PERPHENAZINE FENDIZOATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H26ClN3OS.C20H14O4
Molecular Weight	722.291
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=C(C=CC=C1)C(=O)C2=CC=C(O)C(=C2)C3=CC=CC=C3.OCCN4CCN(CCCN5C6=CC=CC=C6SC7=C5C=C(Cl)C=C7)CC4

InChI

InChIKey=SPGWGYWYOAUBIB-UHFFFAOYSA-N

InChI=1S/C21H26ClN3OS.C20H14O4/c22-17-6-7-21-19(16-17)25(18-4-1-2-5-20(18)27-21)9-3-8-23-10-12-24(13-11-23)14-15-26;21-18-11-10-14(12-17(18)13-6-2-1-3-7-13)19(22)15-8-4-5-9-16(15)20(23)24/h1-2,4-7,16,26H,3,8-15H2;1-12,21H,(H,23,24)

HIDE SMILES / InChI

Description
Sources: http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=39012 | http://www.pmda.go.jp/PmdaSearch/iyakuDetail/ResultDataSetPDF/400315_1172004B1030_2_11

Perphenazine fendizoate is a salt of a typical antipsychotic drug perphenazine and fendizoic acid. Perhpenazien fendizoate is approved in Japan for the treatment of schizophrenia, preoperative and postoperative nausea and vomiting, and Meniere's disease (dizziness, ear ringing).

Approval Year

PubMed

Title	Date	PubMed
The bucco-linguo-masticatory syndrome as a side-effect of neuroleptics therapy.	1967	4383787
Side-effects of phenothiazines.	1967 Apr 1	6021008
Phenothiazines in early labour.	1967 Feb 11	6017500
Increased sensitivity to neuroleptics in rats with lesions of the central nervous system.	1972	5065892
Tetany, tetanus or drug reaction? A case report.	1976 Jul	1016648
Asymptomatic idiopathic syndrome of prolonged Q-T interval in a 45-year-old woman. Ventricular tachyarrhythmias precipitated by hypokalemia and therapy with amitriptyline and prephenazine.	1977 Feb	832494
Drug-induced anaphylaxis, convulsions, deafness, and extrapyramidal symptoms.	1977 Mar 12	65671
[Acute dystonia in children. 2 cases caused by perphenazine (Trilafon)].	1978 Mar 10	635871
Death attributed to ventricular arrhythmia induced by thioridazine in combination with a single Contac C capsule.	1978 Oct 7	709472
Metoclopramide and dystonic reactions in Sardinians.	1979 Jun 23	87799
Toxic psychosis with cimetidine.	1979 May	434259
Pituitary sensitivity to LHRH in hyperprolactinemia induced by perphenazine and renal pituitary transplants in female rats.	1980 Apr	6770916
Plasma levels of perphenazine (Trilafon) related to development of extrapyramidal side effects.	1981	6794071
Actions of clonidine on convulsions and behaviour.	1981 Jul	7305545
Prolactin and the small intestine. Effect of hyperprolactinaemia on mucosal structure in the rat.	1981 Jul	7262630
Tricyclic antidepressants and alcoholic blackouts.	1981 Jun	7229637
Dose-response relationships of perphenazine in the treatment of acute psychoses.	1982	6817364
Cerebellar syndrome following neuroleptic induced heat stroke.	1983 Feb	6842224
Unique sensitivity of Hb Zürich to oxidative injury by phenazopyridine: reversal of the effects by elevating carboxyhemoglobin levels in vivo and in vitro.	1983 Jun	6859031
Pharmacology in vivo of the phenylindan derivative, Lu 19-005, a new potent inhibitor of dopamine, noradrenaline and 5-hydroxytryptamine uptake in rat brain.	1985 Apr	2409454
Tourette-like syndrome following low dose short-term neuroleptic treatment.	1986 May	3459568
Neurologic approach to drug-induced movement disorders: a study of 125 patients.	1990 May	1971459
Extrapyramidal symptoms and their relationship to clinical efficacy under perphenazine treatment. A controlled prospective handwriting-test study in 22 acutely ill schizophrenic patients.	1991 Jul	1754609
Risperidone versus perphenazine in the treatment of chronic schizophrenic patients with acute exacerbations.	1993 Dec	7508675
Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors.	1994 Mar	7908055
The efficacy of prophylactic ondansetron, droperidol, perphenazine, and metoclopramide in the prevention of nausea and vomiting after major gynecologic surgery.	1995 Jul	7598243
BMY-14802 reversed the sigma receptor agonist-induced neck dystonia in rats.	1996	9013402
Association of plasma homovanillic acid with behavioral symptoms in patients diagnosed with dementia: a preliminary report.	1997 Dec 1	9386853
Induction of mania by risperidone resistant to mood stabilizers.	1997 Feb	9004061
Olanzapine use in women with antipsychotic-induced hyperprolactinemia.	1998 Oct	9766782
Acquired aplastic anemia secondary to perphenazine.	1999 Autumn	10495369
H1-histamine receptor affinity predicts short-term weight gain for typical and atypical antipsychotic drugs.	2003 Mar	12629531
PASS assisted search and evaluation of some azetidin-2-ones as C.N.S. active agents.	2005 Aug 3	16124929
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942
Aripiprazole for treatment-resistant schizophrenia: results of a multicenter, randomized, double-blind, comparison study versus perphenazine.	2007 Feb	17335319
Nerve growth factor mRNA expression in the regenerating antler tip of red deer (Cervus elaphus).	2007 Jan 10	17215957
Pharmacologic profiling of human and rat cytochrome P450 1A1 and 1A2 induction and competition.	2008 Dec	18493746
Acute dystonia induced by the combination of midodrine and perphenazine.	2008 May	18344053
Identification of human Ether-à-go-go related gene modulators by three screening platforms in an academic drug-discovery setting.	2010 Dec	21158687
A cell protection screen reveals potent inhibitors of multiple stages of the hepatitis C virus life cycle.	2010 Feb 23	20142494
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011 Jul 14	21599003
Antitubercular pharmacodynamics of phenothiazines.	2013 Apr	23228936

Patents

Sample Use Guides

In Vivo Use Guide

Schizophrenia: In general, for adults, the dose is 0.6 to 4.8 g (6 to 48 mg as perphenazine) daily in several divided oral doses.

Route of Administration: Oral

Name

Type

Language

PERPHENAZINE FENDIZOATE

Common Name

English

Perphenazine fendizoate [WHO-DD]

Common Name

English

BENZOIC ACID, 2-((6-HYDROXY(1,1'-BIPHENYL)-3-YL)CARBONYL)-, COMPD. WITH 4-(3-(2-CHLORO-10H-PHENOTHIAZIN-10-YL)PROPYL)-1-PIPERAZINEETHANOL (1:1)

Systematic Name

English

PERPHENAZINE FENDIZOATE [JAN]

Common Name

English

BENZOIC ACID, O-((6-HYDROXY-3-BIPHENYLYL)CARBONYL)-, COMPD. WITH 4-(3-(2-CHLOROPHENOTHIAZIN-10-YL)PROPYL)-1-PIPERAZINEETHANOL

Systematic Name

English

Code System Code Type Description

EVMPD

SUB194304