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Key Documents

S5576

Sigma-Aldrich

SKA-31

≥98% (HPLC)

Synonym(s):

Naphtho[1,2-d]thiazol-2-ylamine

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About This Item

Empirical Formula (Hill Notation):
C11H8N2S
CAS Number:
Molecular Weight:
200.26
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.25

assay

≥98% (HPLC)

form

solid

solubility

DMSO: ≥30 mg/mL

storage temp.

−20°C

SMILES string

Nc1nc2c(ccc3ccccc23)s1

InChI

1S/C11H8N2S/c12-11-13-10-8-4-2-1-3-7(8)5-6-9(10)14-11/h1-6H,(H2,12,13)

InChI key

FECQXVPRUCCUIL-UHFFFAOYSA-N

Biochem/physiol Actions

SKA-31 is an activator of KCa2 and KCa3.1 calcium-activated potassium channels. Its EC50 is almost identical at 2-3 μM for all KCa2 subtypes, and about 10-fold lower (260 nM) at KCa3.1 channels. It has significant blood-pressure reducing activity in experimentally hypertensive mice, suggesting potassium channel activation as a therapeutic target for hypertension.
SKA31 is an activator of KCa2 and KCa3.1 Potassium Channels, Potentiates the EDHF Response and Lowers Blood Pressure.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Lysophosphatidylinositol (LPI) and lysophosphatidylcholine (LPC) are lipid signaling molecules that induce endothelium-dependent vasodilation. In addition, LPC suppresses acetylcholine (Ach)-induced responses. We aimed to determine the influence of LPC and LPI on hyperpolarizing responses in vitro and in situ endothelial cells
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International journal of molecular sciences, 20(17) (2019-08-28)
The aim of this study was to investigate the hemodynamic effects of SKA-31, an activator of the small (KCa2.x) and intermediate (KCa3.1) conductance calcium-activated potassium channels, and to evaluate its influence on endothelium-derived hyperpolarization (EDH)-KCa2.3/KCa3.1 type relaxation in isolated endothelium-intact

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