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SML0076

Sigma-Aldrich

Zoniporide hydrochloride hydrate

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H16N6O · xHCl · yH2O
CAS Number:
241800-98-6
Molecular Weight:
320.35 (anhydrous free base basis)
MDL number:
MFCD04113213
UNSPSC Code:
12352200
PubChem Substance ID:
329825138
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

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

InChI key

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.

Biochem/physiol Actions

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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)
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
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
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