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Referencia número: HY-103430

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SKF-83566 hydrobromide

3 Cited Publications

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Based on 3 publication(s) in Google Scholar

SKF-83566 hydrobromide is a potent, blood-brain permeable and orally active D1-like dopamine receptor (D1DR) antagonist and a weaker competitive antagonist at the vascular 5-HT₂ receptor (K_i=11 nM). SKF-83566 is a competitive DAT (dopamine transporter) inhibitor with an IC₅₀ of 5.7 μM. SKF-83566 also shows selective inhibition for adenylyl cyclase 2 (AC₂) over AC₁ and AC₅ in the isolated rabbit thoracic aorta. SKF-83566 can be used for the research of parkinson’s disease and nicotine craving alleviation.

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No. CAS: 108179-91-5
Fòrmula: C₁₇H₁₉Br₂NO
Peso molecular:413.15

Almacenamiento:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (279 KB)

SKF-83566 hydrobromide Chemical Structure

No. CAS: 108179-91-5

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Actividad biológica
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- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Publications (3)
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Actividad biológica

Descripciòn

SKF-83566 hydrobromide is a potent, blood-brain permeable and orally active D1-like dopamine receptor (D1DR) antagonist and a weaker competitive antagonist at the vascular 5-HT₂ receptor (K_i=11 nM)^[1]^[3]. SKF-83566 is a competitive DAT (dopamine transporter) inhibitor with an IC₅₀ of 5.7 μM^[2]. SKF-83566 also shows selective inhibition for adenylyl cyclase 2 (AC₂) over AC₁ and AC₅ in the isolated rabbit thoracic aorta^[4]. SKF-83566 can be used for the research of parkinson’s disease and nicotine craving alleviation^[5].

IC₅₀ & Target^[1]

D₁ Receptor

D₅ Receptor

5-HT₂ Receptor

11 nM (Ki)

Ver todos los productos específicos de isoformas Dopamine Receptor :

Ver todos los productos específicos de isoformas 5-HT Receptor :

In Vitro

SKF-83566 (0.1 μM-10 μM) causes a concentration-dependent increase in peak evoked extracellular DA concentration ([DA]_o) evoked by single-pulse stimulation, with a maximum 65% increase in peak evoked [DA]_o with 5 μM. The EC₅₀ value of this effect of SKF-83566 is 1.3 μM^[2].
SKF-83566 inhibited [³H]DA uptake with an IC₅₀ of 5.73 μM. Moreover, SKF-83566 more potently inhibits the binding of [³H]CFT, a cocaine analog, with an IC₅₀ of 0.51 μM in [³H]DA uptake and [³H]CFT binding studies.
Similarly, in LLc-PK-rDAT cell, SKF-83566 also inhibits [³H]CFT binding with an IC₅₀ of 0.77 μM in LLc-PK-rDAT cell membrane preparations^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

SKF 83566 hydrobromide (oral administration; 20 μg/mL; 7 days) alone has no effects on altering LTP (115%). However, combinnation of SKF 83566 and nicotine significantly blocks the enhancement of long-term synaptic potentiation (LTP) induced by pretreatment with nicotine (SKF 83566+nicotine+cocaine, 120%; nicotine+cocaine, 143%)^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Male C57BL6/J mice (6- to 9-wk-old)^[1]
Dosage:

20 µg/mL (Together with nicotine for 7 d, followed by the injection of cocaine)
Administration:

Oral administration; 7 days
Result:

Blocked nicotine and cocaine-induced facilitation of LTP.

Chemical Information

No. CAS 108179-91-5
Peso molecular 413.15
Fòrmula C₁₇H₁₉Br₂NO
SMILES

OC1=C(Br)C=C2CCN(C)CC(C3=CC=CC=C3)C2=C1.[H]Br
Envío

Room temperature in continental US; may vary elsewhere.
Almacenamiento

Please store the product under the recommended conditions in the Certificate of Analysis.

Publications (3)

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Adv Sci (Weinh)

Nigra-Subthalamic Dopaminergic Circuitry Modulates and Represents Distinct Pain Modality in Physiological and Pain States in Mice. [Abstract]

2026 Jul;13(37):e19913. PMID: 41944312
ACS Chem Neurosci

Estimation of Dopamine D1 Receptor Agonist Binding Kinetics Using Time-Resolved Functional Assays: Relation to Agonist-Induced Receptor Internalization by Investigational Antiparkinsonian Therapeutics. [Abstract]

2025 Jul 2;16(13):2502-2512. PMID: 40537032
Research Square Preprint

2023 Oct 3.

Pureza y Documentación

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Pureza: 99.98%

Assay: 99.98%

ee.: 99.98%

Ficha de datos (279 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instrucciones de manejo (2659 KB)

Referencias

[1]. Yan-You Huang, et al.D1/D5 Receptors and Histone Deacetylation Mediate the Gateway Effect of LTP in Hippocampal Dentate Gyrus. [Content Brief]

[2]. Melissa A Stouffer, et al. SKF-83566, a D1-dopamine Receptor Antagonist, Inhibits the Dopamine Transporter. J Neurochem. 2011 Sep;118(5):714-20. [Content Brief]

[3]. E H Ohlstein, et al. SCH 23390 and SK&F 83566 are antagonists at vascular dopamine and serotonin receptors. Eur J Pharmacol. 1985 Jan 22;108(2):205-8. [Content Brief]

[4]. Jason M Conley, et al. 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. 2013 Nov;347(2):276-87 [Content Brief]

[5]. Yan-You Huang, et al. D1/D5 receptors and histone deacetylation mediate the Gateway Effect of LTP in hippocampal dentate gyrus. Learn Mem. 2014 Feb 18;21(3):153-60. doi: 10.1101/lm.032292.113. [Content Brief]

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SKF-83566 hydrobromide

3 Cited Publications

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Actividad biológica
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- In Vivo
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Publications (3)
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SKF-83566 hydrobromide

Publications Citing Use of MedChemExpress (MCE) SKF-83566 hydrobromide

Ver todos los productos específicos de isoformas Dopamine Receptor

Ver todos los productos específicos de isoformas 5-HT Receptor

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Publications (3)

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SKF-83566 hydrobromide Related Classifications

HY-103430 Related Classifications