CHEBI:2639 - amiloride

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ChEBI Name amiloride
ChEBI ID CHEBI:2639
Definition A member of the class of pyrazines resulting from the formal monoacylation of guanidine with the carboxy group of 3,5-diamino-6-chloropyrazine-2-carboxylic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47210
Supplier Information ChemicalBook:CB7146512, eMolecules:1934607, ZINC000004340269
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Formula C6H8ClN7O
Net Charge 0
Average Mass 229.62700
Monoisotopic Mass 229.04789
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
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 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)
5-(N-methyl-N-propyl)amiloride (CHEBI:138016) has functional parent amiloride (CHEBI:2639)
ethylisopropylamiloride (CHEBI:136538) 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 WHO MedNet
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
Manual Xrefs Databases
158 DrugCentral
Amiloride Wikipedia
AMR PDBeChem
BE639386 Patent
C06821 KEGG COMPOUND
CPD-10324 MetaCyc
D07447 KEGG DRUG
DB00594 DrugBank
HMDB0014732 HMDB
LSM-4194 LINCS
US3313813 Patent
View more database links
Registry Numbers Types Sources
2609-46-3 CAS Registry Number ChemIDplus
616612 Beilstein Registry Number Beilstein
657410 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
26 July 2017