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piperacetazine

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piperacetazine

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Piperacetazine (Quide) is an antipsychotic prodrug, most notably used for schizophrenia. It is a phenothiazine derivative. Based on clinical trial data, it appears to have similar efficacy as chlorpromazine. However, very little research has been done since the 1970s, and it is not a commonly used drug today.

Chemical data

Formula
C24H30N2O2S
Molecular weight
410.6 g/mol
IUPAC name
1-[10-[3-[4-(2-hydroxyethyl)piperidin-1-yl]propyl]phenothiazin-2-yl]ethanone
SMILES
CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCC(CC4)CCO
InChIKey
BTFMCMVEUCGQDX-UHFFFAOYSA-N
XLogP
4
Polar surface area
69.1 Ų
H-bond donors
1
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1969
Admin. routes
oral

via ChEMBL · EBI

Wikidata facts

Mass
410.203
Show 4 more facts
Commons category
Piperacetazine
canonical SMILES
CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCC(CC4)CCO
chemical formula
C₂₄H₃₀N₂O₂S
subject has role
alpha blocker
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Side effects
  • References

Piperacetazine (Quide) is an antipsychotic prodrug, most notably used for schizophrenia. It is a phenothiazine derivative. Based on clinical trial data, it appears to have similar efficacy as chlorpromazine. However, very little research has been done since the 1970s, and it is not a commonly used drug today.

== Side effects == The side effect profile of piperacetazine is similar to that of other typical antipsychotics. The most common side effects of piperacetazine are dizziness, drowsiness, fainting, orthostatic hypotension, and extrapyramidal symptoms. Less common side effects include nausea, vomiting, bradycardia, euphoria, and headache. Rare side effects include leukopenia, thrombocytopenia, galactorrhea, amenorrhea, seizures, urinary retention, and jaundice.

Excerpted from Wikipedia’s “piperacetazine” article, available under the CC BY-SA 4.0 licence.

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