ChemicalBook > CAS DataBase List > EIPA

EIPA

Product Name
EIPA
CAS No.
1154-25-2
Chemical Name
EIPA
Synonyms
ethylisopropylamiloride;EIPA;MH 12-43;L 593754;EIPA (L593754);EIPA, 10 mM in DMSO;Ethylisopropylamiloride (EIPA);5-(N-ETHYL-N-ISOPROPYL)AMILORIDE;AMILORIDE, 5-(N-ETHYL-N-ISOPROPYL)-;Amiloride,5-(N-Ethyl-N-isopropyl)-[5-(N-Ethyl-N-isopropyl)amiloride
CBNumber
CB1706411
Molecular Formula
C11H18ClN7O
Formula Weight
299.76
MOL File
1154-25-2.mol
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EIPA Property

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.
pka
8.67±0.46(Predicted)
color 
Pale Yellow to Green
biological source
synthetic
Stability:
Unstable in methanol
InChI
InChI=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)
InChIKey
QDERNBXNXJCIQK-UHFFFAOYSA-N
SMILES
C1(C(NC(N)=N)=O)=NC(Cl)=C(N(CC)C(C)C)N=C1N
CAS DataBase Reference
1154-25-2
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
RIDADR 
2811
WGK Germany 
3
HazardClass 
6.1(b)
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A3085
Product name
5-(N-Ethyl-N-isopropyl)amiloride
Packaging
25mg
Price
$240
Updated
2025/07/31
Sigma-Aldrich
Product number
A3085
Product name
5-(N-Ethyl-N-isopropyl)amiloride
Packaging
100mg
Price
$795
Updated
2025/07/31
Cayman Chemical
Product number
14406
Product name
5-(N-ethyl-N-isopropyl)-Amiloride
Purity
≥98%
Packaging
5mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
14406
Product name
5-(N-ethyl-N-isopropyl)-Amiloride
Purity
≥98%
Packaging
10mg
Price
$107
Updated
2024/03/01
Cayman Chemical
Product number
14406
Product name
5-(N-ethyl-N-isopropyl)-Amiloride
Purity
≥98%
Packaging
25mg
Price
$179
Updated
2024/03/01
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EIPA Chemical Properties,Usage,Production

Description

Sodium-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 Properties

Yellow Solid

Uses

Selective Na+/H+ antiporter inhibitor. Selectively enhances the excretion of sodium ions without causing an increase in excretion of potassium ions.

Uses

5-(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

Definition

ChEBI: 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 Actions

Selective blocker of Na+/H+ antiport

storage

Store 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

Raw materials

Preparation Products

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View Lastest Price from EIPA manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
EIPA 1154-25-2
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2024-08-23

1154-25-2, EIPARelated Search:


  • 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
  • MH 12-43
  • Ethylisopropylamiloride (EIPA)
  • 3-Amino-5-(N-ethyl-N-isopropylamino)-6-chloro-N-(aminoiminomethyl)-2-pyrazinecarboxamide
  • 3-Amino-5-[ethyl(isopropyl)amino]-6-chloro-N-(aminoiminomethyl)-2-pyrazinecarboxamide
  • 6-Chloro-3-amino-5-[ethyl(isopropyl)amino]-N-(diaminomethylene)-2-pyrazinecarboxamide
  • 3-amino-6-chloro-N-(diaminomethylene)-5-[ethyl(isopropyl)amino]pyrazinamide
  • 3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide
  • 3-azanyl-N-[bis(azanyl)methylidene]-6-chloro-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide
  • 3-aMino-N-carbaMiMidoyl-6-chloro-5-(ethyl(isopropyl)aMino)pyrazine-2-carboxaMide
  • 3-AMino-N-(aMinoiMinoMethyl)-6-chloro-5-[ethyl(1-Methylethyl)aMino]-
  • 2-Pyrazinecarboxamide, 3-amino-N-(aminoiminomethyl)-6-chloro-5-[ethyl(1-methylethyl)amino]-
  • EIPA (L593754)
  • EIPA, 10 mM in DMSO
  • 1154-25-2
  • C11H8ClN7O
  • Cell Signaling and Neuroscience
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  • Amiloride and Derivatives
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