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benzamil
Sign in to saveBenzamil or benzyl amiloride is a potent blocker of the ENaC channel and also a sodium-calcium exchange blocker. It is a potent analog of amiloride, and is marketed as the hydrochloride salt (benzamil hydrochloride). As amiloride, benzamil has been studied as a possible treatment for cystic fibrosis, although with disappointing results.
In the Vinony graph
Vinony's link graph records 387 inbound references to benzamil, and connects out to valproic acid, (RS)-baclofen and voltage-gated sodium channel.
It sits within the topics Acylguanidines, Aminopyrazines and Chembox image size set.
Vinony links it to 6 Wikipedia language editions.
Chemical data
- Formula
- C13H14ClN7O
- Molecular weight
- 319.75 g/mol
- IUPAC name
- 3,5-diamino-N-(N'-benzylcarbamimidoyl)-6-chloropyrazine-2-carboxamide
- SMILES
- C1=CC=C(C=C1)CN=C(N)NC(=O)C2=C(N=C(C(=N2)Cl)N)N
- InChIKey
- KXDROGADUISDGY-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 145 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 319.094836
Show 4 more facts
- chemical formula
- C₁₃H₁₄ClN₇O
- isomeric SMILES
- N/C(=N\C(=O)C1=NC(Cl)=C(N)N=C1N)/NCC2=CC=CC=C2
- canonical SMILES
- C1=CC=C(C=C1)CN=C(N)NC(=O)C2=C(N=C(C(=N2)Cl)N)N
- Commons category
- Benzamil
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Structure
- Mechanism of action
- References
- External links
Benzamil or benzyl amiloride is a potent blocker of the ENaC channel and also a sodium-calcium exchange blocker. It is a potent analog of amiloride, and is marketed as the hydrochloride salt (benzamil hydrochloride). As amiloride, benzamil has been studied as a possible treatment for cystic fibrosis, although with disappointing results.
==Structure== Benzamil is a benzyl group-containing analog of amiloride. Like amiloride, it is a guanidinium group-containing pyrazine derivative.
Excerpted from Wikipedia’s “benzamil” article, available under the CC BY-SA 4.0 licence.