EIPA

Modify Date: 2024-01-08 20:07:48

EIPA Structure
EIPA structure
Common Name EIPA
CAS Number 1154-25-2 Molecular Weight 299.760
Density 1.5±0.1 g/cm3 Boiling Point 543.9±60.0 °C at 760 mmHg
Molecular Formula C11H18ClN7O Melting Point 202-205ºC(lit.)
MSDS Chinese USA Flash Point 282.8±32.9 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of EIPA


EIPA is a TRPP3 channel inhibitor with an IC50 of 10.5 μM. EIPA also inhibits Na+/H+-exchanger (NHE) and macropinocytosis.

 Names

Name 5-(N-Ethyl-N-isopropyl) Amiloride
Synonym More Synonyms

 EIPA Biological Activity

Description EIPA is a TRPP3 channel inhibitor with an IC50 of 10.5 μM. EIPA also inhibits Na+/H+-exchanger (NHE) and macropinocytosis.
Related Catalog
Target

IC50: 10.5 μM (TRPP3 channel)[1] NHE[2] Macropinocytosis[3]

In Vitro In the presence of 500 μM amiloride, 100 μM EIPA, 10 μM benzamil, and 10 μM phenamil, 45Ca2+ uptake decreases from 79±9 to 46±4 (58% remaining), 27±4 (34%), 29±5 (37%), and 38±4 (48%) pmol/oocyte/30 min (n=6, P=0.008), respectively. It is found that EIPA, benzamil, and phenamil rapidly and reversibly block Ca2+-activated TRPP3 channel activation at -50 mV, with IC50s of 143±8 (n=36), 10.5±2.2 (n=28), 1.1±0.3 (n=30), and 0.14±0.04 μM (n=25), respectively[1]. The number of autophagic vacuoles increases dramatically in the HAE and HPE groups after EIPA treatment compare with the HAN and HPN groups. EIPA regulates the initiation and maturation of the autophagy associated with amino acids in IEC-18 cells[2]. In addition, the uptake of cinnamoylphenazine (CA-PZ) and neutral red (NR) is inhibited by EIPA[3].
Cell Assay The effect of EIPA alone (without alanine or proline) is also examined in both control (DMEM cultured cells) and amino acid-starved cells. The cells are incubated for 6 h in DMEM containing 5% FBS and either 0 or 0.3 mM EIPA (labelled QNN and QNE, respectively), HBSS containing either 0 or 0.3 mM EIPA (labelled HNN and HNE, respectively), HBSS with 1.0 mM alanine (labelled HAN) or 0.5 mM proline (labelled HPN), HBSS with 1.0 mM alanine and 0.3 mM EIPA (labelled HAE), and HBSS with 0.5 mM proline and 0.3 mM EIPA (labelled HPE)[2].
References

[1]. Dai XQ, et al. Inhibition of TRPP3 channel by amiloride and analogs. Mol Pharmacol. 2007 Dec;72(6):1576-85.

[2]. Shi H, et al. Na+/H+ Exchanger Regulates Amino Acid-Mediated Autophagy in Intestinal Epithelial Cells. Cell Physiol Biochem. 2017;42(6):2418-2429.

[3]. Zhu BY, et al. A new HDAC inhibitor cinnamoylphenazine shows antitumor activity in association with intensive macropinocytosis.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 543.9±60.0 °C at 760 mmHg
Melting Point 202-205ºC(lit.)
Molecular Formula C11H18ClN7O
Molecular Weight 299.760
Flash Point 282.8±32.9 °C
Exact Mass 299.126129
PSA 134.01000
LogP 4.86
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.665
Storage condition 2-8℃

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-37/39
RIDADR UN 2811
Packaging Group III
Hazard Class 6.1(b)
HS Code 2934999090

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

ethylisopropylamiloride
MFCD00151710
3-amino-6-chloro-N-(diaminomethylidene)-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide
3-amino-6-chloro-n-(diaminomethylene)-5-[ethyl(isopropyl)amino]pyrazine-2-carboxamide
2-Pyrazinecarboxamide, 3-amino-6-chloro-N-(diaminomethylene)-5-[ethyl(1-methylethyl)amino]-
3-Amino-6-chloro-N-(diaminomethylene)-5-[ethyl(isopropyl)amino]-2-pyrazinecarboxamide
EIPA