CHEBI:2619 - amantadine hydrochloride

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ChEBI Name amantadine hydrochloride
ChEBI ID CHEBI:2619
Definition A hydrochloride obtained by combining amantadine and hydrochloric acid in equimolar amounts.
Stars This entity has been manually annotated by the ChEBI Team.
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Formulae C10H17N.HCl
C10H18ClN
Net Charge 0
Average Mass 187.70936
Monoisotopic Mass 187.11278
InChI InChI=1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H
InChIKey WOLHOYHSEKDWQH-UHFFFAOYSA-N
SMILES [Cl-].[NH3+]C12CC3CC(CC(C3)C1)C2
Roles Classification
Biological Role(s): dopamine agonist
A drug that binds to and activates dopamine receptors.
NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
antiviral agent
A substance that destroys or inhibits replication of viruses.
Application(s): dopamine agonist
A drug that binds to and activates dopamine receptors.
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ChEBI Ontology
Outgoing amantadine hydrochloride (CHEBI:2619) has part adamantan-1-aminium (CHEBI:48320)
amantadine hydrochloride (CHEBI:2619) has role antiviral agent (CHEBI:22587)
amantadine hydrochloride (CHEBI:2619) has role dopamine agonist (CHEBI:51065)
amantadine hydrochloride (CHEBI:2619) has role NMDA receptor antagonist (CHEBI:60643)
amantadine hydrochloride (CHEBI:2619) is a hydrochloride (CHEBI:36807)
IUPAC Name
adamantan-1-aminium chloride
Synonyms Sources
1-Adamantanamine hydrochloride ChemIDplus
1-Adamantylamine hydrochloride ChemIDplus
1-Aminoadamantane hydrochloride ChemIDplus
1-Aminoadamantene hydrochlorid ChemIDplus
Amantadine hydrochloride KEGG COMPOUND
tricyclo[3.3.1.13,7]decan-1-aminium chloride IUPAC
Brand Name Source
Symmetrel DrugBank
Manual Xrefs Databases
Amantadine Wikipedia
C07939 KEGG COMPOUND
D00777 KEGG DRUG
DB00915 DrugBank
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Registry Numbers Types Sources
4198854 Reaxys Registry Number Reaxys
4198854 Beilstein Registry Number Beilstein
665-66-7 CAS Registry Number KEGG COMPOUND
665-66-7 CAS Registry Number ChemIDplus
838463 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
11054856 PubMed citation Europe PMC
16170253 PubMed citation Europe PMC
20020057 PubMed citation Europe PMC
24263176 PubMed citation Europe PMC
24614731 PubMed citation Europe PMC
24695262 PubMed citation Europe PMC
Last Modified
05 February 2015