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Compound

Propiomazine

Also called Propionylpromethazine, Phenoctyl, Dorevan

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Part of the metabolic pathway of Propiomazine. See the timeline on the metabolic highway.

Overview

Propiomazine, sold under the brand name Propavan among others, is an antihistamine which is used to treat insomnia and to produce sedation and relieve anxiety before or during surgery or other procedures and in combination with analgesics as well as during labor. Propiomazine is a phenothiazine, but is not used therapeutically as a neuroleptic because it does not block dopamine receptors well.[1] WP⚠ Part of this sentence could not be copied from the source. Open the source to read it in full.⚠ Wikipedia itself has flagged this text: citation needed.

Uses, dosage and effects

Medical uses

Propiomazine has been used in the treatment of insomnia. WP

Risks and side effects

Side effects

Drowsiness is a usual side effect. Rare, serious side effects include convulsions (seizures); difficult or unusually fast breathing; fast or irregular heartbeat or pulse; fever (high); high or low blood pressure; loss of bladder control; muscle stiffness (severe); unusual increase in sweating; unusually pale skin; and unusual tiredness or weakness. WP⚠ Wikipedia itself has flagged this text: citation needed.

Pharmacology

Pharmacodynamics

Propiomazine is an antagonist of the dopamine D₁, D₂, and D₄ receptors, the serotonin 5-HT2A and 5-HT2C receptors, the muscarinic acetylcholine receptors M₁, M₂, M₃, M₄, and M₅ receptors, α₁-adrenergic receptor, and histamine H₁ receptor. WP⚠ Wikipedia itself has flagged this text: citation needed.

The antipsychotic effect of propiomazine is thought to be due to antagonism of the dopamine D₂ receptor and serotonin 5-HT2A receptor, with greater activity at the 5-HT2A receptor than at the D₂ receptor. This may explain the lack of extrapyramidal effects with propiomazine. Propiomazine does not appear to block dopamine within the tuberoinfundibular pathway, which may explain its lower incidence of hyperprolactinemia than with typical antipsychotics or risperidone.[2] WP⚠ Part of this sentence could not be copied from the source. Open the source to read it in full.

Chemistry

Formula
C20H24N2OS PC
CAS number
362-29-8 PC
Molar mass (g/mol)
340.5 PC
IUPAC name (computed by PubChem)
1-[10-[2-(dimethylamino)propyl]phenothiazin-2-yl]propan-1-one PC
SMILES
CCC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CC(C)N(C)C PC
InChIKey
UVOIBTBFPOZKGP-UHFFFAOYSA-N PC
PubChem CID
4940

Harm reduction information

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Sources

  1. Other Morton IK, Hall JM. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. 6 December 2012
  2. Other NCI Thesaurus
  3. Other Negwer M. Organic-chemical Drugs and Their Synonyms: An International Survey, Volume 3. 2001
  4. Other Swiss Pharmaceutical Society. Index Nominum 2000: International Drug Directory. 2000

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.