NS 8593 hydrochloride

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Cat.No. 4597 - NS 8593 hydrochloride | CAS No. 875755-24-1
Description: Selective KCa2 (SK) channel negative modulator; inhibits SK currents
Chemical Name: N-[(1R)-1,2,3,4-Tetrahydro-1-naphthalenyl]-1H-benzimidazol-2-amine hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Selective KCa2 (SK) channel negative modulator; inhibits SK channel currents (Kd values are 0.42, 0.6 and 0.73 μM for SK1, SK2 and SK3 respectively at 0.5 μM Ca2+). Exhibits selectivity for SK channels over KCa1.1 (BK), KCa3.1 (IK), Kv, Nav and Cav channels. Inhibits afterhyperpolarization in hippocampal slices.

Compound Libraries

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Technical Data

M. Wt 299.8
Formula C17H17N3.HCl
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 875755-24-1
PubChem ID 71311765
InChI Key VWEKCDTXUUPBNA-PFEQFJNWSA-N
Smiles C12=CC=CC=C1N=C(N[C@H]3C(C=CC=C4)=C4CCC3)N2.Cl

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 29.98 100
ethanol 6 20

Preparing Stock Solutions

The following data is based on the product molecular weight 299.8. 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 3.34 mL 16.68 mL 33.36 mL
5 mM 0.67 mL 3.34 mL 6.67 mL
10 mM 0.33 mL 1.67 mL 3.34 mL
50 mM 0.07 mL 0.33 mL 0.67 mL

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Product Datasheets

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References

References are publications that support the products' biological activity.

Strøbaek et al (2006) Inhibitory gating modulation of small conductance Ca2+-activated K+ channels by the synthetic compound (R)-N-(benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphtylamine (NS8593) reduces afterhyperpolarizing current in hip Mol.Pharmacol. 70 1771 PMID: 16926279

Sørensen (2008) Synthesis and structure-activity relationship studies of 2-(N-substituted)-aminobenzimidazoles as potent negative gating modulators of small conductance Ca2+-activated K+ channels. J.Med.Chem. 51 7625 PMID: 18998663

Jenkins et al (2011) Negative gating modulation by (R)-N-(benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphthylamine (NS8593) depends on residues in the inner pore vestibule: pharmacological evidence of deep-pore gating of KCa2 channels. Mol.Pharmacol. 79 899 PMID: 21363929


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