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F114 Sigma-Aldrich

cis-(Z)-Flupenthixol dihydrochloride

≥98% (HPLC), solid

Synonym: (Z)-4-[3-[2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol dihydrochloride, Flupentixol dihydrochloride

  • CAS Number 51529-01-2

  • Empirical Formula (Hill Notation) C23H25F3N2OS · 2HCl

  • Molecular Weight 507.44

  •  MDL number MFCD00069278

  •  PubChem Substance ID 24278812

  •  NACRES NA.77

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Properties

Related Categories Antagonists - Dopaminergics, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   white to off-white
solubility   H2O: soluble
originator   Lundbeck
SMILES string   Cl[H].Cl[H].OCCN1CCN(CC\C=C2\c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1
InChI   1S/C23H25F3N2OS.2ClH/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29;;/h1-2,4-8,16,29H,3,9-15H2;2*1H/b18-5-;;
InChI key   IOVDQEIIMOZNNA-MHKBYHAFSA-N
Gene Information   human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Description

General description

cis-(Z)-Flupenthixol dihydrochloride (FLU) is a thioxanthene drug. DRD1 (dopamine receptor D1) codes for D1Rs and is located on human chromosome 5q35.2. Dopamine D1 is expressed on lung alveolar type I cells.

Application

cis-(Z)-Flupenthixol dihydrochloride has been used in drug infusions. It has been used to determine the causal involvement of extracellular LS-DA and LS-NE release patterns on social play behavior.

Packaging

100, 500 mg in poly bottle

Biochem/physiol Actions

Antipsychotic; neuroleptic agent; dopamine receptor antagonist. cis-(Z)-Flupenthixol dihydrochloride (FLU) is used to treat schizophrenia and anxiolytic and depressive disorders Dopamine D1 plays a major role in lung fluid homeostasis. It controls the airway smooth muscle tone by producing adenylyl cyclase/cAMP, that would favor airway relaxation in asthmatics. Dopamine in the lung, serves as a neurotransmitter and noradrenaline precursor.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Lundbeck. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold with the permission of H. Lundbeck A/S.

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
TL9900000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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