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
PubMed

PubMed

TitleDatePubMed
Comparative short-term evaluation of penfluridol and trifluoperazine in chronic schizophrenia.
1988 Oct-Dec
Brief psychotic disorder associated with Sturge-Weber syndrome.
2005 Jun
Penfluridol for schizophrenia.
2006 Apr 19
Efficacy of typical and atypical antipsychotics for primary and comorbid anxiety symptoms or disorders: a review.
2006 Sep
Tourette's syndrome: clinical features, pathophysiology, and therapeutic approaches.
2007
Antipsychotics and risk of venous thromboembolism: A population-based case-control study.
2009 Aug 9
Research on antipsychotics in India.
2010 Jan
An overview of Indian research in schizophrenia.
2010 Jan
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
PENFLURIDOL
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
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
Created by admin on Fri Dec 15 16:51:18 GMT 2023 , Edited by admin on Fri Dec 15 16:51:18 GMT 2023
WHO-ATC N05AG03
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WHO-VATC QN05AG03
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Code System Code Type Description
NCI_THESAURUS
C90843
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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
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EVMPD
SUB09664MIG
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EPA CompTox
DTXSID5049021
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INN
2919
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SMS_ID
100000082499
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PRIMARY
ECHA (EC/EINECS)
248-074-5
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PRIMARY
RXCUI
7974
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PRIMARY RxNorm
WIKIPEDIA
Penfluridol
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DRUG BANK
DB13791
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PRIMARY
FDA UNII
25TLU22Q8H
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MERCK INDEX
m8466
Created by admin on Fri Dec 15 16:51:18 GMT 2023 , Edited by admin on Fri Dec 15 16:51:18 GMT 2023
PRIMARY Merck Index
PUBCHEM
33630
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PRIMARY
CAS
26864-56-2
Created by admin on Fri Dec 15 16:51:18 GMT 2023 , Edited by admin on Fri Dec 15 16:51:18 GMT 2023
PRIMARY