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Compound

Pipotiazine

Also called Pipothiazine, Piportil, 19366-RP

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Overview

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:[1][2] WP⚠ A table follows this text in the source and is not copied here. Open the source to see it.

Uses, dosage and effects

Medical uses

Pipotiazine palmitate is used to treat schizophrenia.[3] WP

Risks and side effects

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).[3] WP

Pharmacology

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).[4] WP

History

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The long-acting injectable formulation of pipotiazine (pipotiazine palmitate) was withdrawn from all markets globally in March 2015 due to a shortage of the active ingredient.[5] WP

Chemistry

Formula
C24H33N3O3S2 PC
CAS number
39860-99-6 PC
Molar mass (g/mol)
475.7 PC
IUPAC name (computed by PubChem)
10-[3-[4-(2-hydroxyethyl)piperidin-1-yl]propyl]-N,N-dimethylphenothiazine-2-sulfonamide PC
SMILES
CN(C)S(=O)(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCC(CC4)CCO PC
InChIKey
JOMHSQGEWSNUKU-UHFFFAOYSA-N PC
PubChem CID
62867

Harm reduction information

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Pop culture

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Sources

  1. Journal / agency Bechelli LP, Ruffino-Netto A, Hetem G. A double-blind controlled trial of pipotiazine, haloperidol and placebo in recently-hospitalized acute schizophrenic patients. Brazilian Journal of Medical and Biological Research. December 1983. PMID 6143579
  2. Other drugs.com international pipotiazine
  3. Other Piportil® L4 (pipotiazine palmitate)
  4. Other White J. Guidance on the Administration to Adults of Oil-based Depot and other Long-acting Intramuscular Antipsychotic Injections 7th Edition. July 2022
  5. Journal / agency Haddad P, Taylor M, Patel MX, Taylor D. Guidance on switching away from Piportil Depot® (pipotiazine palmitate) injection. The British Journal of Psychiatry. June 2015. doi:10.1192/bjp.206.6.521 · PMID 26034183

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