CAS 1154-25-2|EIPA

Introduction：Basic information about CAS 1154-25-2|EIPA, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. EIPA BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles78
7. Synonyms

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	ChineseUSA	Flash Point	282.8±32.9 °C
Symbol	GHS07	Signal Word	Warning

Names

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

EIPA BiologicalActivity

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	Signaling Pathways >>Membrane Transporter/Ion Channel >>Sodium ChannelSignaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>CancerResearch Areas >>Inflammation/Immunology
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
InChIKey	QDERNBXNXJCIQK-UHFFFAOYSA-N
SMILES	CCN(c1nc(N)c(C(=O)N=C(N)N)nc1Cl)C(C)C
Storage condition	2-8℃

Safety Information

Symbol	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%

Articles78

Neuropilin 1 is an entry factor that promotes EBV infection of nasopharyngeal epithelial cells.

Nat. Commun. 6 , 6240, (2015)

Epstein-Barr virus (EBV) is implicated as an aetiological factor in B lymphomas and nasopharyngeal carcinoma. The mechanisms of cell-free EBV infection of nasopharyngeal epithelial cells remain elusiv...

Local pH domains regulate NHE3-mediated Na⁺ reabsorption in the renal proximal tubule.

Am. J. Physiol. Renal Physiol. 307(11) , F1249-62, (2014)

The proximal tubule Na(+)/H(+) exchanger 3 (NHE3), located in the apical dense microvilli (brush border), plays a major role in the reabsorption of NaCl and water in the renal proximal tubule. In resp...

Production of new amilorides as potent inhibitors of mitochondrial respiratory complex I.

Biosci. Biotechnol. Biochem. 79 , 1061-6, (2015)

Amilorides, well-known inhibitors of Na(+)/H(+) antiporters, have also shown to inhibit bacterial and mitochondrial NADH-quinone oxidoreductase (complex I). Since the membrane subunits ND2, ND4, and N...

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

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