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timiperone
Sign in to saveTimiperone, sold under the brand name Tolopelon, is a typical antipsychotic of the butyrophenone class which is marketed in Japan for the treatment of schizophrenia. It is similar in chemical structure to benperidol, but has a thiourea group instead of a urea group. It acts as an antagonist for the D2 and 5-HT2A receptors.
Chemical data
- Formula
- C22H24FN3OS
- Molecular weight
- 397.5 g/mol
- IUPAC name
- 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-1-yl]butan-1-one
- SMILES
- C1CN(CCC1N2C3=CC=CC=C3NC2=S)CCCC(=O)C4=CC=C(C=C4)F
- InChIKey
- YDLQKLWVKKFPII-UHFFFAOYSA-N
- XLogP
- 4.3
- Polar surface area
- 67.7 Ų
- H-bond donors
- 1
- 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
32 papers- Carbonyl reduction of timiperone in human liver cytosol.Pharmacology & toxicology · 1998
- Effect of timiperone on 3H-spiroperidol binding to rat striatal dopamine receptors.European journal of pharmacology · 1979
- Effect of hyperprolactinemia induced by neuroleptic agent, timiperone, on porphyrin content of mouse harderian gland.The Journal of toxicological sciences · 1997
- Targeting Sirtuin 1 for therapeutic potential: Drug repurposing approach integrating docking and molecular dynamics simulations.PloS one · 2023
- Pharmacological studies on timiperone, a new neuroleptic drug Part II: General pharmacological properties.Arzneimittel-Forschung · 1981
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 397.162
Show 4 more facts
- chemical formula
- C₂₂H₂₄FN₃OS
- canonical SMILES
- C1CN(CCC1N2C3=CC=CC=C3NC2=S)CCCC(=O)C4=CC=C(C=C4)F
- subject has role
- antiemetic
- Commons category
- Timiperone
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Timiperone, sold under the brand name Tolopelon, is a typical antipsychotic of the butyrophenone class which is marketed in Japan for the treatment of schizophrenia. It is similar in chemical structure to benperidol, but has a thiourea group instead of a urea group. It acts as an antagonist for the D2 and 5-HT2A receptors.
== References ==
Excerpted from Wikipedia’s “timiperone” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0