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Pipotiazine

Typical antipsychotic medication

Pipotiazine

Summary

Typical antipsychotic medication

| Drugs.com =

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Pipotiazine (Piportil), also known as pipothiazine, is a typical antipsychotic of the phenothiazine class used in the United Kingdom and other countries for the treatment of schizophrenia. Its properties are similar to those of chlorpromazine. A 2004 systematic review investigated its efficacy for people with schizophrenia:

OutcomeFindings in wordsFindings in numbersQuality of evidenceGlobal outcomesMental stateAdverse effects
No important clinical response
Follow-up: by 3 week)There is no clear difference between people given pipotiazine palmitate and those receiving oral antipsychotics. These findings are based on data of low quality.RR 2.57 (0.76 to 8.63)Low
Leaving the study early
Follow-up: up to 5 weeksPipotiazine palmitate may increase the chance of leaving the study early but the difference between people given pipotiazine palmitate and those receiving oral antipsychotics is not clear. These findings are based on data of low quality.RR 3.85 (0.46 to 32.22)Low
Relapse
Follow-up: by 18 months)Pipotiazine palmitate has not more - or less - effect on risk of relapse than oral antipsychotics. These findings are based on data of low quality.RR 1.55 (0.76 to 3.18)Low
Tardive dyskinesiaOral antipsychotic drugs and pipotiazine palmitate carry similar risks of this problematic movement disorder. These findings are based on data of low quality.RR 1.03 (0.22 to 4.92)Low
DystoniaPipotiazine palmitate may slightly reduce the chance of experiencing this movement disorder but there is no clear difference between people given pipotiazine palmitate and those receiving oral antipsychotics. These findings are based on data of low quality.RR 0.32 (0.04 to 2.89)Low

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Medical uses

Pipotiazine palmitate is used to treat schizophrenia.

Contraindications

Pipotiazine palmitate is contraindicated in people with circulatory collapse (shock), altered states of consciousness, including drug intoxication, or other serious health conditions (liver disease, kidney disease, pheochromocytoma, severe cardiovascular disease, or blood dyscrasias). It is contraindicated in people with severe depression. Pipotiazine palmitate should not be used in people who have a history of allergic reactions to any component of the medicine or to chemically similar medicines (phenothiazines).

Pharmacokinetics

Pipotiazine was available as a long-acting injectable formulation (pipotiazine palmitate). After deep intramuscular injection, pipotiazine palmitate reaches maximum plasma concentration in 7-14 days, has an elimination half-life of 15 days, and reaches steady-state levels after 2 months of usual dosing (given every 4 weeks).

Synthesis

Synthesis of pipotiazine has been reported.

Synthesis of pipotiazine

The alkylation of 2-dimethylaminosulfonylphenthiazine (1) with 1-bromo-3-chloropropane (2) gives 10-(3-chloropropyl)-N,N-dimethylphenothiazine-2-sulfonamide (3). Alkylation with 4-piperidineethanol (4) completes the synthesis of pipothiazine (5).

History

The long-acting injectable formulation of pipotiazine (pipotiazine palmitate) was withdrawn from all markets globally in March 2015 due to a shortage of the active ingredient.

References

References

  1. Anvisa. (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
  2. (December 1983). "A double-blind controlled trial of pipotiazine, haloperidol and placebo in recently-hospitalized acute schizophrenic patients". Brazilian Journal of Medical and Biological Research.
  3. {{drugs.com. international. pipotiazine
  4. (October 2004). "Depot pipotiazine palmitate and undecylenate for schizophrenia". The Cochrane Database of Systematic Reviews.
  5. "Piportil® L4 (pipotiazine palmitate)".
  6. (July 2022). "Guidance on the Administration to Adults of Oil-based Depot and other Long-acting Intramuscular Antipsychotic Injections 7th Edition". www.reach4resource.co.uk.
  7. {{Cite patent. FR. 7835M (1970)
  8. ZA6801990 idem Jean-Claude Rene Georg Blondel, 2 More », {{US patent. 3875156 (1975 to Rhone Poulenc Sa)
  9. Schussen, & Li Haixia, et al. {{Cite patent. CN. 106568857 (2019 to YUEYANG XINHUADA PHARMACEUTICAL CO Ltd).
  10. (June 2015). "Guidance on switching away from Piportil Depot® (pipotiazine palmitate) injection". The British Journal of Psychiatry.
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