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Penfluridol

HCID 33630
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
26864-56-2
Standard SMILES
OC1(c2ccc(Cl)c(C(F)(F)F)c2)CCN(CCCC(c2ccc(F)cc2)c2ccc(F)cc2)CC1
InChIKey
MDLAAYDRRZXJIF-UHFFFAOYSA-N
Molecular formula
C28H27ClF5NO
Average molar mass
524 g/mol
Monoisotopic mass
523.170133

Overview

1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol is a diarylmethane.

Names & identifiers

Preferred name
Penfluridol
IUPAC
1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]piperidin-4-ol
English name
Penfluridol
Molecular formula
C28H27ClF5NO
Molecular weight
523.97

Names & synonyms

PENFLURIDOL26864-56-2SemapPenfluridolumMcN-JR-16,341R-16341DTXSID5049021R 16341MCN-JR-16341NSC-75917925TLU22Q8H4-Piperidinol, 1-(4,4-bis(4-fluorophenyl)butyl)-4-(4-chloro-3-(trifluoromethyl)phenyl)-
Show more names
TLP-607PenfuridolPenfluidolPHENFLURIDOLPenfluridol>D7-Penfluridol
R 16,341DTXCID60289474-Piperidinol, 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-RefChem:859405R16341N05AG03248-074-51-(4,4-bis(4-fluorophenyl)butyl)-4-(4-chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol

Database identifiers

CAS
26864-56-2
PubChem CID
33630
DTXSID
DTXSID5049021
ChEMBL
CHEMBL47050
ChEBI
CHEBI:92278
UNII
25TLU22Q8H
EC Number
248-074-5

Properties

Computed structural properties

XLogP
7.3
Topological polar surface area
23.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
7
Rotatable bonds
7
Heavy atoms
36
Formal charge
0
Complexity
647

Experimental & physicochemical properties

Drugs · 2 items

Pharmaceuticals -> Antipsychotics

Pharmaceuticals -> Nervous system -> Antipsychotics

Human DrugsPharmaceuticals
Collision Cross Section · 2 items

217.53 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

219.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
105 · 105-107°C
Boiling point
587.7 · 587.7±50.0 °C(Predicted)
Density
1.2425 · 1.2425 (estimate)
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: insoluble
form
powder
pka
13.49 · 13.49±0.20(Predicted)
color
white
Merck
14 · 14,7087

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

PPE
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk
3
rtecs
TN6957000
ridadr
UN 2811 6.1/PG 3
hs_code
29333990
Toxicity
LD50 orally in mice (day 7): 86.8 mg/kg (Janssen)
risk_code
25
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
T
safety_code
45
hazard_class
6.1
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
Hazard statements
H301
Hazard Classifications
Acute Tox. 3 Oral

Chemistry & industry

Pharmacology

ATC Code · 3 items

N05AG03

N - Nervous system

QN - Nervous system

MeSH Pharmacological Classification · 2 items

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.

Uses & manufacturing

Use ClassificationPharmaceuticals
Applications · 3 items

UsesIn terms of pharmacological action, penfluridol is similar to pimozide; however, it is significantly longer lasting, which is connected to the slow metabolism of the drug. Penfluridol is used as a supportive therapy in ambulatory settings for patients suffering from schizophrenia as well as patients with paranoid, psychotic, and neuroleptic conditions.

UsesPenfluridol has been used as an antipsychotic agent:to study its antimetastatic effect on triple-negative breast cancer cellsto study its effects on the growth of glioblastoma cell lines,to study its effects on the vascular endothelial growth factor (VEGF)-induced angiogenesis in human umbilical vein endothelial cells (HUVECs)

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Nikkaji
J9.798E
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
InChIKey
MDLAAYDRRZXJIF-UHFFFAOYSA-N
SMILES
N1(CCCC(C2=CC=C(F)C=C2)C2=CC=C(F)C=C2)CCC(C2=CC=C(Cl)C(C(F)(F)F)=C2)(O)CC1
CAS DataBase Reference
26864 · 26864-56-2(CAS DataBase Reference)
FDA UNII
25 TLU22Q8H · 25TLU22Q8H
ATC code
5 AG03 · N05AG03
NIST Chemistry Reference
Penfluridol(26864-56-2)
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
6 · GHS06
Signal word
Danger
Hazard statements
301 · H301
Precautionary statements
301 · P301+P310
PPE
2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes
T
Risk Statements
25 · 25
Safety Statements
45 · 45
RIDADR
2811 · UN 2811 6.1/PG 3
WGK Germany
3 · 3
RTECS
6957000 · TN6957000
HazardClass
6.1 · 6.1
PackingGroup
III
HS Code
29333990 · 29333990
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 Oral · Acute Tox. 3 Oral
Toxicity
50 orally · LD50 orally in mice (day 7): 86.8 mg/kg (Janssen)
Precautionary statements
P301+P310

Usesantineoplastic

Upstream & downstream products

Upstream raw materials

Fluorobenzene

Downstream products

N-Carbethoxy-4-piperidone

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
江苏恩华赛德药业有限责任公司[email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
湖北辰心化工有限公司18696113233 · [email protected]
Syntechem Co.,Ltd[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
南京圣亿来化工有限公司19951936396 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
上海攀鸿化工科技有限公司021-56491756 13512199871 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
贵州迪大科技有限责任公司0851-8475-2296 18096062265 · [email protected]
ChemeGen 中国18818260767 · [email protected]
TargetMol 中国(陶术生物)400-821-0310 15002144251 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
上海汇凯化学科技有限公司021-61995394 18916691159 · [email protected]
湖北鑫源顺医药化工有限公司13971561712, 13995564702, 027-50664929 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海洽凡生化科技有限公司+86-021-61654350 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
武汉贝乐叶生物医药科技有限公司18086118078 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海萄普生物医药技术有限公司15900573766 18018507602 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]

Additional notes

DefinitionChEBI: 1-[4,4-bis(4-fluorophenyl)butyl]-4-[4-chloro-3-(trifluoromethyl)phenyl]-4-piperidinol is a diarylmethane.