Timiperone

Timiperone
Clinical data
Trade names	Tolopelon
AHFS/Drugs.com	International 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	57648-21-2 ;
PubChem CID	3033151;
ChemSpider	2297930 ;
UNII	626DQ7N19L;
KEGG	D02035 ;
CompTox Dashboard (EPA)	DTXSID9023673 ;
ECHA InfoCard	100.055.328
Chemical and physical data
Formula	C22H24FN3OS
Molar mass	397.50 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	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) ; Key:YDLQKLWVKKFPII-UHFFFAOYSA-N ;
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Timiperone, sold under the brand name Tolopelon, is an antipsychotic of the butyrophenone class which is marketed in Japan.[1][2][3] It is similar in chemical structure to benperidol but has a thiourea group instead of a urea group.

References

Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 1030–. ISBN 978-3-88763-075-1.
Yamasaki, T; Kojima, H; Tanaka, M; et al. (1981). "Pharmacological studies on timiperone, a new neuroleptic drug Part II: General pharmacological properties". Arzneimittelforschung. 31: 707–15. PMID 6113834.
"Effect of Timiperone, a New Antipsychotic Drug, on the Sleep-Wakefulness Cycle in Cats". The Japanese Journal of Pharmacology. 39 (3): 391–394. 1985.

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[IndexNominum2000-1] Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 1030–. ISBN 978-3-88763-075-1.

[2] Yamasaki, T; Kojima, H; Tanaka, M; et al. (1981). "Pharmacological studies on timiperone, a new neuroleptic drug Part II: General pharmacological properties". Arzneimittelforschung. 31: 707–15. PMID 6113834.

[3] "Effect of Timiperone, a New Antipsychotic Drug, on the Sleep-Wakefulness Cycle in Cats". The Japanese Journal of Pharmacology. 39 (3): 391–394. 1985.

Antipsychotics (N05A)
Typical	Butyrophenones: Benperidol Bromperidol Droperidol Haloperidol^# Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines: Fluspirilene Penfluridol Pimozide Phenothiazines: Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine Piperacetazine Pipotiazine Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes: Chlorprothixene Clopenthixol Flupentixol Tiotixene (thiothixene) Zuclopenthixol
Disputed	Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones: Melperone Tricyclics: Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine Others: Molindone
Atypical	Benzisoxazole/benzisothiazoles: Iloperidone Lurasidone Paliperidone Paliperidone palmitate Perospirone Risperidone^# Ziprasidone Butyrophenones: Lumateperone^† Phenylpiperazines/quinolinones: Aripiprazole Aripiprazole lauroxil Brilaroxazine^† Brexpiprazole Cariprazine Tricyclics: Asenapine Clozapine^# Olanzapine Quetiapine Zotepine Others: Blonanserin Pimavanserin Sertindole
Others	Azacyclonol Cannabidiol Oxypertine Reserpine Tetrabenazine
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III