methiothepin (CHEBI:64203)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	methiothepin

ChEBI ID	CHEBI:64203

Definition	A 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-HT_1D sub-types. Also displays affinity for rodent 5-HT_5B, 5-HT_5A, 5-HT₇ and 5-HT₆ receptors (pK1 values are 6.6, 7.0, 8.4 and 8.7 respectively).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C20H24N2S2

Net Charge

Average Mass

356.54800

Monoisotopic Mass

356.13809

InChI

InChI=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

InChIKey

RLJFTICUTYVZDG-UHFFFAOYSA-N

SMILES

CSc1ccc2Sc3ccccc3CC(N3CCN(C)CC3)c2c1

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 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.

Application(s):	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	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	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

Synonyms	Sources
(+-)-1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine	ChemIDplus
(+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,f)thiepin	ChemIDplus
(+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin	ChemIDplus
1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine	ChemIDplus
1-methyl-4-[8-(methylthio)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazine	ChEBI
Methiothepine	ChemIDplus

Last Modified

26 October 2021