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HomeProduct name list5-(N,N-HEXAMETHYLENE)-AMILORIDE

5-(N,N-HEXAMETHYLENE)-AMILORIDE

Synonym(s):HMA

5-(N,N-HEXAMETHYLENE)-AMILORIDE Structural

What is 5-(N,N-HEXAMETHYLENE)-AMILORIDE?

Description

5-(N,N-hexamethylene)-Amiloride (HMA) is a derivative of amiloride with diverse biological activities. It is an allosteric antagonist of adenosine A2A receptors (Ki = 3.3 μM). HMA inhibits the cation-selective ion channel formed by the HIV-1 viral protein Vpu when used at a concentration of 50 μM, as well as budding of virus-like particles in HeLa cells expressing the HIV-1 proteins Gag and Vpu when used at a concentration of 10 μM. It also blocks the cation-selective ion channels formed by the hepatitis C virus (HCV) protein p7. HMA (40 μM) induces necrosis in and reduces the viability of MCF-7, MDA-MB-231, T47D, SK-BR-3, Met-1, and NDL breast cancer cells but not cardiomyocytes or uterine, pulmonary, and renal epithelial cells. HMA protects against post-ischemic contractile dysfunction and reduces coronary effluent creatine phosphokinase activity in a model of ischemia-reperfusion injury using isolated rat right ventricular free walls.

What are the applications of Application

5-(N,N-Hexamethylene)amiloride is an inhibitor of Na+/H+ antiport

Definition

ChEBI: A member of the class of pyrazines that is amiloride in which the two amino hydrogens at position N-5 are replaced by a hexamethylene moiety, resulting in the formation of an azepane ring.

Biochem/physiol Actions

Inhibitor of Na+/H+ antiport.

Properties of 5-(N,N-HEXAMETHYLENE)-AMILORIDE

Melting point: 224-225 °C
Density  1.63±0.1 g/cm3(Predicted)
storage temp.  2-8°C
solubility  DMF: 3mg/mL; DMSO: 10mg/mL; DMSO:PBS (pH 7.2) (1:4): 0.2mg/mL
form  A crystalline solid
pka 8.81±0.46(Predicted)
color  Light yellow to yellow

Safety information for 5-(N,N-HEXAMETHYLENE)-AMILORIDE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for 5-(N,N-HEXAMETHYLENE)-AMILORIDE

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