EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:64045 - amisulpride

ChEBI IDCHEBI:64045
ChEBI Nameamisulpride
Stars
DefinitionA member of the class of benzamides resulting from the formal condensation of the carboxy group of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid with the primary amino group of 2-(aminomethyl)-1-ethylpyrrolidine. It is a potent, selective dopamine D2 and D3 receptor antagonist. It is an atypical antipsychotic/antischizophrenic agent with limited extrapyrimidal side effects.
Last Modified22 February 2017
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC17H27N3O4S
Net Charge0
Average Mass369.487
Monoisotopic Mass369.17223
SMILESCCN1CCCC1CNC(=O)c1cc(S(=O)(=O)CC)c(N)cc1OC
InChIInChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
InChIKeyNTJOBXMMWNYJFB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application:
second generation antipsychotic  Antipsychotic drugs which can have different modes of action but which tend to be less likely than first generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements.
ChEBI Ontology
Outgoing Relation(s)
amisulpride (CHEBI:64045) has role environmental contaminant (CHEBI:78298)
amisulpride (CHEBI:64045) has role second generation antipsychotic (CHEBI:65191)
amisulpride (CHEBI:64045) has role xenobiotic (CHEBI:35703)
amisulpride (CHEBI:64045) is a aromatic amide (CHEBI:62733)
amisulpride (CHEBI:64045) is a aromatic amine (CHEBI:33860)
amisulpride (CHEBI:64045) is a benzamides (CHEBI:22702)
amisulpride (CHEBI:64045) is a pyrrolidines (CHEBI:38260)
amisulpride (CHEBI:64045) is a sulfone (CHEBI:35850)
IUPAC Name 
4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide
INNs  Source
amisulprideKEGG DRUG
amisulpridaChemIDplus
amisulpridumChemIDplus
Synonyms  Source
AminosultoprideDrugBank
4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamideChemIDplus
4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-o-anisamideChemIDplus
Manual XrefsDatabases
D07310KEGG DRUG
DB06288DrugBank
AmisulprideWikipedia
BE872585Patent
US4401822Patent
HMDB0015633HMDB
LSM-1669LINCS
179DrugCentral
Registry NumbersSources
Reaxys:6876191Reaxys
CAS:71675-85-9ChemIDplus
Citations