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| Names | |
|---|---|
| IUPAC name 3,5-diamino-N-[(1E)-amino(benzylamino)methylidene]-6-chloropyrazine-2-carboxamide | |
| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider |
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| KEGG |
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| MeSH | benzamil |
| UNII | |
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| Properties | |
| C13H14ClN7O | |
| Molar mass | 319.75 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Benzamil orbenzyl amiloride is a potent blocker of theENaC channel[1] and also a sodium-calcium exchange blocker.[2][3] It is a potentanalog ofamiloride, and is marketed as thehydrochloride salt (benzamil hydrochloride). As amiloride, benzamil has been studied as a possible treatment forcystic fibrosis,[4] although with disappointing results.[5]
Benzamil is abenzyl group-containing analog of amiloride. Like amiloride, it is aguanidinium group-containingpyrazinederivative.
Benzamil is closely related toamiloride. By adding the benzyl group to the nitrogen of theguanidinium group the activity is increased several hundredfold.[6]
Amiloride works by directly blocking theepithelial sodium channel (ENaC) thereby inhibitingsodium reabsorption in thedistal convoluted tubules and collecting ducts in thekidneys (this mechanism is the same fortriamterene). This promotes the loss of sodium and water from the body, but without depletingpotassium.
Media related toBenzamil at Wikimedia Commons
