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P154

Sigma-Aldrich

Pinacidil monohydrate

powder

Sinónimos:

(±)-N-Cyano-N′-4-pyridinyl-N″-(1,2,2-trimethylpropyl)guanidine monohydrate

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About This Item

Fórmula empírica (notación de Hill):
C13H19N5 · H2O
Número de CAS:
85371-64-8
Peso molecular:
263.34
EC Number:
262-294-9
MDL number:
MFCD00242745
UNSPSC Code:
12352106
PubChem Substance ID:
24277866
NACRES:
NA.77

form

powder

Quality Level

200

color

white to beige

solubility

DMSO: 15 mg/mL, clear
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 40 mg/mL

SMILES string

O.CC(N\C(Nc1ccncc1)=N\C#N)C(C)(C)C

InChI

1S/C13H19N5.H2O/c1-10(13(2,3)4)17-12(16-9-14)18-11-5-7-15-8-6-11;/h5-8,10H,1-4H3,(H2,15,16,17,18);1H2

InChI key

AFJCNBBHEVLGCZ-UHFFFAOYSA-N

Gene Information

human ... ABCC9(10060) , KCNJ11(3767)
mouse ... Kcnj11(16514)
rat ... Kcna1(24520) , Kcnj1(24521) , Kcnj11(83535) , Kcnj5(29713) , Kcnj8(25472)

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Application

Pinacidil monohydrate has been used:
  • in repolarization studies by infusing into left anterior descending artery (LAD)
  • to induce ATP-sensitive K+ (KATP) current in ventricular myocytes for electrophysiological studies
  • as a KATP opener to treat myocardial cells

Biochem/physiol Actions

K+ channel activator; antihypertensive.
Pinacidil is a KATP channel agonist. It protects cardiomyocytes by preventing loss of mitochondrial membrane potential. It prevents the caspase 3 activation in hypoxia/reoxygenation injury.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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Ivana Barbaric et al.
Cryobiology, 63(3), 298-305 (2011-10-27)
Human embryonic stem cells (hESCs) can be maintained as undifferentiated cells in vitro and induced to differentiate into a variety of somatic cell types. Thus, hESCs provide a source of differentiated cell types that could be used to replace diseased
Jeanne G van der Waal et al.
Frontiers in physiology, 12, 737609-737609 (2021-11-09)
Background: The detection and localization of electrophysiological substrates currently involve invasive cardiac mapping. Electrocardiographic imaging (ECGI) using the equivalent dipole layer (EDL) method allows the noninvasive estimation of endocardial and epicardial activation and repolarization times (AT and RT), but the
Electrophysiological analyses of transgenic mice overexpressing KCNJ8 with S422L mutation in cardiomyocytes
Watanabe Y, et al.
Journal of Pharmacological Sciences, 135(1), 37-43 (2017)
Jing Xu et al.
Journal of cardiovascular pharmacology, 59(6), 514-522 (2012-02-22)
We investigated the beneficial effect of pinacidil pretreatment on vascular reactivity, calcium sensitivity, and animal survival after hemorrhagic shock, its relationship to protein kinase Cα (PKCα), protein kinase Cε (PKCε), and adenosine. Using hemorrhagic shock rats, the protective effects of
Asami Mori et al.
European journal of pharmacology, 669(1-3), 94-99 (2011-08-30)
The large-conductance Ca(2+)-activated K(+) (BK(Ca)) channels modulate the retinal vascular tone, but question of whether the impairment of the channel function contributes to abnormalities of retinal circulation has not yet been completely elucidated. The purpose of this study was to
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