 24.2 mL
5 mM 0.48 mL 2.42 mL 4.84 mL
10 mM 0.24 mL 1.21 mL 2.42 mL
50 mM 0.05 mL 0.24 mL 0.48 mL

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Product Datasheets

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References

References are publications that support the biological activity of the product.

Fritts et al (1998) Locomotor stereotypy produced by dexbenzetimide and scopolamine is reduced by SKF 83566, not sulpiride. Pharmacol.Biochem.Behav. 60 639 PMID: 9678647

Meyer et al (1993) Effects of dopamine D1 antagonists SCH23390 and SK&F83566 on locomotor activities in rats. Pharmacol.Biochem.Behav. 44 429 PMID: 8446676

Ohlstein and Berkowitz (1985) SCH 23390 and SK&F 83566 are antagonists at vascular dopamine and serotonin receptors. Eur.J.Pharmacol. 108 205 PMID: 3884345

Conley et al (2013) Development of a high-throughput screening paradigm for the discovery of small-molecule modulators of adenylyl cyclase: identification of an adenylyl cyclase 2 inhibitor. J.Pharmacol.Exp.Ther. 347 276 PMID: 24008337


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View all D1 and D5 Receptor Antagonists

Keywords: SKF 83566 hydrobromide, SKF 83566 hydrobromide supplier, Potent, selective, D1-like, antagonists, Dopamine, Receptors, D5, dopaminergic, SKF83566, hydrobromide, D1, and, Adenylyl, Cyclase, 1586, Tocris Bioscience

8 Citations for SKF 83566 hydrobromide

Citations are publications that use Tocris products. Selected citations for SKF 83566 hydrobromide include:

Belinsky et al (2013) Dopamine receptors in human embryonic stem cell neurodifferentiation. Stem Cells Dev 22 1522 PMID: 23286225

Liu et al (2008) Increased dopamine level enhances male-male courtship in Drosophila. World J Gastroenterol 28 5539 PMID: 18495888

Stramiello (2008) D1/5 receptor-mediated enhancement of LTP requires PKA, Src family kinases, and NR2B-containing NMDARs. Neuropharmacology 55 871 PMID: 18644393

Xing et al (2015) Dopamine D1 receptor activation regulates the expression of the estrogen synthesis gene aromatase B in radial glial cells. Hum Mol Genet 9 310 PMID: 26388722

Cassar et al (2015) A dopamine receptor contributes to paraquat-induced neurotoxicity in Drosophila. Learn Mem 24 197 PMID: 25158689

Savalli et al (2015) Regionally selective requirement for D1/D5 dopaminergic neurotransmission in the medial prefrontal cortex in object-in-place associative recognition memory. J Neurosci 22 69 PMID: 25593292

Huang et al (2014) D1/D5 receptors and histone deacetylation mediate the Gateway Effect of LTP in hippocampal dentate gyrus. Learn Mem 21 153 PMID: 24549570

Billes et al (2012) Leptin reduces food intake via a dopamine D2 receptor-dependent mechanism. Mol Metab 1 86 PMID: 24024122


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