CHEBI:76400 - 5-(N,N-hexamethylene)amiloride

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ChEBI Name 5-(N,N-hexamethylene)amiloride
ChEBI ID CHEBI:76400
ChEBI ASCII Name 5-(N,N-hexamethylene)amiloride
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sandra Orchard
Supplier Information
Download Molfile XML SDF
Formula C12H18ClN7O
Net Charge 0
Average Mass 311.77100
Monoisotopic Mass 311.126
InChI InChI=1S/C12H18ClN7O/c13-8-10(20-5-3-1-2-4-6-20)18-9(14)7(17-8)11(21)19-12(15)16/h1-6H2,(H2,14,18)(H4,15,16,19,21)
InChIKey RQQJJXVETXFINY-UHFFFAOYSA-N
SMILES NC(=N)NC(=O)c1nc(Cl)c(nc1N)N1CCCCCC1
Roles Classification
Biological Role(s): sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
odorant receptor antagonist
An antagonist at the odorant receptor.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 5-(N,N-hexamethylene)amiloride (CHEBI:76400) has functional parent amiloride (CHEBI:2639)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) has role antineoplastic agent (CHEBI:35610)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) has role apoptosis inducer (CHEBI:68495)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) has role odorant receptor antagonist (CHEBI:76531)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) has role sodium channel blocker (CHEBI:38633)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) is a aromatic amine (CHEBI:33860)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) is a azepanes (CHEBI:46986)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) is a guanidines (CHEBI:24436)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) is a monocarboxylic acid amide (CHEBI:29347)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) is a organochlorine compound (CHEBI:36683)
5-(N,N-hexamethylene)amiloride (CHEBI:76400) is a pyrazines (CHEBI:38314)
IUPAC Name
3-amino-5-(azepan-1-yl)-N-carbamimidoyl-6-chloropyrazine-2-carboxamide
Synonyms Sources
3-Amino-6-chloro-5-(1-homopiperidyl)-N-(diaminomethylene)pyrazinecarboxamide ChemIDplus
Hexamethylene amiloride ChemIDplus
Hexamethyleneamiloride ChemIDplus
HMA SUBMITTER
HMA-5 ChemIDplus
Database Link Database
LSM-2912 LINCS
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Registry Numbers Types Sources
1428-95-1 CAS Registry Number ChemIDplus
628353 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12046895 PubMed citation Europe PMC
21978672 PubMed citation Europe PMC
22472891 PubMed citation Europe PMC
23205553 PubMed citation Europe PMC
23329732 PubMed citation Europe PMC
23383318 PubMed citation Europe PMC
23800993 PubMed citation Europe PMC
23841474 PubMed citation Europe PMC
23996609 PubMed citation Europe PMC
Last Modified
25 February 2016