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Key Documents

SML1360

Sigma-Aldrich

Cariporide

≥98% (HPLC)

Synonym(s):

HOE-642, N-(Aminoiminomethyl)-4-(1-methylethyl)-3-(methylsulfonyl)-benzamide, N-(Diaminomethylene)-4-isopropyl-3-(methylsulfonyl)benzamide

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About This Item

Empirical Formula (Hill Notation):
C12H17N3O3S
CAS Number:
Molecular Weight:
283.35
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC(NC(C1=CC(S(C)(=O)=O)=C(C(C)C)C=C1)=O)=N

InChI

1S/C12H17N3O3S/c1-7(2)9-5-4-8(11(16)15-12(13)14)6-10(9)19(3,17)18/h4-7H,1-3H3,(H4,13,14,15,16)

InChI key

IWXNYAIICFKCTM-UHFFFAOYSA-N

Biochem/physiol Actions

Cariporide is a selective inhibitor of the Na+/H+ exchanger subtype 1 (NHE-1), also known as the Na+/H+ antiporter. Cariporide has shown cardioprotective and antiarrhythmic effects, and has recently been investigated for anticancer activity.
Cariporide, a sodium-hydrogen exchange inhibitor can decrease the liberation of myoglobin at the time of ischemia/reperfusion and reduces the liberation of NE (norepinephrine) during ischemia.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Zhuoqun Fang et al.
Shock (Augusta, Ga.), 54(6), 819-827 (2020-06-05)
Na/H exchanger 1 (NHE1) is a ubiquitously expressed protein on mammalian plasma membranes and involved in cell apoptosis and tissue injury. Our previous study found that NHE1 inhibition prevents burn-induced acute lung injury (ALI). However, the potential mechanism of NHE1
Jair C Kwan et al.
Heart, lung & circulation, 24(3), 306-318 (2014-12-03)
Storage of donor hearts in cardioplegic solutions supplemented with agents that mimic the ischaemic preconditioning response enhanced their post-reperfusion function. The present study examines the minimisation of cell death and activation of pro-survival signalling directed towards maintenance of mitochondrial homeostasis
Shigeru Sakurai et al.
Life sciences, 114(2), 102-106 (2014-08-21)
To examine the effects of cariporide, a Na(+)/H(+) exchanger-1 inhibitor, on cardiac norepinephrine (NE) and myoglobin release during myocardial ischemia/reperfusion by applying a microdialysis technique to the rabbit heart. In anesthetized rabbits, two dialysis probes were implanted into the left

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