U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of PENFLURIDOL

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
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.

Originator

Curator's Comment: # Janssen Pharmaceutica, Beerse, Belgium

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
140 mg 1 times / week multiple, oral
Studied dose
Dose: 140 mg, 1 times / week
Route: oral
Route: multiple
Dose: 140 mg, 1 times / week
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
The position of mefloquine as a 21st century malaria chemoprophylaxis.
2010-12-09
Research on antipsychotics in India.
2010-01
An overview of Indian research in schizophrenia.
2010-01
Antipsychotics and risk of venous thromboembolism: A population-based case-control study.
2009-08-09
Tourette's syndrome: clinical features, pathophysiology, and therapeutic approaches.
2007
Efficacy of typical and atypical antipsychotics for primary and comorbid anxiety symptoms or disorders: a review.
2006-09
Penfluridol for schizophrenia.
2006-04-19
Brief psychotic disorder associated with Sturge-Weber syndrome.
2005-06
Safety of haloperidol and penfluridol in pregnancy: a multicenter, prospective, controlled study.
2005-03
An ACTH- and ATP-regulated background K+ channel in adrenocortical cells is TREK-1.
2002-12-20
LC-MS-MS analysis of the neuroleptics clozapine, flupentixol, haloperidol, penfluridol, thioridazine, and zuclopenthixol in hair obtained from psychiatric patients.
2002-08-09
Differential inhibition of T-type calcium channels by neuroleptics.
2002-01-15
Comparative short-term evaluation of penfluridol and trifluoperazine in chronic schizophrenia.
1988-10-01
[Pharmacological studies of antipsychotic drug, penfluridol. 2. General pharmacological properties].
1976-07
Patents

Sample Use Guides

Initial: 20-60 mg/week. Severe/resistant: ≤250 mg/week.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: Growth inhibition of mouse cancer cell lines by penfluridol was determined using the 3- (4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide (MTT) assay. Penfluridol inhibited the proliferation of B16 melanoma (B16/ F10), LL/2 lung carcinoma (LL/2), CT26 colon carcinoma (CT26) and 4T1 breast cancer (4T1) cells in vitro.
Unknown
Name Type Language
SEMAP
Preferred Name English
PENFLURIDOL
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official 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
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
WHO-ATC N05AG03
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
WHO-VATC QN05AG03
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C90843
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY
ChEMBL
CHEMBL47050
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PRIMARY
MESH
D010395
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PRIMARY
DRUG CENTRAL
2080
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PRIMARY
NSC
759179
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY
EVMPD
SUB09664MIG
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PRIMARY
EPA CompTox
DTXSID5049021
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PRIMARY
INN
2919
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PRIMARY
SMS_ID
100000082499
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PRIMARY
ECHA (EC/EINECS)
248-074-5
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PRIMARY
RXCUI
7974
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY RxNorm
WIKIPEDIA
Penfluridol
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PRIMARY
DRUG BANK
DB13791
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PRIMARY
FDA UNII
25TLU22Q8H
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY
MERCK INDEX
m8466
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY Merck Index
PUBCHEM
33630
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY
CAS
26864-56-2
Created by admin on Mon Mar 31 18:37:17 GMT 2025 , Edited by admin on Mon Mar 31 18:37:17 GMT 2025
PRIMARY