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CHEBI:2618 - amantadine

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ChEBI Name amantadine
ChEBI ID CHEBI:2618
Definition A member of the class of adamantanes that is used as an antiviral and antiparkinson drug.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H17N
Net Charge 0
Average Mass 151.24870
Monoisotopic Mass 151.136
InChI InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2
InChIKey DKNWSYNQZKUICI-UHFFFAOYSA-N
SMILES NC12CC3CC(CC(C3)C1)C2
Roles Classification
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid 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.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
antiparkinson drug
A drug used in the treatment of Parkinson's disease.
dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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ChEBI Ontology
Outgoing amantadine (CHEBI:2618) has parent hydride adamantane (CHEBI:40519)
amantadine (CHEBI:2618) has role analgesic (CHEBI:35480)
amantadine (CHEBI:2618) has role antiparkinson drug (CHEBI:48407)
amantadine (CHEBI:2618) has role antiviral drug (CHEBI:36044)
amantadine (CHEBI:2618) has role dopaminergic agent (CHEBI:48560)
amantadine (CHEBI:2618) has role NMDA receptor antagonist (CHEBI:60643)
amantadine (CHEBI:2618) has role non-narcotic analgesic (CHEBI:35481)
amantadine (CHEBI:2618) is a adamantanes (CHEBI:51339)
amantadine (CHEBI:2618) is a primary aliphatic amine (CHEBI:17062)
amantadine (CHEBI:2618) is conjugate base of adamantan-1-aminium (CHEBI:48320)
Incoming adamantan-1-aminium (CHEBI:48320) is conjugate acid of amantadine (CHEBI:2618)
IUPAC Name
adamantan-1-ylamine
INNs Sources
amantadina ChemIDplus
amantadine ChemIDplus
amantadinum ChemIDplus
Synonyms Sources
1-adamantanamine NIST Chemistry WebBook
1-adamantylamine ChEBI
1-aminoadamantane ChEBI
Amantadine KEGG COMPOUND
Amantidine DrugBank
Aminoadamantane DrugBank
tricyclo[3.3.1.13,7]decan-1-amine NIST Chemistry WebBook
tricyclo[3.3.1.13,7]decan-1-ylamine IUPAC
tricyclo[3.3.1.13,7]decane-1-amine NIST Chemistry WebBook
Brand Names Sources
Viregyt ChemIDplus
Virosol ChemIDplus
Database Links Databases
Amantadine Wikipedia
C06818 KEGG COMPOUND
D07441 KEGG DRUG
DB00915 DrugBank
View more database links
Registry Numbers Types Sources
2204333 Reaxys Registry Number Reaxys
2204333 Beilstein Registry Number Beilstein
27066 Gmelin Registry Number Gmelin
768-94-5 CAS Registry Number NIST Chemistry WebBook
768-94-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23011311 PubMed citation Europe PMC
24371305 PubMed citation Europe PMC
24427376 PubMed citation Europe PMC
Last Modified
25 February 2016