Skip to Content
Merck
All Photos(1)

Documents

C2615

Sigma-Aldrich

Chromanol 293B

≥98% (HPLC), powder

Synonym(s):

trans-N-[6-Cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-N-methyl-ethanesulfonamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H20N2O4S
CAS Number:
163163-23-3
Molecular Weight:
324.40
MDL number:
MFCD06798368
UNSPSC Code:
12352200
PubChem Substance ID:
329775012
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: 18 mg/mL

storage temp.

−20°C

SMILES string

CCS(=O)(=O)N(C)[C@@H]1[C@@H](O)C(C)(C)Oc2ccc(cc12)C#N

InChI

1S/C15H20N2O4S/c1-5-22(19,20)17(4)13-11-8-10(9-16)6-7-12(11)21-15(2,3)14(13)18/h6-8,13-14,18H,5H2,1-4H3/t13-,14+/m0/s1

InChI key

HVSJHHXUORMCGK-UONOGXRCSA-N

General description

Chromanol 293B enantiomer is a potent inhibitor of potassium channel protein (KvLQT1). In human atrial myocytes, chromanol 293B inhibits repolarization potassium currents. Chromanol 293B improves glucose-stimulated insulin secretion (GSIS) in pancreas by modulating potassium voltage-gated channel (KCNQ1).

Application

Chromanol 293B has been used in the inhibition of calcium and cyclic adenosine monophosphate (cAMP)-activated potassium channels in human epithelial cell lines. Chromanol 293B has been used in patch-clamp electrophysiology studies in cardiomyocytes.

Biochem/physiol Actions

Blocker of the slow delayed rectifier K+ current via KCNQ1 channels

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chromanol 293B, an inhibitor of KCNQ1 channels, enhances glucose-stimulated insulin secretion and increases glucagon-like peptide-1 level in mice
Liu L, et al.
Islets, 6(4), e962386-e962386 (2014)
Effects of chromanol 293B on transient outward and ultra-rapid delayed rectifier potassium currents in human atrial myocytes
Du XL, et al.
Journal of Molecular and Cellular Cardiology, 35(3), 293-300 (2003)
Akihiro Inagaki et al.
Pflugers Archiv : European journal of physiology, 471(2), 313-327 (2018-09-27)
Short-chain fatty acids (SCFAs), such as acetate, propionate, and butyrate, are synthesized from dietary carbohydrates by colonic bacterial fermentation. These SCFAs supply energy, suppress cancer, and affect ion transport. However, their roles in ion transport and regulation in the intracellular
C Lengyel et al.
British journal of pharmacology, 132(1), 101-110 (2001-01-13)
1. The effects of I(Ks) block by chromanol 293B and L-735,821 on rabbit QT-interval, action potential duration (APD), and membrane current were compared to those of E-4031, a recognized I(Kr) blocker. Measurements were made in rabbit Langendorff-perfused whole hearts, isolated
Stereoselective interactions of the enantiomers of chromanol 293B with human voltage-gated potassium channels
Yang IC, et al.
Journal of Pharmacology and Experimental Therapeutics, 294(3), 955-962 (2000)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service