A selective inhibitor of Na+/H+ exchangers
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5-(N-ethyl-N-isopropyl)-Amiloride

Item No. 14406

Technical Information
Formal Name
3-amino-N-(aminoiminomethyl)-6-chloro-5-[ethyl(1-methylethyl)amino]-2-pyrazinecarboxamide
CAS Number
1154-25-2
Synonyms
  • EIPA
  • L-593,754
  • MH 12-43
Molecular Formula
C11H18ClN7O
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 20 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 14 mg/mlEthanol: 2 mg/ml
λmax
230, 291, 380 nm
SMILES
ClC1=C(N(CC)C(C)C)N=C(N)C(C(NC(N)=N)=O)=N1
InChi Code
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)
InChi Key
QDERNBXNXJCIQK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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.1,2 It less effectively inhibits NHE4 (IC50 ≥10 μM).1 EIPA is commonly used at a concentration of 5-10 μM to inhibit cellular HNE activity.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Masereel, B., Pochet, L., and Laeckmann, D. An overview of inhibitors of Na+/H+ exchanger. Eur. J. Med. Chem. 38(6), 547-554 (2003).

    2. Attaphitaya, S., Park, K., and Melvin, J.E. Molecular cloning and functional expression of a rat Na+/H+ exchanger (NHE5) highly expressed in brain. The Journal of Biological Chemisty 274(7), 4383-4388 (1999).

    3. Hwang, S.M., Koo, N.Y., Jin, M., et alIntracellular acidification is associated with changes in free cytosolic calcium and inhibition of action potentials in rat trigeminal ganglion. The Journal of Biological Chemisty 286(3), 1719-1729 (2011).

    4. Xue, L., Aihara, E., Wang, T.C., et alTrefoil factor 2 requires Na/H exchanger 2 activity to enhance mouse gastric epithelial repair. The Journal of Biological Chemisty 286(44), 38375-38382 (2011).