Drug Information

General Information
Drug ID
DR00658
Drug Name
Fluphenazine
Synonyms
1-(2-Hydroxyethyl)-4-(3-(trifluoromethyl-10-phenothiazinyl)propyl)-piperazine; 1-(2-Hydroxyethyl)-4-[3-(trifluoromethyl-10-phenothiazinyl)propyl]piperazine; 1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-(9CI); 10-(3'-(4"-(beta-Hydroxyethyl)-1"-piperazinyl)-propyl)-3-trifluoromethylphenothiazine; 10-(3'-(4''-(beta-Hydroxyethyl)-1''-piperazinyl)-propyl)-3-trifluoromethylphenothiazine; 10-(3-(2-Hydroxyethyl)piperazinopropyl)-2-(trifluoromethyl)phenothiazine; 2-(4-(3-[2-(Trifluoromethyl)-10H-phenothiazin-10-yl]propyl)-1-piperazinyl)ethanol; 2-(4-{3-[2-(trifluoromethyl)-10H-phenothiazin-10-yl]propyl}piperazin-1-yl)ethanol; 2-(Trifluoromethyl)-10-(3-(1-(beta-hydroxyethyl)-4-pipe razinyl)propyl)phenothiazine; 2-(Trifluoromethyl)-10-(3-(1-(beta-hydroxyethyl)-4-piperazinyl)propyl)phenothiazine; 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol; 2-[4-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]piperazin-1-yl]ethanol dihydrochloride; 4-(3-(-Trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol; 4-(3-(2-(Trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-1-piperazineethanol; 4-(3-(2-(trifluoromethyl)phenothiazin-10-yl)propyl)-1-Piperazineethanol; 4-(3-(2-Trifluoromethyl-10-phenothiazyl)-propyl)-1-piperazineethanol; 4-[3-(2-Trifluoromethyl-10-phenothiazyl)-propyl]-1-piperazineethanol; Anatensol (TN); Apo-Fluphenazine; Dapotum; Dapotum (TN); Dapotum D (TN); Dapotum Injektion (TN); Decanoate (TN); Deconoate (TN); Elinol; Enanthate (TN); Fludecate (TN); Flufenazin; Flufenazina; Flufenazina [DCIT]; Flunanthate (TN); Fluorfenazine; Fluorophenazine; Fluorphenazine; Fluphenazine (INN); Fluphenazine [INN:BAN]; Fluphenazine hydrochloride; Fluphenazinum; Fluphenazinum [INN-Latin]; Ftorphenazine; Hydrochloride, Fluphenazine; Lyogen (TN); Modecate (TN); Moditen (TN); Moditen (Tabl or elixir); Moditen Enanthate Injection (TN); Moditen Hcl; Omca (TN); Pacinol; Permitil (TN); Permitil Concentrate; Phthorphenazine; Prolixin (TN); Prolixin Concentrate; Prolixine; S94; SQ 4918; Sediten (TN); Selecten (TN); Sevinol; Sevinol (TN); Sinqualone (TN); Siqualine; Siqualon; Trancin (TN); Triflumethazine; Vespazine; Yespazine
Drug Type
Small molecular drug
Indication Psychotic disorders [ICD11:6A2Z] Approved [1]
Therapeutic Class
Antipsychotic Agents
Structure
3D MOL 2D MOL
Formula
C22H26F3N3OS
Canonical SMILES
C1CN(CCN1CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F)CCO
InChI
InChI=1S/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2
InChIKey
PLDUPXSUYLZYBN-UHFFFAOYSA-N
CAS Number
CAS 69-23-8
Pharmaceutical Properties Molecular Weight 437.5 Topological Polar Surface Area 55.2
Heavy Atom Count 30 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 8
XLogP
4.4
PubChem CID
3372
PubChem SID
10532904 ,11111179 ,11111180 ,11212325 ,11335686 ,11360925 ,11363183 ,11364798 ,11365745 ,11367360 ,11368307 ,11369922 ,11372419 ,11372962 ,11374514 ,11375522 ,11376469 ,11378089 ,11461897 ,11466348 ,11467468 ,11485013 ,11486275 ,11489015 ,11491235 ,11492643 ,11494103 ,14832617 ,24263032 ,26751625 ,29222507 ,46506645 ,47291093 ,47291094 ,47365145 ,47588956 ,47588957 ,47662238 ,47662239 ,47736435 ,47885368 ,48110419 ,48259193 ,48259194 ,5329924 ,606306 ,7979286 ,8152146 ,841998 ,9223
ChEBI ID
CHEBI:5123
TTD Drug ID
D0P5SA
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Fluphenazine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Identification of P-glycoprotein substrates and inhibitors among psychoactive compounds--implications for pharmacokinetics of selected substrates. J Pharm Pharmacol. 2004 Aug;56(8):967-75.

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