CHLORPROMAZINE PHENOLPHTHALINATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H16O4.C17H19ClN2S
Molecular Weight	639.203
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CHLORPROMAZINE PHENOLPHTHALINATE

Structure Search

SMILES

CN(C)CCCN1C2=CC=CC=C2SC3=CC=C(Cl)C=C13.OC(=O)C4=C(C=CC=C4)C(C5=CC=C(O)C=C5)C6=CC=C(O)C=C6

InChI

InChIKey=ZRZQLIGMSARLBW-UHFFFAOYSA-N

InChI=1S/C20H16O4.C17H19ClN2S/c21-15-9-5-13(6-10-15)19(14-7-11-16(22)12-8-14)17-3-1-2-4-18(17)20(23)24;1-19(2)10-5-11-20-14-6-3-4-7-16(14)21-17-9-8-13(18)12-15(17)20/h1-12,19,21-22H,(H,23,24);3-4,6-9,12H,5,10-11H2,1-2H3

HIDE SMILES / InChI

Description
Sources: https://www.jstage.jst.go.jp/article/yakushi1947/79/4/79_4_454/_article/-char/ja/ | https://www.jstage.jst.go.jp/article/bunsekikagaku1952/35/3/35_3_T16/_article/-char/ja/ | https://www.jstage.jst.go.jp/article/fpj1944/54/3/54_3_433/_article/-char/ja/ | https://www.ncbi.nlm.nih.gov/pubmed/15340180

Chlorpromazine Phenolphthalinate is Phenolphthalinate salt of psychotropic agent Chlorpromazine marketed as Wintermin by Japanese pharmaceutical company Shionogi Inc for treating certain mental or mood disorders. Chlorpromazine is a psychotropic agent indicated for the treatment of schizophrenia and other central nervous system disease

