Timiperone

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.[1][2][3][4] 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.[4]

Timiperone
Clinical data
Trade namesTolopelon
AHFS/Drugs.comInternational Drug Names
Routes of
administration		By mouth
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • 1-(4-fluorophenyl)-4-[4-(2-sulfanylidene-3H-benzimidazol-1-yl)piperidin-1-yl]butan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.055.328
Chemical and physical data
FormulaC22H24FN3OS
Molar mass397.51 g·mol−1
3D model (JSmol)
SMILES
  • C1CN(CCC1N2C3=CC=CC=C3NC2=S)CCCC(=O)C4=CC=C(C=C4)F
InChI
  • InChI=1S/C22H24FN3OS/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-10,18H,3,6,11-15H2,(H,24,28) N
  • Key:YDLQKLWVKKFPII-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

References
  1. Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 1030–. ISBN 978-3-88763-075-1.
  2. Yamasaki T, Kojima H, Tanaka M, Aibara S, Hirohashi M, Kasai Y, et al. (1981). "Pharmacological studies on timiperone, a new neuroleptic drug Part II: General pharmacological properties". Arzneimittel-Forschung. 31 (4): 707–15. PMID 6113834.
  3. Tanaka M, Kojima H, Akashi A (November 1985). "Effect of timiperone, a new antipsychotic drug, on the sleep-wakefulness cycle in cats". Japanese Journal of Pharmacology. 39 (3): 391–4. doi:10.1254/jjp.39.391. PMID 2869168.
  4. Miyamoto S (2010). "Timiperone". In Stolerman IP (ed.). Encyclopedia of Psychopharmacology. Berlin, Heidelberg: Springer. pp. 1323–1323. doi:10.1007/978-3-540-68706-1_1902. ISBN 978-3-540-68706-1. Retrieved 2022-03-11.
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