| Identification | Back Directory | [Name]
Flupenthixol dihydrochloride | [CAS]
51529-01-2 | [Synonyms]
Metamin
Flupenthixol 2HCl
Flupenthixol 2hydrochloride
Flupenthixol dihydrochloride
α-Flupenthixol Hydrochloride
a-Flupenthixol Hydrochloride
cis-Flupentixol Hydrochloride
cis-Flupenthixol (hydrochloride)
(Z)-Flupenthixol dihydrochloride
cis (Z)-Flupentixol Dihydrochloride
cis-(Z)-Flupenthixol dihydrochloride
CIS-(Z)-FLUPENTHIXOL DIHYDROCHLORIDE ANT IPSYCHOTIC, NEUROL
4-[3-[(3Z)-2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol Hydrochloride
(Z)-4-[3-[2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol dihydrochloride
Flupentixol dihydrochloride, (Z)-4-[3-[2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol dihydrochloride | [EINECS(EC#)]
637-103-0 | [Molecular Formula]
C23H27Cl2F3N2OS | [MDL Number]
MFCD00069278 | [MOL File]
51529-01-2.mol | [Molecular Weight]
507.44 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
194-202°C | [storage temp. ]
-20°C Freezer | [solubility ]
H2O: soluble | [form ]
solid | [color ]
white to off-white | [Water Solubility ]
H2O: soluble | [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-;; | [InChIKey]
IOVDQEIIMOZNNA-MHKBYHAFSA-N | [SMILES]
Cl[H].Cl[H].OCCN1CCN(CC\C=C2\c3ccccc3Sc4ccc(cc24)C(F)(F)F)CC1 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
Neuroleptic agent related structurally to thiothixene. Antipsychotic; neuroleptic agent; dopamine receptor antagonist | [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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