EIPA

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CAS:1154-25-2
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Products Intro: Product Name:5-(N-Ethyl-N-isopropyl)amiloride
CAS:1154-25-2
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Products Intro: Product Name:2-Pyrazinecarboxamide,3-amino-N-(aminoiminomethyl)-6-chloro-5-[ethyl(1-methylethyl)amino]-
CAS:1154-25-2
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EIPA manufacturers

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  • 2025-12-30
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  • EIPA
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  • CAS:1154-25-2
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  • Purity: 99.0%
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EIPA Basic information
Product Name:EIPA
Synonyms:AMILORIDE, 5-(N-ETHYL-N-ISOPROPYL)-;Amiloride,5-(N-Ethyl-N-isopropyl)-[5-(N-Ethyl-N-isopropyl)amiloride;5-(N-ETHYL-N-ISOPROPYL)AMILORIDE;3-AMINO-N-(AMINOIMINOMETHYL)-6-CHLORO-5-[ETHYL(2-PROPYL)AMINO]-PYRAZINE-2-CARBOXAMIDE;ethylisopropylamiloride;EIPA;3-Amino-N-(aminoiminomethyl)-6-chloro-5-[ethyl(1-methylethyl)amino]-2-pyrazinecarboxamide;L 593754
CAS:1154-25-2
MF:C11H18ClN7O
MW:299.76
EINECS:
Product Categories:All Inhibitors;Bases & Related Reagents;Inhibitors;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
Mol File:1154-25-2.mol
EIPA Structure
EIPA Chemical Properties
Melting point 202-205 °C(lit.)
density 1.49±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility Acetonitrile (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
form Off-white to yellow solid.
pka8.67±0.46(Predicted)
color Pale Yellow to Green
biological sourcesynthetic
Stability:Unstable in methanol
InChIInChI=1S/C11H18ClN7O/c1-4-19(5(2)3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20)
InChIKeyQDERNBXNXJCIQK-UHFFFAOYSA-N
SMILESC1(C(NC(N)=N)=O)=NC(Cl)=C(N(CC)C(C)C)N=C1N
CAS DataBase Reference1154-25-2
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
RIDADR 2811
WGK Germany 3
HazardClass 6.1(b)
PackingGroup III
MSDS Information
ProviderLanguage
SigmaAldrich English
EIPA Usage And Synthesis
DescriptionSodium-hydrogen exchangers (NHE) are involved in maintaining sodium and pH balance in a variety of tissues. They are also known as sodium-hydrogen antiporters and solute carrier family 9 members. 5-(N-ethyl-N-isopropyl)-Amiloride (EIPA) is a potent inhibitor of several NHE isoforms, inhibiting NHE1, NHE2, NHE3, and NHE5 with Ki values of 0.02, 0.5, 2.4, and 0.42 μM, respectively. It less effectively inhibits NHE4 (IC50 ≥10 μM). EIPA is commonly used at a concentration of 5-10 μM to inhibit cellular HNE activity.
Chemical PropertiesYellow Solid
UsesSelective Na+/H+ antiporter inhibitor. Selectively enhances the excretion of sodium ions without causing an increase in excretion of potassium ions.
Uses5-(N-Ethyl-N-isopropyl)amiloride has been used:
  • as a supplement in endothelial cell growth medium to incubate human lung microvascular endothelial cell
  • in Pluronic F-127 stock solution for Drosophila larval live-imaging
  • in choline chloride solution as an experimental perfusate, to study the effect of Na+/H+ inhibition on jejunal loop perfusion in vivo

DefinitionChEBI: Ethylisopropylamiloride is a member of the class of pyrazines that is amiloride in which the amino substitutent of the pyrazine ring that is adjacent to the chloro substituent has been substituted by an ethyl group and by an isopropyl group. It has a role as an anti-arrhythmia drug, a neuroprotective agent and a sodium channel blocker. It is a member of guanidines, an aromatic amine, an organochlorine compound, a tertiary amino compound, a member of pyrazines and a monocarboxylic acid amide. It is functionally related to an amiloride.
Biochem/physiol ActionsSelective blocker of Na+/H+ antiport
storageStore at +4°C
References[1] B. MASEREEL  D. L  L Pochet. An overview of inhibitors of Na+/H+ exchanger[J]. European Journal of Medicinal Chemistry, 2003, 38 6: Pages 547-554. DOI: 10.1016/s0223-5234(03)00100-4
[2] S ATTAPHITAYA  J E M  K Park. Molecular cloning and functional expression of a rat Na+/H+ exchanger (NHE5) highly expressed in brain.[J]. The Journal of Biological Chemistry, 1999, 274 7: 4383-4388. DOI: 10.1074/jbc.274.7.4383
[3] SUNG-MIN HWANG. Intracellular acidification is associated with changes in free cytosolic calcium and inhibition of action potentials in rat trigeminal ganglion.[J]. The Journal of Biological Chemistry, 2011: 1719-1729. DOI: 10.1074/jbc.m109.090951
[4] LIN XUE. Trefoil factor 2 requires Na/H exchanger 2 activity to enhance mouse gastric epithelial repair.[J]. The Journal of Biological Chemistry, 2011: 38375-38382. DOI: 10.1074/jbc.m111.268219
EIPA Preparation Products And Raw materials
Tag:EIPA(1154-25-2) Related Product Information
N-ethyl-pyrrolidone 2-amino-3-chloro-5-methyl-pyrazine 5-(N,N-HEXAMETHYLENE)-AMILORIDE 2-Chloro-6-methylpyrazine 2-Amino-5-chloropyrazine AMILORIDE EIPA (PYRAZIN-2-YL)METHANAMINEHYDROCHLORIDE Pyrazinecarboxaldehyde, 5-(dimethylamino)- (9CI) 3-AMINO-N-METHYLPYRAZINE-2-CARBOXAMIDE 6-CHLORO-3,5-DIAMINO-2-PYRAZINECARBOXAMIDE 6-CHLORO-2-PYRAZINECARBOXAMIDE 2-pyrazinoylguanidine 5-AMINOPYRAZINE-2-CARBOXAMIDE 2-AMINO-3-CHLOROPYRAZINE 3-AMINO-6-CHLOROPYRAZINE-2-CARBALDEHYDE 2,6-Pyrazinediamine(9CI) 5-(N-Ethyl-N-isopropyl)amiloridehydrochloride

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