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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Rui-Ping Cai et al.
Journal of the neurological sciences, 369, 109-118 (2016-09-23)
NS1619, a calcium-activated potassium channel (Kca channel) activator, can selectively and time-dependently accelerate the formation of transport vesicles in both the brain tumor capillary endothelium and tumor cells within 15min of treatment and then increase the permeability of the blood-brain
Antoni Wrzosek
Cell calcium, 56(1), 14-24 (2014-05-13)
NS1619 (1,3-dihydro-1-[2-hydroxy-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2H-benzimidazole-2-one) is widely used as a large-conductance Ca(2+)-activated K(+) (BKCa) channel opener. It was previously reported that activation of BKCa channels by NS1619 could protect the cardiac muscle against ischaemia and reperfusion injury. This study reports the effects of
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
Yajun Liu et al.
American journal of physiology. Gastrointestinal and liver physiology, 302(1), G44-G54 (2011-09-17)
The objectives of this study were to determine whether neutrophil depletion with anti-neutrophil serum (ANS) or preconditioning with the hydrogen sulfide (H(2)S) donor NaHS (NaHS-PC) 24 h prior to ischemia-reperfusion (I/R) would prevent postischemic mitochondrial dysfunction in rat intestinal mucosa
Vincenzo Calderone et al.
Naunyn-Schmiedeberg's archives of pharmacology, 375(1), 73-80 (2007-01-05)
Large-conductance calcium-activated potassium channels (BK) of smooth muscle play a role in the relevant modulation of vascular tone, due to their calcium- and voltage-dependent mechanisms of activation. A potential role of endothelial BK channels has also been suggested by approaches
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