| Identification | Back Directory | [Name]
5-(N,N-HEXAMETHYLENE)-AMILORIDE | [CAS]
1428-95-1 | [Synonyms]
hma
Amilo
5-HMA
HMA-5
amipromizide
Hexamethyleneamiloride
5-(N,N-HEXAMETHYLENE)-AMILORIDE
AMILORIDE,5-(N,N-HEXAMETHYLENE)-
HMA (5-(N,N-Hexamethylene)amiloride)
5-(N,N-HEXAMETHYLENE)-AMILORIDE USP/EP/BP
5-(N,N-Hexamethylene)amiloride Solution, 100ppm
AMILORIDE, 5-(N,N-HEXAMETHYLENE) >93% NA +/H+ ANTIPORTER INH
3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylene)pyrazinamide
3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide
N-(Diaminomethylene)-3-amino-5-(hexamethyleneamino)-6-chloropyrazine-2-carboxamide
3-azanyl-5-(azepan-1-yl)-N-[bis(azanyl)methylidene]-6-chloro-pyrazine-2-carboxamide
3-Amino-5-(1-azacycloheptane-1-yl)-6-chloro-N-(aminoiminomethyl)pyrazine-2-carboxamide
3-AMINO-N-(AMINOIMINOMETHYL)-6-CHLORO-5-(HEXAHYDRO-1H-AZEPIN-1-YL)-PYRAZINE-CARBOXAMIDE
3-Amino-5-(hexahydro-1H-azepin-1-yl)-6-chloro-N-(aminoiminomethyl)-2-pyrazinecarboxamide
6-Chloro-3-amino-5-[(hexahydro-1H-azepin)-1-yl]-N-(diaminomethylene)-2-pyrazinecarboxamide
2-Pyrazinecarboxamide, 3-amino-N-(aminoiminomethyl)-6-chloro-5-(hexahydro-1H-azepin-1-yl)- | [Molecular Formula]
C12H18ClN7O | [MDL Number]
MFCD00069211 | [MOL File]
1428-95-1.mol | [Molecular Weight]
311.77 |
| Chemical Properties | Back Directory | [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 Information | Back Directory | [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. |
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