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CHEBI:64203 - methiothepin

ChEBI IDCHEBI:64203
ChEBI Namemethiothepin
Stars
DefinitionA dibenzothiepine that is 10,11-dihydrodibenzo[b,f]thiepine bearing additional methylthio and 4-methylpiperazin-1-yl substituents at positions 8 and 10 respectively. Potent 5-HT2 antagonist, also active as 5-HT1 antagonist. Differentiates 5-HT1D sub-types. Also displays affinity for rodent 5-HT5B, 5-HT5A, 5-HT7 and 5-HT6 receptors (pK1 values are 6.6, 7.0, 8.4 and 8.7 respectively).
Last Modified26 October 2021
SubmitterSteve
DownloadsMolfile
FormulaC20H24N2S2
Net Charge0
Average Mass356.560
Monoisotopic Mass356.13809
SMILESCSc1ccc2c(c1)C(N1CCN(C)CC1)Cc1ccccc1S2
InChIInChI=1S/C20H24N2S2/c1-21-9-11-22(12-10-21)18-13-15-5-3-4-6-19(15)24-20-8-7-16(23-2)14-17(18)20/h3-8,14,18H,9-13H2,1-2H3
InChIKeyRLJFTICUTYVZDG-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
methiothepin (CHEBI:64203) has role antipsychotic agent (CHEBI:35476)
methiothepin (CHEBI:64203) has role dopaminergic antagonist (CHEBI:48561)
methiothepin (CHEBI:64203) has role geroprotector (CHEBI:176497)
methiothepin (CHEBI:64203) has role serotonergic antagonist (CHEBI:48279)
methiothepin (CHEBI:64203) is a N-alkylpiperazine (CHEBI:46845)
methiothepin (CHEBI:64203) is a aryl sulfide (CHEBI:35683)
methiothepin (CHEBI:64203) is a dibenzothiepine (CHEBI:38924)
methiothepin (CHEBI:64203) is a tertiary amino compound (CHEBI:50996)
methiothepin (CHEBI:64203) is conjugate base of methiothepin(2+) (CHEBI:64204)
Incoming Relation(s)
methiothepin(2+) (CHEBI:64204) is conjugate acid of methiothepin (CHEBI:64203)
IUPAC Name 
1-methyl-4-[8-(methylsulfanyl)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazine
INNs  Source
metitepinumChemIDplus
metitepineChemIDplus
metitepinaChemIDplus
Synonyms  Source
(+-)-1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazineChemIDplus
(+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepinChemIDplus
(+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,f)thiepinChemIDplus
MethiothepineChemIDplus
1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazineChemIDplus
1-methyl-4-[8-(methylthio)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazineChEBI
Manual XrefsDatabases
US4444778Patent
US6331536Patent
MetitepineWikipedia
NL6608618Patent
US3379729Patent
LSM-4320LINCS
HMDB0254534HMDB
Registry NumbersSources
Reaxys:626221Reaxys
CAS:20229-30-5ChemIDplus
Citations