CHEBI:64312 - memantine

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ChEBI Name memantine
ChEBI ID CHEBI:64312
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:34832
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Formula C12H21N
Net Charge 0
Average Mass 179.30180
Monoisotopic Mass 179.16740
InChI InChI=1S/C12H21N/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10/h9H,3-8,13H2,1-2H3
InChIKey BUGYDGFZZOZRHP-UHFFFAOYSA-N
SMILES CC12CC3CC(C)(C1)CC(N)(C3)C2
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
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): dopaminergic agent
A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
antiparkinson drug
A drug used in the treatment of Parkinson's disease.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
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ChEBI Ontology
Outgoing 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 memantinium(1+) (CHEBI:64325) is conjugate acid of memantine (CHEBI:64312)
IUPAC Name
3,5-dimethyladamantan-1-amine
INNs Sources
memantina DrugBank
memantine KEGG DRUG
memantinum DrugBank
Synonyms Sources
1,3-Dimethyl-5-adamantanamine ChemIDplus
1-Amino-3,5-dimethyladamantane ChemIDplus
3,5-Dimethyl-1-adamantanamine NIST Chemistry WebBook
3,5-Dimethyl-1-aminoadamantane ChEBI
3,5-Dimethyltricyclo(3.3.1.1(3,7))decan-1-amine ChemIDplus
Manual Xrefs Databases
1679 DrugCentral
C13736 KEGG COMPOUND
D08174 KEGG DRUG
DB01043 DrugBank
LSM-5154 LINCS
Memantine Wikipedia
US2011282100 Patent
View more database links
Registry Numbers Types Sources
19982-08-2 CAS Registry Number KEGG COMPOUND
19982-08-2 CAS Registry Number ChemIDplus
19982-08-2 CAS Registry Number NIST Chemistry WebBook
2075983 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017