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Submit ReviewSB 258585 hydrochloride
Description: Potent, selective 5-HT6 antagonist
Chemical Name: 4-Iodo-N-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]benzenesulfonamide hydrochloride
Purity: ≥98% (HPLC)
Biological Activity for SB 258585 hydrochloride
SB 258585 hydrochloride is a potent and selective 5-HT6 receptor antagonist (pKi = 8.6); displays > 160-fold selectivity over other 5-HT receptor subtypes.
Licensing Information
Sold for research purposes under agreement from GlaxoSmithKline
Technical Data for SB 258585 hydrochloride
| M. Wt | 523.82 |
| Formula | C18H22IN3O3S.HCl |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 1216468-02-8 |
| PubChem ID | 53429667 |
| InChI Key | BFGOZFXMAJBFGI-UHFFFAOYSA-N |
| Smiles | Cl.COC1=CC=C(NS(=O)(=O)C2=CC=C(I)C=C2)C=C1N1CCN(C)CC1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for SB 258585 hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 5.24 | 10 | |
| DMSO | 26.19 | 50 |
Preparing Stock Solutions for SB 258585 hydrochloride
The following data is based on the product molecular weight 523.82. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.5 mM | 3.82 mL | 19.09 mL | 38.18 mL |
| 2.5 mM | 0.76 mL | 3.82 mL | 7.64 mL |
| 5 mM | 0.38 mL | 1.91 mL | 3.82 mL |
| 25 mM | 0.08 mL | 0.38 mL | 0.76 mL |
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Product Datasheets for SB 258585 hydrochloride
References for SB 258585 hydrochloride
References are publications that support the biological activity of the product.
Bromidge et al (1999) 5-Chloro-N-(4-methoxy-3-piperazin-1-yl-phenyl)-3-methyl-2-benzothiophenesulfonamide (SB-271046): a potent, selective, and orally bioavailable 5-HT6 receptor antagonist. J.Med.Chem. 42 202 PMID: 9925723
East et al (2002) 5-HT6 receptor binding sites in schizophrenia and following antipsychotic drug administration: autoradiographic studies with [125I]SB-258585. Synapse 45 191 PMID: 12112397
Hirst et al (2000) Characterization of [125I]-SB-258585 binding to human recombinant and native 5-HT6 receptors in rat, pig and human brain tissue. Br.J.Pharmacol. 130 1597 PMID: 10928963
If you know of a relevant reference for SB 258585 hydrochloride, please let us know.
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Keywords: SB 258585 hydrochloride, SB 258585 hydrochloride supplier, Potent, selective, 5-HT6, antagonists, Serotonin, Receptors, 5-Hydroxytryptamine, SB258585, hydrochloride, GlaxoSmithKline, GSK, 1961, Tocris Bioscience
3 Citations for SB 258585 hydrochloride
Citations are publications that use Tocris products. Selected citations for SB 258585 hydrochloride include:
Yun et al (2016) Peripheral serotonin-mediated system suppresses bone development and regeneration via serotonin 6 G-protein-coupled receptor. Scientific Reports 6 30985 PMID: 27581523
Sun et al (2018) Activation and blockade of basolateral amygdala 5-HT6 receptor produce anxiolytic-like behaviors in an experimental model of Parkinson's disease. Neuropharmacology 137 275 PMID: 29778944
Hampson et al (2007) Stimulation of glycogen synthesis and inactivation of phosphorylase in hepatocytes by serotonergic mechanisms, and counter-regulation by atypical antipsychotic drugs. Diabetologia 50 1743 PMID: 17579833
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
5-HT Receptors Scientific Review
Written by Nicholas M. Barnes and John F. Neumaier, this review summarizes the various serotonin receptor subtypes and their importance in mediating the role of serotonin in numerous physiological and pharmacological processes. Compounds available from Tocris are listed.
Alzheimer's Disease Poster
Alzheimer's disease (AD) is a debilitating and progressive neurodegenerative disease and the most common cause of dementia, affecting approximately 30% of individuals aged over 85 years. This poster summarizes the cellular and molecular mechanisms of AD.