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A3085

Sigma-Aldrich

5-(N-Ethyl-N-isopropyl)amiloride

≥98% (TLC), powder, Na⁺/H⁺ antiport inhibitor

Synonym(s):

EIPA

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About This Item

Empirical Formula (Hill Notation):
C11H18ClN7O
CAS Number:
Molecular Weight:
299.76
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Product Name

5-(N-Ethyl-N-isopropyl)amiloride,

biological source

synthetic

Quality Level

Assay

≥98% (TLC)

form

powder

mp

202-205 °C (lit.)

solubility

methanol: 9.80-10.20 mg/mL, clear, light yellow to yellow

storage temp.

2-8°C

SMILES string

CCN(C(C)C)c1nc(N)c(nc1Cl)C(=O)NC(N)=N

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

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Application

5-(N-Ethyl-N-isopropyl)amiloride has been used:
  • as a supplement in endothelial cell growth medium to incubate human lung microvascular endothelial cell[1]
  • in Pluronic F-127 stock solution for Drosophila larval live-imaging[2]
  • in choline chloride solution as an experimental perfusate, to study the effect of Na+/H+ inhibition on jejunal loop perfusion in vivo[3]

Biochem/physiol Actions

Selective blocker of Na+/H+ antiport

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Zhao Luo et al.
Journal of peptide science : an official publication of the European Peptide Society, 22(11-12), 689-699 (2016-10-16)
Cell-penetrating peptides (CPPs) have been shown to be potential drug carriers for cancer therapy. The inherently low immunogenicity and cytotoxicity of human-derived CPPs make them more suitable for intracellular drug delivery compared to other delivery vehicles. In this work, the
An investigation into the relationship between small intestinal fluid secretion and systemic arterial blood pressure in the anesthetized rat
Lucas ML and Morrison JD
Physiological Reports, 3(5) (2015)
Na+/H+ exchange via the Drosophila vesicular glutamate transporter mediates activity-induced acid efflux from presynaptic terminals
Rossano AJ, et al.
The Journal of Physiology, 595(3), 805-824 (2017)
Rachael L Hardison et al.
mSphere, 3(5) (2018-09-14)
Nutrient limitation restricts bacterial growth in privileged sites such as the middle ear. Transient heme-iron restriction of nontypeable Haemophilus influenzae (NTHI), the major causative agent of chronic and recurrent otitis media (OM), promotes new and diverse phenotypes that can influence
Endocytic pathways used by Andes virus to enter primary human lung endothelial cells
Chiang CF, et al.
PLoS ONE, 11(10), e0164768-e0164768 (2016)

Questions

1–5 of 5 Questions  
  1. ¿Cuál es el IC50 de esta sustancia?

    1 answer
    1. This IC50 for this compound has not been determined. A brief search of the literature shows a fairly broad range in various organisms and/or tissue types. A more thorough literature search would be advised.

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. How can I store a solution of  5-(N-Ethyl-N-isopropyl)amiloride, Product A3085?

    1 answer
    1. We do not have solution stability information for  5-(N-Ethyl-N-isopropyl)amiloride.  The product is sensitive to light, particularly in solution. In general, drug solutions are best prepared immediately before use.  We recommend storing at -20°C in single use aliquots.

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  4. What concentration of Product A3085, 5-(N-Ethyl-N-isopropyl)amiloride, should I use in my experiment?

    1 answer
    1. We have the following references for the use of  5-(N-Ethyl-N-isopropyl)amiloride.  A review article mentions the use of EIPA at 1 micromolar to probe Na+ channels in rat alveolar epithelial cells; see: Matalon, S., et al., Biophysical and molecular properties of amiloride-inhibitable Na+ channels in alveolar epithelial cells. Am. J. Physiol., 271, L1-L22 (1996).  A study of the effects of EIPA on infarction in isolated rabbit hearts and cardiomyocytes has been reported; see: Sato, H., et al., The mechanism of protection from 5 (N-ethyl-N-isopropyl)amiloride differs from that of ischemic preconditioning in rabbit heart. Basic Res. Cardiol., 92, 339-350 (1997).

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  5. What can I use to make a solution of 5-(N-Ethyl-N-isopropyl)amiloride, Product A3085?

    1 answer
    1. We test solubility of 5-(N-Ethyl-N-isopropyl)amiloride in methanol (10 mg/mL), yielding a clear yellow solution.  It is also soluble in DMSO, and in dilute aqueous acid.  It is insoluble in water.

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