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Trifluperidol

HCID 5567
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
749-13-3
Standard SMILES
O=C(CCCN1CCC(O)(c2cccc(C(F)(F)F)c2)CC1)c1ccc(F)cc1
InChIKey
GPMXUUPHFNMNDH-UHFFFAOYSA-N
Molecular formula
C22H23F4NO2
Average molar mass
409.4 g/mol
Monoisotopic mass
409.16649162

Overview

Trifluperidol is an aromatic ketone.

Names & identifiers

Preferred name
Trifluperidol
IUPAC
1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]butan-1-one
English name
trifluperidol
Molecular formula
C22H23F4NO2
Molecular weight
409.42

Names & synonyms

Trifluperidol749-13-3McN-JR-2498TrifluperidoloR-2498TrifluperidolumNSC-1709781-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl]butan-1-oneDTXSID4023703R8869Q7R8I1-Butanone, 1-(4-fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)-1-piperidinyl)-1-(4-Fluorophenyl)-4-(4-hydroxy-4-(3-(trifluoromethyl)phenyl)piperidin-1-yl)butan-1-one
Show more names
trifluperidol USP/EP/BP1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidyl]butan-1-one4-fluoro-4-(4-hydroxy-4-(alpha,alpha,alpha-trifluoro-m-tolyl)piperidino)butyrophenone
1-(4-fluorophenyl)-4-{4-hydroxy-4-[3-(trifluoromethyl)phenyl]piperidin-1-yl}butan-1-one1-Butanone, 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidinyl]-RefChem:933408DTXCID903703N05AD02PsicoperidolTrisedilPsychoperidol

Database identifiers

CAS

Properties

Computed structural properties

XLogP
3.5
Topological polar surface area
40.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
7
Rotatable bonds
6
Heavy atoms
29
Formal charge
0
Complexity
537

Experimental & physicochemical properties

LogP2.27
Human DrugsPharmaceuticals

Physicochemical properties

Boiling point
515.9 · 515.9±50.0 °C(Predicted)
Density
1.2119 · 1.2119 (estimate)
pka
13.87 · 13.87±0.20(Predicted)
CAS DataBase Reference
749 · 749-13-3
FDA UNII
8869 Q7R8I · R8869Q7R8I
ATC code
5 AD02 · N05AD02

Chemistry & industry

Pharmacology

ATC Code · 2 items

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 · 2 items

UsesAntipsychotic.

UsesTrifluperidol is a powerful antipsychotic drug. It enhances the action of soporifics, narcotics, and analgesics. It also possesses anticonvulsant and antiemetic action. It is used in psychoses accompanied by motor and mental excitement, in prolonged attacks of recurrent schizophrenia, in cases accompanied by severe depression and delirium, and in alcoholic psychoses. It surpasses other neuroleptics in terms of its ability to stop minor manic excitement.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
749-13-3
PubChem CID
5567
DTXSID
DTXSID4023703
ChEMBL
CHEMBL15023
ChEBI
CHEBI:135662
UNII
R8869Q7R8I
Nikkaji
J6.962K
11 total
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
武汉壹加壹生物科技有限公司027-027-16602739303 16602739303 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
BOC Sciences16314854226 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
成都圣美凯生物科技有限公司028-85157043 15882256948 · [email protected]
Wuhan Topule Biopharmaceutical Co., Ltd+86-18327326525 · [email protected]
天津安浩生物科技有限公司02284840027 18602254930 · [email protected]

Additional notes

DefinitionChEBI: Trifluperidol is an aromatic ketone.