Structure via PubChem · Public domain (PubChem)
metitepine
Sign in to saveAlso known as methiothepine, 1-methyl-4-[8-(methylthio)-10,11-dihydrodibenzo[b,f]thiepin-10-yl]piperazine, 1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine, (+-)-10-(4-Methylpiperazinyl)-8-(methylthio)-10,11-dihydrodibenzo(b,f)thiepin, (+-)-8-Methylthio-10-(4-methylpiperazino)-10,11-dihydrodibenzo(b,f)thiepin, (+-)-1-(10,11-Dihydro-8-(methylthio)dibenzo(b,f)thiepin-10-yl)-4-methylpiperazine
Metitepine (; developmental code names Ro 8-6837 (maleate), VUFB-6276 (mesylate)), also known as methiothepin, is a drug described as a "psychotropic agent" of the tricyclic or tetracyclic group which was never marketed.
Key facts
- Drug.IUPAC_name
- 1-methyl-4-(8-methylsulfanyl-5,6-dihydrobenzo[b][1]benzothiepin-6-yl)piperazine
- Drug.image
- Metitepine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225px
- Drug.CAS_number
- 20229-30-5
- Drug.CAS_supplemental
- 19728-88-2 (maleate)
- Drug.PubChem
- 4106
- Drug.IUPHAR_ligand
- 89
- Drug.ChemSpiderID
- 3963
- Drug.ChEBI
- 64203
- Drug.UNII
- 55D94103HL
- Drug.synonyms
- Methiothepin; Methiothepine; Ro 8-6837 (maleate); VUFB-6276 (mesylate)
- Drug.C
- 20
- Drug.H
- 24
- Drug.N
- 2
- Drug.S
- 2
- Drug.SMILES
- CN1CCN(CC1)C2Cc3ccccc3Sc4c2cc(cc4)SC
- Drug.StdInChI
- 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
via Wikipedia infobox
Chemical data
- Formula
- C20H24N2S2
- Molecular weight
- 356.6 g/mol
- IUPAC name
- 1-methyl-4-(3-methylsulfanyl-5,6-dihydrobenzo[b][1]benzothiepin-5-yl)piperazine
- SMILES
- CN1CCN(CC1)C2CC3=CC=CC=C3SC4=C2C=C(C=C4)SC
- InChIKey
- RLJFTICUTYVZDG-UHFFFAOYSA-N
- XLogP
- 4.2
- Polar surface area
- 57.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,049 papers- Structure of a Hallucinogen-Activated Gq-Coupled 5-HT(2A) Serotonin Receptor.Cell · 2020
- Metitepine distinguishes two receptors mediating inhibition of [3H]-5-hydroxytryptamine release in guinea pig hippocampus.Naunyn-Schmiedeberg's archives of pharmacology · 1992
- Stereoselective actions of the isomers of metitepine at 5-HT1D receptors in the guinea pig brain.Neuropharmacology · 1993
- Serotonin and vascular reactivity.Pharmacological research communications · 1985
- Small molecule drug screening in Drosophila identifies the 5HT2A receptor as a feeding modulation target.Scientific reports · 2013
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 356.138091
- Has use
- medication
Show 5 more facts
- chemical formula
- C₂₀H₂₄N₂S₂
- canonical SMILES
- CN1CCN(CC1)C2CC3=CC=CC=C3SC4=C2C=C(C=C4)SC
- World Health Organisation international non-proprietary name
- metitepine
- subject has role
- serotonin antagonist
- Commons category
- Metitepine
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
7 sectionsContents
- Pharmacology
- Pharmacodynamics
- Chemistry
- Analogues
- Synthesis
- References
- External links
Metitepine (; developmental code names Ro 8-6837 (maleate), VUFB-6276 (mesylate)), also known as methiothepin, is a drug described as a "psychotropic agent" of the tricyclic or tetracyclic group which was never marketed.
It acts as a non-selective antagonist of serotonin, dopamine, and adrenergic receptors, including of the serotonin 5-HT1, 5-HT2, 5-HT5, 5-HT6, and 5-HT7 receptors. The drug has antipsychotic properties.
Excerpted from Wikipedia’s “metitepine” article, available under the CC BY-SA 4.0 licence.