Drug Information

Drug General Information
Drug ID
D0OC3J
Former ID
DAP000026
Drug Name
Flupenthixol
Synonyms
Depixol; Emergil; Fluanxol; Flupentixol; Fluxanxol; Siplaril; Siplarol; LC 44; N 7009; ALPHA-FLUPENTHIXOL; Cis(Z)Flupenthixol; Cis-Flupenthixol; Cis-Flupentixol; Depixol (TN); Fluanxol (TN); Flupentixol (INN); Flupentixol [INN:DCF]; Flupentixolum [INN-Latin]; Cis-(Z)-Flupenthixol; (Z)-4-(3-(2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanol; (Z)-4-(3-(2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)piperazine-1-ethanol; 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)-(9CI); 2-Trifluoromethyl-9-(3-(4-(2-hydroxyethyl)piperazin-1-yl)propylidene)thioxanthene; 2-Trifluoromethyl-9-(3-(4-(beta-hydroxyethyl)-1-piperazinyl)propylidene)thioxanthene; 2-[4-[(3Z)-3-[2-(Trifluoromethyl)thioxanthen-9-ylidene]propyl]piperazin-1-yl]ethanol; 4-(3-(2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanol; 4-(3-(2-(Trifluoromethyl)thioxanthen-9-ylidene)propyl)-1-piperazineethanol
Drug Type
Small molecular drug
Indication Schizophrenia [ICD9: 295; ICD10:F20] Withdrawn from market [536814], [543333]
Therapeutic Class
Antipsychotic Agents
Company
Lundbeck Inc
Structure
Download
2D MOL

3D MOL
Formula
C23H25F3N2OS
InChI
InChI=1S/C23H25F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,29H,3,9-15H2/b18-5-
InChIKey
NJMYODHXAKYRHW-DVZOWYKESA-N
CAS Number
CAS 2709-56-0
PubChem Compound ID
5281881
PubChem Substance ID
13372, 651849, 7848107, 8616834, 14807748, 24262971, 26755684, 29216405, 39315468, 47515602, 47885671, 47960029, 48110746, 48185260, 48185261, 48259524, 49698443, 50013567, 50013569, 50111069, 50111070, 57358435, 77443886, 85209673, 85788350, 87225332, 90341514, 104098334, 113856122, 124749785, 124892370, 131279811, 134983857, 135002761, 135650273, 136351427, 137235935, 142970963, 144205556, 170465964, 179225419, 179236180, 198987516, 223441070, 226420710, 241093947, 250023293, 252347356, 252655887
ChEBI ID
ChEBI:5121
SuperDrug ATC ID
N05AF01
SuperDrug CAS ID
cas=002709560
Target and Pathway
Target(s) D(2) dopamine receptor Target Info Antagonist [535384], [537355]
KEGG Pathway Rap1 signaling pathway
cAMP signaling pathway
Neuroactive ligand-receptor interaction
Gap junction
Dopaminergic synapse
Parkinson's disease
Cocaine addiction
Alcoholism
PANTHER Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathway
Dopamine receptor mediated signaling pathway
Nicotine pharmacodynamics pathway
Reactome Dopamine receptors
G alpha (i) signalling events
WikiPathways Hypothetical Network for Drug Addiction
Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
Genes and (Common) Pathways Underlying Drug Addiction
GPCR ligand binding
GPCR downstream signaling
Nicotine Activity on Dopaminergic Neurons
References
Ref 536814Behavioral responses of dopamine beta-hydroxylase knockout mice to modafinil suggest a dual noradrenergic-dopaminergic mechanism of action. Pharmacol Biochem Behav. 2008 Dec;91(2):217-22. Epub 2008 Jul 25.
Ref 543333(http://www.guidetopharmacology.org/) Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 968).
Ref 535384Atypical antipsychotics: mechanism of action. Can J Psychiatry. 2002 Feb;47(1):27-38.
Ref 537355A role for medial prefrontal dopaminergic innervation in instrumental conditioning. J Neurosci. 2009 May 20;29(20):6599-606.

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