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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

Description

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

Janssen Pharmaceutica
51
Curator's Comment: # Janssen Pharmaceutica, Beerse, Belgium

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Blocker
537
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Unknown

Approved Use

Unknown
Primary
Approved
8429
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Pharmacological studies of antipsychotic drug, penfluridol. 2. General pharmacological properties].
1976 Jul
Differential inhibition of T-type calcium channels by neuroleptics.
2002 Jan 15
LC-MS-MS analysis of the neuroleptics clozapine, flupentixol, haloperidol, penfluridol, thioridazine, and zuclopenthixol in hair obtained from psychiatric patients.
2002 Jul-Aug
Efficacy of typical and atypical antipsychotics for primary and comorbid anxiety symptoms or disorders: a review.
2006 Sep
Patents

Patents

CN103027892 B
1
CN104586780 A
1

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
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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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
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PRIMARY RxNorm
WIKIPEDIA
Penfluridol
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PRIMARY
DRUG BANK
DB13791
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PRIMARY
FDA UNII
25TLU22Q8H
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PRIMARY
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
ACTIVE MOIETY
Structure of PENFLURIDOL
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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