CHEBI:2618 - amantadine

ChEBI IDCHEBI:2618
ChEBI Nameamantadine
Stars
DefinitionA member of the class of adamantanes that is used as an antiviral and antiparkinson drug.
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H17N
Net Charge0
Average Mass151.253
Monoisotopic Mass151.13610
SMILESNC12CC3CC(CC(C3)C1)C2
InChIInChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2
InChIKeyDKNWSYNQZKUICI-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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 drug  A substance used in the prophylaxis or therapy of virus diseases.
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.
dopaminergic agent  A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Applications:
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
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.
dopaminergic agent  A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
adamantan-1-aminium (CHEBI:48320) is conjugate acid of amantadine (CHEBI:2618)
IUPAC Name 
adamantan-1-ylamine
INNs  Source
amantadineChemIDplus
amantadinumChemIDplus
amantadinaChemIDplus
Synonyms  Source
AmantadineKEGG COMPOUND
1-adamantylamineChEBI
1-aminoadamantaneChEBI
tricyclo[3.3.1.13,7]decan-1-ylamineIUPAC
tricyclo[3.3.1.13,7]decan-1-amineNIST Chemistry WebBook
tricyclo[3.3.1.13,7]decane-1-amineNIST Chemistry WebBook
Brand Names  Source
ViregytChemIDplus
VirosolChemIDplus
Manual XrefsDatabases
C06818KEGG COMPOUND
D07441KEGG DRUG
DB00915DrugBank
AmantadineWikipedia
144DrugCentral
2961VSDB
Registry NumbersSources
Gmelin:27066Gmelin
Reaxys:2204333Reaxys
CAS:768-94-5KEGG COMPOUND
CAS:768-94-5ChemIDplus
CAS:768-94-5NIST Chemistry WebBook
Citations