Cariporide

Modify Date: 2024-01-03 10:41:28

Cariporide Structure
Cariporide structure
Common Name Cariporide
CAS Number 159138-80-4 Molecular Weight 283.347
Density 1.3±0.1 g/cm3 Boiling Point 542.8±60.0 °C at 760 mmHg
Molecular Formula C12H17N3O3S Melting Point N/A
MSDS Chinese USA Flash Point 282.1±32.9 °C

 Use of Cariporide


Cariporide (HOE-642) is a selective Na+/H+ exchange inhibitor.

 Names

Name N-(diaminomethylidene)-3-methylsulfonyl-4-propan-2-ylbenzamide
Synonym More Synonyms

 Cariporide Biological Activity

Description Cariporide (HOE-642) is a selective Na+/H+ exchange inhibitor.
Related Catalog
In Vitro Cariporide significantly suppresses markers of cell death, such as TUNEL positivity and caspase-3 cleavage, at 8 or 16 hours. Cariporide remarkably suppresses cytosolic Na+ and Ca2+ accumulation. Cariporide prevents mitochondrial membrane potential loss induced by H2+O2+[1]. Cariporide (HOE-642) ameliorates myocardial ischemia/reperfusion injury, by the well-established reduction of cytosolic Ca2+ in cardiac myocytes through inhibition of Na+/H+ exchange[2]. Cariporide (HOE-642), has inhibitory effects on the degranulation of human platelets, the formation of platelet–leukocyte-aggregates, and the activation of the GPIIb/IIIa receptor (PAC-1)[3].
In Vivo Intravenous administration of cariporide significantly decreases brain Na+ uptake and reduces cerebral edema, brain swelling, and infarct volume[4].
Cell Assay Neonatal rat cardiomyocytes are randomly separated into groups: (1) control group, (2) incubation with 100 μM hydrogen peroxide, or (3) pretreatment with 10 μM cariporide for 20 minutes followed by 100 μM hydrogen peroxide. Caspase-3 activity is measured by detection of the cleavage of a colorimetric caspase-3 substrate, N-acetyl-Asp-Glu-Val-Asp-p-nitroaniline, using an assay kit[1].
Animal Admin Rats: Cariporide and/or bumetanide are administered intravenously (15 or 30 mg/kg in 2 to 4 doses, respectively, of 7.5 mg/kg) starting at 20 minutes before initiation of pMCAO. For neurologic outcome experiments, some rats are given cariporide and/or bumetanide by a single intraperitoneal injection[4].
References

[1]. Teshima Y, et al. Cariporide (HOE642), a selective Na+-H+ exchange inhibitor, inhibits the mitochondrial death pathway. Circulation. 2003 Nov 4;108(18):2275-81.

[2]. Chang HB, et al. Na(+)/H(+) exchanger in the regulation of platelet activation and paradoxical effects of cariporide. Exp Neurol. 2015 Oct;272:11-6.

[3]. O'Donnell ME, et al. Intravenous HOE-642 reduces brain edema and Na uptake in the rat permanent middle cerebral artery occlusion model of stroke: evidence for participation of the blood-brain barrier Na/H exchanger. J Cereb Blood Flow Metab. 2013 Feb;33(2):225-34.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 542.8±60.0 °C at 760 mmHg
Molecular Formula C12H17N3O3S
Molecular Weight 283.347
Flash Point 282.1±32.9 °C
Exact Mass 283.099060
PSA 123.99000
LogP 0.40
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.602
Storage condition 2-8℃

 Safety Information

RIDADR NONH for all modes of transport
RTECS CV2310560

 Synthetic Route

~91%

Cariporide Structure

Cariporide

CAS#:159138-80-4

Literature: Weichert, Andreas; Faber, Sabine; Jansen, Hans W.; Scholz, Wolfgang; Lang, Hans J. Arzneimittel-Forschung/Drug Research, 1997 , vol. 47, # 11 p. 1204 - 1207

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Cariporide Structure

Cariporide

CAS#:159138-80-4

Literature: Arzneimittel-Forschung/Drug Research, , vol. 47, # 11 p. 1204 - 1207

 Synonyms

HOE642
Cariporide
N-(Diaminomethylene)-4-isopropyl-3-(methylsulfonyl)benzamide
Benzamide, N-(diaminomethylene)-4-(1-methylethyl)-3-(methylsulfonyl)-
N-Carbamimidoyl-4-isopropyl-3-(methylsulfonyl)benzamide
benzamide, N-(aminoiminomethyl)-4-(1-methylethyl)-3-(methylsulfonyl)-
N-(diaminomethylidene)-3-(methylsulfonyl)-4-(propan-2-yl)benzamide
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