CHEBI:2639 - amiloride

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ChEBI Name amiloride
ChEBI ID CHEBI:2639
Definition A monocarboxylic acid amide that is N-carbamimidoylpyrazine-2-carboxamide substituted by amino groups at positions 3 and 5 and a chloro group at position 6.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47210
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Formula C6H8ClN7O
Net Charge 0
Average Mass 229.62700
Monoisotopic Mass 229.048
InChI InChI=1S/C6H8ClN7O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11/h(H4,8,9,13)(H4,10,11,14,15)
InChIKey XSDQTOBWRPYKKA-UHFFFAOYSA-N
SMILES NC(=N)NC(=O)c1nc(Cl)c(N)nc1N
Roles Classification
Biological Role(s): sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
Application(s): diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
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ChEBI Ontology
Outgoing amiloride (CHEBI:2639) has role diuretic (CHEBI:35498)
amiloride (CHEBI:2639) has role sodium channel blocker (CHEBI:38633)
amiloride (CHEBI:2639) is a aromatic amine (CHEBI:33860)
amiloride (CHEBI:2639) is a guanidines (CHEBI:24436)
amiloride (CHEBI:2639) is a monocarboxylic acid amide (CHEBI:29347)
amiloride (CHEBI:2639) is a organochlorine compound (CHEBI:36683)
amiloride (CHEBI:2639) is a pyrazines (CHEBI:38314)
amiloride (CHEBI:2639) is conjugate base of amiloride(1+) (CHEBI:84745)
Incoming 5-(N,N-hexamethylene)amiloride (CHEBI:76400) has functional parent amiloride (CHEBI:2639)
amiloride(1+) (CHEBI:84745) is conjugate acid of amiloride (CHEBI:2639)
IUPAC Name
3,5-diamino-N-[amino(imino)methyl]-6-chloropyrazine-2-carboxamide
INNs Sources
amilorida ChemIDplus
amiloride ChEBI
amiloridum ChemIDplus
Synonyms Sources
3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide IUPAC
Amiloride KEGG COMPOUND
N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide ChemIDplus
Database Links Databases
Amiloride Wikipedia
AMR PDBeChem
BE639386 Patent
C06821 KEGG COMPOUND
D07447 KEGG DRUG
DB00594 DrugBank
HMDB14732 HMDB
LSM-4194 LINCS
US3313813 Patent
View more database links
Registry Numbers Types Sources
2609-46-3 CAS Registry Number KEGG COMPOUND
2609-46-3 CAS Registry Number ChemIDplus
616612 Beilstein Registry Number Beilstein
657410 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16020936 PubMed citation Europe PMC
24410943 PubMed citation Europe PMC
24419567 PubMed citation Europe PMC
9124403 PubMed citation Europe PMC
Last Modified
25 February 2016