Flupentixol

Flupentixol
Systematic (IUPAC) name
	(EZ)-2-[4-[3-[2-(trifluoromethyl)thioxanthen-9-ylidene]propyl]piperazin-1-yl]ethanol
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy cat.	?
Legal status	℞ Prescription only
Routes	Oral, IM
Pharmacokinetic data
Half-life	19-39 hours
Identifiers
CAS number	2709-56-0
ATC code	N05AF01
PubChem	CID 5281881
IUPHAR ligand	968
DrugBank	DB00875
ChemSpider	4445173
UNII	FA0UYH6QUO
KEGG	D01044
ChEMBL	CHEMBL42055
Chemical data
Formula	C23H25F3N2OS
Mol. mass	434.5219 g/mol
	SMILES FC(F)(F)c2cc1C(\c3c(Sc1cc2)cccc3)=C/CCN4CCN(CCO)CC4;
	InChI InChI=1S/C23H25F3N2OS/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/b18-5- ; Key:NJMYODHXAKYRHW-DVZOWYKESA-N ;
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Flupentixol (INN), also known as flupenthixol (former BAN), marketed under brand names such as Depixol and Fluanxol, is a typical antipsychotic drug of the thioxanthene class. In addition to single drug preparations, it is also available as Anxiset, Deanxit, Mixit, a combination product containing both melitracen and flupentixol.

Flupentixol is not approved for use in the United States.

[edit] Indications

It is also available under the name anxistream. Flupentixol's main use is as a long-acting injection given once in every two or three weeks to individuals with schizophrenia who have poor compliance with medication and suffer frequent relapses of illness.

Flupentixol is also used in low doses as an antidepressant.^[1]^[2]^[3]^[4]^[5]^[6]

[edit] Pharmacology

Flupentixol acts as an antagonist at various dopamine (D₁-D₅), serotonin (5-HT₂), adrenaline (α₁), and histamine (H₁) receptors,^[7] without affecting the muscarinic acetylcholine receptors.^[8]

Its antipsychotic effects are likely caused by D₂ and/or 5-HT_2A antagonism, whereas its antidepressant effects at lower doses may be mediated by preferential D₂/D₃ autoreceptor blockade, resulting in increased postsynaptic activation.

[edit] Adverse effects

The side effects of flupentixol are similar to most other typical antipsychotics, namely extrapyramidal symptoms of akathisia, muscle tremors, and rigidity and antihistamine effects like sedation and somnolence. However, it lacks anticholinergic adverse effects.

[edit] See also

[edit] References

^ Robertson MM, Trimble MR (May 1981). "The antidepressant action of flupenthixol". The Practitioner 225 (1355): 761–3. PMID 7291129.
^ Pöldinger W, Sieberns S (1983). "Depression-inducing and antidepressive effects of neuroleptics. Experiences with flupenthixol and flupenthixol decanoate". Neuropsychobiology 10 (2-3): 131–6. PMID 6674820.
^ Johnson DA (January 1979). "A double-blind comparison of flupenthixol, nortriptyline and diazepam in neurotic depression". Acta Psychiatrica Scandinavica 59 (1): 1–8. PMID 369298.
^ Young JP, Hughes WC, Lader MH (May 1976). "A controlled comparison of flupenthixol and amitriptyline in depressed outpatients". British Medical Journal 1 (6018): 1116–8. PMC 1639983. PMID 773506.
^ Fujiwara J, Ishino H, Baba O, Hanaoka M, Sasaki K (August 1976). "Effect of flupenthixol on depression with special reference to combination use with tricyclic antidepressants. An uncontrolled pilot study with 45 patients". Acta Psychiatrica Scandinavica 54 (2): 99–105. PMID 961463.
^ Tam W, Young JP, John G, Lader MH (March 1982). "A controlled comparison of flupenthixol decanoate injections and oral amitriptyline in depressed out-patients". The British Journal of Psychiatry : the Journal of Mental Science 140: 287–91. PMID 7093597.
^ "PDSP Database - UNC".
^ Golds PR, Przyslo FR, Strange PG (March 1980). "The binding of some antidepressant drugs to brain muscarinic acetylcholine receptors". British Journal of Pharmacology 68 (3): 541–9. PMC 2044199. PMID 7052344.

[pmid7291129-1] Robertson MM, Trimble MR (May 1981). "The antidepressant action of flupenthixol". The Practitioner 225 (1355): 761–3. PMID 7291129.

[pmid6674820-2] Pöldinger W, Sieberns S (1983). "Depression-inducing and antidepressive effects of neuroleptics. Experiences with flupenthixol and flupenthixol decanoate". Neuropsychobiology 10 (2-3): 131–6. PMID 6674820.

[pmid369298-3] Johnson DA (January 1979). "A double-blind comparison of flupenthixol, nortriptyline and diazepam in neurotic depression". Acta Psychiatrica Scandinavica 59 (1): 1–8. PMID 369298.

[pmid773506-4] Young JP, Hughes WC, Lader MH (May 1976). "A controlled comparison of flupenthixol and amitriptyline in depressed outpatients". British Medical Journal 1 (6018): 1116–8. PMC 1639983. PMID 773506.

[pmid961463-5] Fujiwara J, Ishino H, Baba O, Hanaoka M, Sasaki K (August 1976). "Effect of flupenthixol on depression with special reference to combination use with tricyclic antidepressants. An uncontrolled pilot study with 45 patients". Acta Psychiatrica Scandinavica 54 (2): 99–105. PMID 961463.

[pmid7093597-6] Tam W, Young JP, John G, Lader MH (March 1982). "A controlled comparison of flupenthixol decanoate injections and oral amitriptyline in depressed out-patients". The British Journal of Psychiatry : the Journal of Mental Science 140: 287–91. PMID 7093597.

[urlPDSP_Database_-_UNC-7] "PDSP Database - UNC".

[pmid7052344-8] Golds PR, Przyslo FR, Strange PG (March 1980). "The binding of some antidepressant drugs to brain muscarinic acetylcholine receptors". British Journal of Pharmacology 68 (3): 541–9. PMC 2044199. PMID 7052344.

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Flupentixol

Contents

[edit] Indications

[edit] Pharmacology

[edit] Adverse effects

[edit] See also

[edit] References

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