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SML0076

Sigma-Aldrich

Zoniporide hydrochloride hydrate

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C17H16N6O · xHCl · yH2O
Numéro CAS:
241800-98-6
Poids moléculaire :
320.35 (anhydrous free base basis)
Numéro MDL:
MFCD04113213
Code UNSPSC :
12352200
ID de substance PubChem :
329825138
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to tan

Solubilité

H2O: 2 mg/mL, clear (warmed)

Température de stockage

2-8°C

Chaîne 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

Clé InChI

UCIJUEGJEFJRMP-UHFFFAOYSA-N

Application

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (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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