cis-Flupentixol hydrochloride Chemical Properties

Melting point:

194-202°C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

H2O: soluble

form 

solid

color 

white to off-white

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36/37/39

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

TL9900000

cis-Flupentixol hydrochloride Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Neuroleptic agent related structurally to thiothixene. Antipsychotic; neuroleptic agent; dopamine receptor antagonist.

Uses

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.

Definition

ChEBI: Cis-flupenthixol dihydrochloride is the dihydrochloride salt of cis-flupenthixol. It has a role as a geroprotector. It contains a cis-flupenthixol(2+).

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.

Biological Activity

ki: 0.38 nm for dopamine d2 receptorscis-flupenthixol is an antagonist at dopamine d2 receptors.dopamine receptor d2 is encoded by the drd2 gene. it has been suggested that dopamine receptors are the action site of antipsychotic drugs. the dopamine d2 receptor is also the main receptor for all antipsychotic drugs.

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.

in vitro

the effects of striatal kainic acid lesions on [3h] cis-flupenthixol and [3h]spiperone binding to dopamine receptors were examined in a previous study. significant reductions in both binding parameters were observed, and [3h] cis-flupenthixol binding was depleted to a greater level than [3h]spiperone binding. reductions in both binding were correlated with reductions in glutamic acid decarboxylase activity [1].

in vivo

in a previous animal study rats were conditioned to associate an environment with immediate or delayed effects of pre-treatment with either cis-flupenthixol or saline vehicle. results showed that vehicle-treated control animals developed the normal pattern of cpps and cis-flupenthixol-caused da receptor antagonism could prevent the expression of cocaine cpps but it did not alter the expression of cocaine-induced cpas [2].

References

[1] cross aj, waddington jl. kainic acid lesions dissociate [3h] spiperone and [3h]cis-flupenthixol binding sites in rat striatum. eur j pharmacol. 1981 may 8;71(2-3):327-32.
[2] wenzel jm, su zi, shelton k, dominguez hm, von furstenberg va, ettenberg a. the dopamine antagonist cis-flupenthixol blocks the expression of the conditioned positive but not the negative effects of cocaine in rats. pharmacol biochem behav. 2013 dec;114-115:90-6.
[3] cookson ib. the effects of a 50% reduction of cis(z)-flupenthixol decanoate in chronic schizophrenic patients maintained on a high dose regime. int clin psychopharmacol. 1987 apr;2(2):141-9.

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