CHEBI:64312 - memantine

ChEBI IDCHEBI:64312
ChEBI Namememantine
Stars
DefinitionA primary aliphatic amine that is the 3,5-dimethyl derivative of 1-aminoadamantane. A low to moderate affinity uncompetitive (open-channel); NMDA receptor antagonist which binds preferentially to the NMDA receptor-operated cation channels.
Secondary ChEBI IDCHEBI:34832
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H21N
Net Charge0
Average Mass179.307
Monoisotopic Mass179.16740
SMILESCC12CC3CC(C)(C1)CC(N)(C3)C2
InChIInChI=1S/C12H21N/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10/h9H,3-8,13H2,1-2H3
InChIKeyBUGYDGFZZOZRHP-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.
dopaminergic agent  A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
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.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
memantine (CHEBI:64312) has parent hydride adamantane (CHEBI:40519)
memantine (CHEBI:64312) has role antidepressant (CHEBI:35469)
memantine (CHEBI:64312) has role antiparkinson drug (CHEBI:48407)
memantine (CHEBI:64312) has role dopaminergic agent (CHEBI:48560)
memantine (CHEBI:64312) has role neuroprotective agent (CHEBI:63726)
memantine (CHEBI:64312) has role NMDA receptor antagonist (CHEBI:60643)
memantine (CHEBI:64312) is a adamantanes (CHEBI:51339)
memantine (CHEBI:64312) is a primary aliphatic amine (CHEBI:17062)
memantine (CHEBI:64312) is conjugate base of memantinium(1+) (CHEBI:64325)
Incoming Relation(s)
memantinium(1+) (CHEBI:64325) is conjugate acid of memantine (CHEBI:64312)
IUPAC Name 
3,5-dimethyladamantan-1-amine
INNs  Source
memantineKEGG DRUG
memantinaDrugBank
memantinumDrugBank
Synonyms  Source
1-Amino-3,5-dimethyladamantaneChemIDplus
3,5-Dimethyltricyclo(3.3.1.1(3,7))decan-1-amineChemIDplus
3,5-Dimethyl-1-aminoadamantaneChEBI
1,3-Dimethyl-5-adamantanamineChemIDplus
3,5-Dimethyl-1-adamantanamineNIST Chemistry WebBook
Manual XrefsDatabases
C13736KEGG COMPOUND
D08174KEGG DRUG
DB01043DrugBank
MemantineWikipedia
US2011282100Patent
LSM-5154LINCS
1679DrugCentral
Registry NumbersSources
Reaxys:2075983Reaxys
CAS:19982-08-2KEGG COMPOUND
CAS:19982-08-2ChemIDplus
CAS:19982-08-2NIST Chemistry WebBook
Citations