PENFLURIDOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C28H27ClF5NO
Molecular Weight	523.965
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1(CCN(CCCC(C2=CC=C(F)C=C2)C3=CC=C(F)C=C3)CC1)C4=CC=C(Cl)C(=C4)C(F)(F)F

InChI

InChIKey=MDLAAYDRRZXJIF-UHFFFAOYSA-N

InChI=1S/C28H27ClF5NO/c29-26-12-7-21(18-25(26)28(32,33)34)27(36)13-16-35(17-14-27)15-1-2-24(19-3-8-22(30)9-4-19)20-5-10-23(31)11-6-20/h3-12,18,24,36H,1-2,13-17H2

HIDE SMILES / InChI

Molecular Formula	C28H27ClF5NO
Molecular Weight	523.965
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6408670

Penfluridol is a highly potent; first generation diphenylbutylpiperidine antipsychotic was developed by Janssen Pharmaceutica in 1968 and is used to treat schizophrenial and similar psychotic disorders. It is, however, like most typical antipsychotics, being increasingly replaced by the atypical antipsychotics. This drug is long-acting dopamine receptor blocker.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine receptor 60 Target ID: CHEMBL2096905 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6408670	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Psychotic disorder 26 Sources: http://www.medindia.net/doctors/drug_information/penfluridol.htm	Primary		Approved 8429	Unknown Approved Use Unknown
Schizophrenia 298 Sources: http://www.medindia.net/doctors/drug_information/penfluridol.htm	Primary		Approved 8429	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Pharmacological studies of antipsychotic drug, penfluridol. 2. General pharmacological properties].	1976 Jul	1033105
Comparative short-term evaluation of penfluridol and trifluoperazine in chronic schizophrenia.	1988 Oct-Dec	3063660
An ACTH- and ATP-regulated background K+ channel in adrenocortical cells is TREK-1.	2002 Dec 20	12368289
Differential inhibition of T-type calcium channels by neuroleptics.	2002 Jan 15	11784784
LC-MS-MS analysis of the neuroleptics clozapine, flupentixol, haloperidol, penfluridol, thioridazine, and zuclopenthixol in hair obtained from psychiatric patients.	2002 Jul-Aug	12166818
Brief psychotic disorder associated with Sturge-Weber syndrome.	2005 Jun	16018933
Safety of haloperidol and penfluridol in pregnancy: a multicenter, prospective, controlled study.	2005 Mar	15766297
Penfluridol for schizophrenia.	2006 Apr 19	16625563
Efficacy of typical and atypical antipsychotics for primary and comorbid anxiety symptoms or disorders: a review.	2006 Sep	17017818
Tourette's syndrome: clinical features, pathophysiology, and therapeutic approaches.	2007	17726915
Antipsychotics and risk of venous thromboembolism: A population-based case-control study.	2009 Aug 9	20865083
The position of mefloquine as a 21st century malaria chemoprophylaxis.	2010 Dec 9	21143906
Research on antipsychotics in India.	2010 Jan	21836703
An overview of Indian research in schizophrenia.	2010 Jan	21836674

Patents

Sample Use Guides

In Vivo Use Guide

Initial: 20-60 mg/week. Severe/resistant: ≤250 mg/week.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:51:18 UTC 2023` Edited by `admin` on `Fri Dec 15 16:51:18 UTC 2023`
Record UNII	25TLU22Q8H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PENFLURIDOL

Official Name

English

SEMAP

Brand Name

English

1-(4,4-BIS(P-FLUOROPHENYL)BUTYL)-4-(4-CHLORO-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)-4-PIPERIDINOL

Common Name

English

Penfluridol [WHO-DD]

Common Name

English

PENFLURIDOL [JAN]

Common Name

English

R 16,341

Code

English

4-PIPERIDINOL, 1-(4,4-BIS(4-FLUOROPHENYL)BUTYL)-4-(4-CHLORO-3-(TRIFLUOROMETHYL)PHENYL)-

Systematic Name

English

MCN-JR-16341

Code

English

PENFLURIDOL [USAN]

Common Name

English

PENFLURIDOL [MART.]

Common Name

English

MCN-JR-16,341

Code

English

R-16341

Code

English

penfluridol [INN]

Common Name

English

NSC-759179

Code

English

PENFLURIDOL [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66883