(-)-[3R,4S]-Chromanol 293B

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Description: IKs blocker. Enantiomer of Chromanol 293B (Cat. No. 1412)
Chemical Name: N-[(3R,4S)-6-Cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-N-methylethanesulfonamide
Purity: ≥99% (HPLC)
Datasheet
Citations (3)
Reviews

Biological Activity for (-)-[3R,4S]-Chromanol 293B

(-)-[3R,4S]-Chromanol 293B is a enantiomer that selectively inhibits the slow component of delayed rectifier K+ current (IKs). Block is use-dependent and 7-fold more potent than the (+)-(3S,4R) enantiomer (IC50 values are 1.36 and 9.6 μM respectively). Has negligible inhibitory action at KV11.1 (hERG) channels (IC50 > 30 μM).

Racemate also available.

Compound Libraries for (-)-[3R,4S]-Chromanol 293B

(-)-[3R,4S]-Chromanol 293B is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for (-)-[3R,4S]-Chromanol 293B

M. Wt 324.39
Formula C15H20N2O4S
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 163163-24-4
PubChem ID 121846
InChI Key HVSJHHXUORMCGK-UONOGXRCSA-N
Smiles CCS(=O)(=O)N(C)[C@@H]1[C@@H](O)C(C)(C)OC2=C1C=C(C=C2)C#N

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 (-)-[3R,4S]-Chromanol 293B

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 32.44 100 with gentle warming
DMSO 32.44 100 with gentle warming

Preparing Stock Solutions for (-)-[3R,4S]-Chromanol 293B

The following data is based on the product molecular weight 324.39. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.08 mL 15.41 mL 30.83 mL
5 mM 0.62 mL 3.08 mL 6.17 mL
10 mM 0.31 mL 1.54 mL 3.08 mL
50 mM 0.06 mL 0.31 mL 0.62 mL

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Product Datasheets for (-)-[3R,4S]-Chromanol 293B

Certificate of Analysis / Product Datasheet
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References for (-)-[3R,4S]-Chromanol 293B

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

Lerche et al (2001) Molecular impact of MinK on the enantiospecific block of IKs by chromanols. Br.J.Pharmacol. 131 1503 PMID: 11139424

Seebohm et al (2001) A kinetic study on the stereospecific inhibition of KCNQ1 and IKs by the chromanol 293B. Br.J.Pharmacol. 134 1647 PMID: 11739240

Yang et al (2000) Stereoselective interactions of the enantiomers of chromanol 293B with human voltage-gated potassium channels. J.Pharmacol.Exp.Ther. 294 955 PMID: 10945846


If you know of a relevant reference for (-)-[3R,4S]-Chromanol 293B, please let us know.

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Keywords: (-)-[3R,4S]-Chromanol 293B, (-)-[3R,4S]-Chromanol 293B supplier, IKs, blockers, Potassium, KV, Channels, voltage-gated, voltage-dependent, K+, (-)-[3R4S]-Chromanol293B, Voltage-Gated, 1475, Tocris Bioscience

3 Citations for (-)-[3R,4S]-Chromanol 293B

Citations are publications that use Tocris products. Selected citations for (-)-[3R,4S]-Chromanol 293B include:

Song et al (2022) Sigma non-opioid receptor 1 is a potential therapeutic target for long QT syndrome. Nat.Card.Res. 1 142 PMID: 36051854

Purtell et al (2012) The KCNQ1-KCNE2 K+ channel is required for adequate thyroid I- uptake. Neuropharmacology 26 3252 PMID: 22549510

Ma et al (2011) High purity human-induced pluripotent stem cell-derived cardiomyocytes: electrophysiological properties of action potentials and ionic currents. FASEB J 301 H2006 PMID: 21890694


Do you know of a great paper that uses (-)-[3R,4S]-Chromanol 293B from Tocris? Please let us know.

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