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Key Documents

SML0076

Sigma-Aldrich

Zoniporide hydrochloride hydrate

≥98% (HPLC)

Sinônimo(s):

N-(Aminoiminomethyl)-5-cyclopropyl-1-(5-quinolinyl)-1H-pyrazole-4-carboxamide hydrochloride hydrate

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About This Item

Fórmula empírica (Notação de Hill):
C17H16N6O · xHCl · yH2O
Número CAS:
Peso molecular:
320.35 (anhydrous free base basis)
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

Nível de qualidade

Ensaio

≥98% (HPLC)

forma

powder

condição de armazenamento

desiccated

cor

white to tan

solubilidade

H2O: 2 mg/mL, clear (warmed)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

O.Cl.NC(=N)NC(=O)c1cnn(-c2cccc3ncccc23)c1C4CC4

InChI

1S/C17H16N6O.ClH.H2O/c18-17(19)22-16(24)12-9-21-23(15(12)10-6-7-10)14-5-1-4-13-11(14)3-2-8-20-13;;/h1-5,8-10H,6-7H2,(H4,18,19,22,24);1H;1H2

chave InChI

UCIJUEGJEFJRMP-UHFFFAOYSA-N

Aplicação

Zoniporide hydrochloride hydrate has been used for the inhibition of sodium-hydrogen exchanger isoform 1 (NHE-1) in rat models. It has also been used in cytotoxicity assay and to study its effect on lymphocytic choriomeningitis virus multiplication.
Zoniporide hydrochloride hydrate may be used in Na+/H+-mediated cell signaling studies.

Ações bioquímicas/fisiológicas

Zoniporide is a potent and selective inhibitor of Na+/H+ exchanger isoform 1 (NHE-1). IC50 = 59 nM at NHE-1, vs. 12,000 nM at NHE-2; Zoniporide inhibits NHE-1-dependent Na+ update with IC50 of 14 nM.
Zoniporide, a selective inhibitor of sodium-hydrogen exchanger isoform 1 (NHE-1) has cardioprotective effects against myocardial injuries and ischemic insults. It inhibits the swelling human platelets and attenuates cardiac contractile dysfunction in rats. Zoniporide might have neurotoxic effects as it causes peripheral sensory axonopathy.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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Lorissa Lamoureux et al.
Journal of applied physiology (Bethesda, Md. : 1985), 121(5), 1160-1168 (2016-09-17)
Major myocardial abnormalities occur during cardiac arrest and resuscitation including intracellular acidosis-partly caused by CO2 accumulation-and activation of the Na+-H+ exchanger isoform-1 (NHE-1). We hypothesized that a favorable interaction may result from NHE-1 inhibition during cardiac resuscitation followed by administration
John C Pettersen et al.
Toxicologic pathology, 36(4), 608-619 (2008-05-10)
Zoniporide, an inhibitor of the Na+-H+ exchanger-1, was administered by continuous intravenous infusion to rats and dogs for up to 1 month. In 1-month studies, histological and functional changes were observed in select portions of the peripheral nervous system; however
W Ross Tracey et al.
Cardiovascular drug reviews, 21(1), 17-32 (2003-02-22)
The sodium-hydrogen exchanger isoform-1 (NHE-1) plays an important role in the myocardial response to ischemia-reperfusion; inhibition of this exchanger protects against ischemic injury, including reduction in infarct size. Herein we describe a novel, potent, and highly selective NHE-1 inhibitor, zoniporide
D R Knight et al.
The Journal of pharmacology and experimental therapeutics, 297(1), 254-259 (2001-03-22)
The cardioprotective efficacy of zoniporide (CP-597,396), a novel, potent, and selective inhibitor of the sodium-hydrogen exchanger isoform 1 (NHE-1), was evaluated both in vitro and in vivo using rabbit models of myocardial ischemia-reperfusion injury. In these models, myocardial injury was
Adverse postresuscitation myocardial effects elicited by buffer-induced alkalemia ameliorated by NHE-1 inhibition in a rat model of ventricular fibrillation
Lamoureux L, et al.
Journal of Applied Physiology, 121(5), 1160-1168 (2016)

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