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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

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Alexander I Bondarenko et al.
Vascular pharmacology, 89, 39-48 (2017-01-09)
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
Giuseppina D'Alessandro et al.
Cancers, 11(3) (2019-03-01)
Glioblastoma (GBM) is a deadly brain tumor, with fast recurrence even after surgical intervention, radio- and chemotherapies. One of the reasons for relapse is the early invasion of surrounding brain parenchyma by GBM, rendering tumor eradication difficult. Recent studies demonstrate
Lu Yun Zhang et al.
Frontiers in physiology, 12, 639857-639857 (2021-03-27)
Purposes: Since the role of store-operated calcium entry (SOCE) in endothelium-dependent hyperpolarization (EDH)-mediated vasorelaxation of mesenteric arteries in health and colitis is not fully understood, cyclopiazonic acid (CPA), a specific inhibitor of the sarco(endo) plasmic reticulum calcium-ATPases (SERCA), was used
Monika Kloza et al.
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
Md A Hakim et al.
Journal of Alzheimer's disease : JAD, 76(4), 1423-1442 (2020-07-12)
Development of Alzheimer's disease (AD) pathology is associated with impaired blood flow delivery of oxygen and nutrients throughout the brain. Cerebrovascular endothelium regulates vasoreactivity of blood vessel networks for optimal cerebral blood flow. We tested the hypothesis that cerebrovascular endothelial

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