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Merck
CN

C2615

Chromanol 293B

≥98% (HPLC), potassium channel protein (KvLQT1) inhibitor, powder

Synonym(s):

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

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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

Key Documents

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Product Name

Chromanol 293B, ≥98% (HPLC), powder

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

Related Categories

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000277783
0000277783
0000243601
0000243601
0000200829

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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
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)
CFTR-mediated anion secretion across intestinal epithelium-like Caco-2 monolayer under PTH stimulation is dependent on intermediate conductance K+ channels
Jantarajit W, et al.
American Journal of Physiology. Cell Physiology, 313(1), C118-C129 (2017)
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