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| | 5-(N,N-HEXAMETHYLENE)-AMILORIDE Basic information |
| Product Name: | 5-(N,N-HEXAMETHYLENE)-AMILORIDE | | Synonyms: | 5-(N,N-HEXAMETHYLENE)-AMILORIDE;AMILORIDE,5-(N,N-HEXAMETHYLENE)-;3-AMINO-N-(AMINOIMINOMETHYL)-6-CHLORO-5-(HEXAHYDRO-1H-AZEPIN-1-YL)-PYRAZINE-CARBOXAMIDE;AMILORIDE, 5-(N,N-HEXAMETHYLENE) >93% NA +/H+ ANTIPORTER INH;hma;amipromizide;3-Amino-5-(1-azacycloheptane-1-yl)-6-chloro-N-(aminoiminomethyl)pyrazine-2-carboxamide;3-Amino-5-(hexahydro-1H-azepin-1-yl)-6-chloro-N-(aminoiminomethyl)-2-pyrazinecarboxamide | | CAS: | 1428-95-1 | | MF: | C12H18ClN7O | | MW: | 311.77 | | EINECS: | | | Product Categories: | | | Mol File: | 1428-95-1.mol |  |
| | 5-(N,N-HEXAMETHYLENE)-AMILORIDE Chemical Properties |
| 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) |
| Hazard Codes | T | | Risk Statements | 23/24/25 | | Safety Statements | 22-36/37/39-45 | | RIDADR | 2811 | | WGK Germany | 3 | | HazardClass | 6.1(b) | | PackingGroup | III |
| | 5-(N,N-HEXAMETHYLENE)-AMILORIDE Usage And Synthesis |
| 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. | | 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. |
| | 5-(N,N-HEXAMETHYLENE)-AMILORIDE Preparation Products And Raw materials |
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