176644-21-6

Basic information

• Product Name: ENIPORIDE
• Synonyms: ENIPORIDE;N-(Diaminomethylene)-2-methyl-5-(methylsulfonyl)-4-(1H-pyrrol-1-yl)benzamide;N-(diaMinoMethylidene)-2-Methyl-5-Methylsulfonyl-4-pyrrol-1-ylbenzaMide;N-CarbaMiMidoyl-2-Methyl-5-(Methylsulfonyl)-4-(1H-pyrrol-1-yl)benzaMide;ENIPORID;EMD 96785,ENIPORIDE;EMD 96785;N-(Aminoiminomethyl)-2-methyl-5-(methylsulfonyl)-4-(1H-pyrrol-1-yl)benzamide
• CAS NO: 176644-21-6
• Molecular Formula: C14H16N4O3S
• Molecular Weight: 320.371
• Product Categories: Inhibitors
• Mol File: 176644-21-6.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 635.9°Cat760mmHg
• Flash Point: 338.4°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 4.51E-16mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: ≤5mg/ml in DMSO;20mg/ml in dimethyl formamide
• PKA: 10.63±0.46(Predicted)
• CAS DataBase Reference: ENIPORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ENIPORIDE(176644-21-6)
• EPA Substance Registry System: ENIPORIDE(176644-21-6)

Safety Data

• Hazardous Substances Data: 176644-21-6(Hazardous Substances Data)

Usage

Description

Eniporide is a selective inhibitor of human Na+/H+ exchanger isoform 1 (NHE-1) (IC50 = 4.5 nM). Inhibition with eniporide prevents calcium overload-induced myocardial ischemia-reperfusion injury in vitro and in vivo.

in vitro

eniporide was identified as a selective inhibitor of na+-h+ exchange and a compound of the benzoylguanidine group. in addition, eniporide and its metabolite were found to inhibit the na+-h+ exchange in acidified rabbit erythrocytes with an ic50 value of 4.7 ± 0.6 and 15 ± 3 nm, respectively [1].

in vivo

animal study showed that the pretreatment of the mice with the eniporide led to a substantial decrease of annexin-v–positive cardiomyocytes in the i/r 30/90 group from 20.2% to 2.2%. moreover, the pretreatment of i/r 30/90 mice with eniporide resulted in the complete absence of igg-positive cells, suggesting that the cardiomyocytes with extensive cell membrane leakage were a result of an active cell death program [2].

IC 50

4.7 nm

references

[1] bhattaram va, nagaraja nv, peters t, machnig t, kroesser s, kovar a, derendorf h. population pharmacokinetics of eniporide and its metabolite in healthy subjects and patients with acute myocardial infarction. j clin pharmacol. 2005 jun;45(6):631-9.[2] dumont ea et al. cardiomyocyte death induced by myocardial ischemia and reperfusion: measurement with recombinant human annexin-v in a mouse model. circulation. 2000 sep 26;102(13):1564-8.

InChI:InChI=1/C14H16N4O3S/c1-9-7-11(18-5-3-4-6-18)12(22(2,20)21)8-10(9)13(19)17-14(15)16/h3-8H,1-2H3,(H4,15,16,17,19)