CHEBI:64195 - ritanserin

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ChEBI Name ritanserin
ChEBI ID CHEBI:64195
Definition A thiazolopyrimidine that is 5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one which is substituted at position 7 by a methyl group and at position 6 by a 2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl group. A potent and long-acting seratonin (5-hydroxytryptamine, 5-HT) antagonist of the subtype 5-HT2 (Ki = 0.39 nM), it is used in the treatment of a variety of disorders including anxiety, depression and schizophrenia. It has little sedative action.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H25F2N3OS
Net Charge 0
Average Mass 477.56900
Monoisotopic Mass 477.169
InChI InChI=1S/C27H25F2N3OS/c1-18-24(26(33)32-16-17-34-27(32)30-18)12-15-31-13-10-21(11-14-31)25(19-2-6-22(28)7-3-19)20-4-8-23(29)9-5-20/h2-9,16-17H,10-15H2,1H3
InChIKey JUQLTPCYUFPYKE-UHFFFAOYSA-N
SMILES Cc1nc2sccn2c(=O)c1CCN1CCC(CC1)=C(c1ccc(F)cc1)c1ccc(F)cc1
Roles Classification
Biological Role(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Application(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
antipsychotic agent
Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ritanserin (CHEBI:64195) has role antidepressant (CHEBI:35469)
ritanserin (CHEBI:64195) has role antipsychotic agent (CHEBI:35476)
ritanserin (CHEBI:64195) has role anxiolytic drug (CHEBI:35474)
ritanserin (CHEBI:64195) has role dopaminergic antagonist (CHEBI:48561)
ritanserin (CHEBI:64195) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
ritanserin (CHEBI:64195) has role serotonergic antagonist (CHEBI:48279)
ritanserin (CHEBI:64195) is a organofluorine compound (CHEBI:37143)
ritanserin (CHEBI:64195) is a piperidines (CHEBI:26151)
ritanserin (CHEBI:64195) is a thiazolopyrimidine (CHEBI:64196)
IUPAC Name
6-(2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
INNs Sources
ritanserin ChemIDplus
ritanserina ChemIDplus
ritanserine ChemIDplus
ritanserinum ChemIDplus
Synonyms Sources
6-(2-(4-(bis(p-fluorophenyl)methylene)-piperidino)ethyl)-7-methyl-5H-thiazolo-(3,2-a)pyrimidin-5-one ChemIDplus
R 55,667 ChemIDplus
R-55667 ChEBI
Database Links Databases
D05738 KEGG DRUG
LSM-2906 LINCS
Ritanserin Wikipedia
US4533665 Patent
View more database links
Registry Numbers Types Sources
4913835 Reaxys Registry Number Reaxys
87051-43-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11897543 PubMed citation Europe PMC
12905101 PubMed citation Europe PMC
18801405 PubMed citation Europe PMC
20825390 PubMed citation Europe PMC
8974378 PubMed citation Europe PMC
Last Modified
25 February 2016