CNS Activity

Approval Year

PubMed

Title	Date	PubMed
Frequency of high-risk use of QT-prolonging medications.	2006-06	16178046
Effect of chlorpromazine on bone sialoprotein (BSP) gene transcription.	2006-04-15	16294319
Antipsychotic drugs inhibit the human corticotropin-releasing-hormone gene promoter activity in neuro-2A cells-an involvement of protein kinases.	2006-04	16205782
Retinoid-mediated stimulation of steroid sulfatase activity in myeloid leukemic cell lines requires RARalpha and RXR and involves the phosphoinositide 3-kinase and ERK-MAP kinase pathways.	2006-02-01	16178010
Differential antibiotic susceptibilities of starved Mycobacterium tuberculosis isolates.	2005-11	16251329
The effects of desmethylimipramine on cyclic AMP-stimulated gene transcription in a model cell system.	2005-09-01	16036225
Effects of chlorpromazine with and without UV irradiation on gene expression of HepG2 cells.	2005-08-04	15924885
Invited review: fluphenazine augments retinal oxidative stress.	2005-08	16117689
New inhibitors of the Tat-TAR RNA interaction found with a "fuzzy" pharmacophore model.	2005-06	15883975
[Thanatogenesis in poisoning with psychopharmaceuticals].	2005-05-11	15881137
Stable expression of constitutively activated mutant h5HT6 and h5HT7 serotonin receptors: inverse agonist activity of antipsychotic drugs.	2005-05	15821958
Response to chlorpromazine treatment may be associated with polymorphisms of the DRD2 gene in Chinese schizophrenic patients.	2005-03-07	15694263
Non-paracetamol drug-induced fulminant hepatic failure among adults in Scotland.	2005-02	15674093
A toxicogenomic approach to drug-induced phospholipidosis: analysis of its induction mechanism and establishment of a novel in vitro screening system.	2005-02	15342952
The phenothiazine drugs inhibit hERG potassium channels.	2005	16051556
Intraoperative preparation of the radial artery for coronary artery bypass grafting.	2005	16037812
Effects of lipopolysaccharide and chlorpromazine on glucocorticoid receptor-mediated gene transcription and immunoreactivity: a possible involvement of p38-MAP kinase.	2004-12	15589393
Combined treatment of quetiapine with haloperidol in animal models of antipsychotic effect and extrapyramidal side effects: comparison with risperidone and chlorpromazine.	2004-10	15083255
Oral terbutaline in the management of pharmacologically induced prolonged erection.	2004-10	14999218
Two cases of deep vein thrombosis associated with antipsychotic drug use.	2004-08	15298663
Valproate-induced hyperammonemic encephalopathy.	2004-08	15266186
Antipsychotics increase microtubule-associated protein 2 mRNA but not spinophilin mRNA in rat hippocampus and cortex.	2004-05-01	15079866
Block of HERG human K(+) channel and IKr of guinea pig cardiomyocytes by chlorpromazine.	2004-05	15071359
Inhibition of cytochrome P450 enzymes participating in p-nitrophenol hydroxylation by drugs known as CYP2E1 inhibitors.	2004-04-15	15135088
UVA activated 8-MOP and chlorpromazine inhibit release of TNF-alpha by post-transcriptional regulation.	2004-04	15052360
Drug-induced liver injury.	2004-03-01	14986274
Spasmodic dysphonia, a rare form of tardive dystonia, induced by low-dose risperidone?	2004-03	14961937
Smoking impact on CYP1A2 activity in a group of patients with schizophrenia.	2004-01	14659985
[Differences in prooxidant effect of neuroleptics haloperidol and aminazine].	2003-12-03	14650217
Dual action of oestrogens on the mouse constitutive androstane receptor.	2003-12-01	12948398
Mechanism of C2-toxin inhibition by fluphenazine and related compounds: investigation of their binding kinetics to the C2II-channel using the current noise analysis.	2003-10-24	14556742
Application of the CFU-GM assay to predict acute drug-induced neutropenia: an international blind trial to validate a prediction model for the maximum tolerated dose (MTD) of myelosuppressive xenobiotics.	2003-10	12883091
Sydenham's chorea may be a risk factor for drug induced parkinsonism.	2003-09	12933958
Drugs used in the treatment of schizophrenia and bipolar disorder inhibit the replication of Toxoplasma gondii.	2003-08-01	12837520
[Reversal of multidrug resistance in leukemic cell line K562/AO2 by chlordelazine in vitro].	2003-07	14746680
QTc prolongation: chlorpromazine and high-dosage olanzapine.	2003-06	12866343
The antipsychotic drug chlorpromazine inhibits HERG potassium channels.	2003-06	12788816
New generation antipsychotics versus low-potency conventional antipsychotics: a systematic review and meta-analysis.	2003-05-10	12747876
The steroid-responsive hiccup reflex arc: competitive binding to the corticosteroid-receptor?	2003-04-08	14523351
Variant Creutzfeldt-Jakob disease.	2003-03	12733426
An unusual cause of convulsions in a newborn infant.	1992-12	1473547
[A case of neuroleptic malignant syndrome with acute renal failure].	1992-11	1485575
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.	1992-09	1416885
Pharmacological characteristics of alpha 2-adrenergic receptors: comparison of pharmacologically defined subtypes with subtypes identified by molecular cloning.	1992-07	1353247
Pharmacology of human dopamine D3 receptor expressed in a mammalian cell line: comparison with D2 receptor.	1992-04-10	1354163
Muscle pains and biochemical changes following suxamethonium administration after six pretreatment regimens.	1992-03	1566986
A case of phenobarbital exacerbation of a preexisting maladaptive behavior partially suppressed by chlorpromazine and misinterpreted as chlorpromazine efficacy.	1992	1509179
Levodopa-induced dyskinesias in Parkinson's disease: clinical and pharmacological classification.	1992	1350058
Chlorpromazine: a drug potentially useful for treating mycobacterial infections.	1992	1288966
THE EFFECT OF L-3, 4-DIHYDROXYPHENYLALANINE AND DL-5-HYDROXYTRYPTOPHAN ON RIGIDITY AND TREMOR INDUCED BY RESERPINE, CHLORPROMAZINE AND PHENOXYBENZAMINE.	1964-04	14172950

Patents

Name

Type

Language

CHLORPROMAZINE PHENOLPHTHALINATE

Common Name

English

10H-PHENOTHIAZINE-10-PROPANAMINE, 2-CHLORO-N,N-DIMETHYL-, MONO(2-(BIS(4-HYDROXYPHENYL)METHYL)BENZOATE)

Preferred Name

English

CHLORPROMAZINE PHENOLPHTHALINATE [JAN]

Common Name

English

BENZOIC ACID, 2-(BIS(4-HYDROXYPHENYL)METHYL)-, COMPD. WITH 2-CHLORO-N,N-DIMETHYL-10H-PHENOTHIAZINE-10-PROPANAMINE (1:1)

Common Name

English

Chlorpromazine phenolphthalinate [WHO-DD]

Common Name

English

PHENOLPHTHALIN, SALT WITH 2-CHLORO-10-(3-DIMETHYLAMINOPROPYL)PHENOTHIAZINE

Common Name

English

Code System Code Type Description

EVMPD

SUB131029