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N170

Sigma-Aldrich

NS 1619

powder

Synonym(s):

1,3-Dihydro-1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2H-benzimidazol-2-one

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About This Item

Empirical Formula (Hill Notation):
C15H8F6N2O2
CAS Number:
153587-01-0
Molecular Weight:
362.23
MDL number:
MFCD00928190
UNSPSC Code:
12352200
PubChem Substance ID:
24277860
NACRES:
NA.32

form

powder

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.47 mg/mL
ethanol: 26.6 mg/mL
0.1 M NaOH: 5.2 mg/mL
DMSO: 5.3 mg/mL
H2O: insoluble

SMILES string

Oc1ccc(cc1N2C(=O)Nc3cc(ccc23)C(F)(F)F)C(F)(F)F

InChI

1S/C15H8F6N2O2/c16-14(17,18)7-1-3-10-9(5-7)22-13(25)23(10)11-6-8(15(19,20)21)2-4-12(11)24/h1-6,24H,(H,22,25)

InChI key

YLFMCMWKHSDUCT-UHFFFAOYSA-N

Gene Information

mouse ... Kcnma1(16531)
rat ... Kcnma1(83731)

Application

NS 1619 has been used as calcium-activated potassium channels (BK)-activator: to study its vaso-relaxing effects on the thoracic aortic rings from mice, to evaluate its effects on the sarco-/endoplasmic reticulum Ca2+-ATPase (SERCA) activity from skeletal muscles, to determine its effects on the expression of caveolin-1 protein in mice brain tumor microvascular endothelial cells

Biochem/physiol Actions

NS 1619 is a selective large conductance Ca2+-activated K+-channel activator. The compound is known for its vasodilating and anti-proliferative properties. It is studied that NS 1619 can protect cardiac muscle against ischemia and reperfusion injury.
NS-1619 can promote the formation of mitochondrial reactive oxygen species (ROS) in cardiac myocytes. It enhances the formation of ROS in cultured brain slices. NS-1619 has the ability to enhance HO-1 activity in wild-type (WT) animals.

Caution

Photosensitive

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’.

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Soumen Choudhury et al.
Animal reproduction science, 126(3-4), 173-178 (2011-07-02)
Large conductance potassium channels (BK(Ca) channels) play a central role in maintaining myometrial tone, thus activation of these channels proved to have therapeutic potential in preterm labor. Present study aims to unravel the presence of BK(Ca) (maxi-K) channels in buffalo
G Edwards et al.
British journal of pharmacology, 113(4), 1538-1547 (1994-12-01)
1. The effects of NS 1619, the putative BKCa channel opener, were investigated on rat intact portal veins and on single smooth muscle cells enzymatically separated from the same tissue. 2. Under whole-cell patch clamp conditions with K-rich pipettes, exposure
Preconditioning with the BKCa channel activator NS-1619 prevents ischemia-reperfusion-induced inflammation and mucosal barrier dysfunction: roles for ROS and heme oxygenase-1
Dai H, et al.
American Journal of Physiology. Heart and Circulatory Physiology, 313(5), H988-H999 (2017)
BK channel activation by NS-1619 is partially mediated by intracellular Ca2+ release in smooth muscle cells of porcine coronary artery
Hisao Yamamura
British Journal of Pharmacology (2001)
Rupal P Soder et al.
European journal of pharmacology, 670(1), 252-259 (2011-09-15)
Large conductance voltage- and Ca(2+)-activated K(+) (BK) channels are important in regulating detrusor smooth muscle (DSM) function. Here, we examined systematically how the BK channel pharmacological activation modulates DSM contractility. NS1619, a potent BK channel activator, was utilized as a
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