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azacyclonol

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EntityQ4832014· pop 9· linked from 257 articles

azacyclonol

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Azacyclonol (trade names Ataractan, Calmeran, Frenoton, Frenquel, Psychosan), also known as γ-pipradrol, is a drug which is an ataractive; an agent which diminishes hallucinations in psychotic individuals. It has also been called a tranquilizer and antipsychotic, though these definitions are not accurate as it does not actually possess such properties. Despite being a positional isomer of pipradrol, it is not a psychostimulant, and instead has mild depressant effects.

Chemical data

Formula
C18H21NO
Molecular weight
267.4 g/mol
IUPAC name
diphenyl(piperidin-4-yl)methanol
SMILES
C1CNCCC1C(C2=CC=CC=C2)(C3=CC=CC=C3)O
InChIKey
ZMISODWVFHHWNR-UHFFFAOYSA-N
XLogP
2.9
Polar surface area
32.3 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
267.162
Show 3 more facts
chemical formula
C₁₈H₂₁NO
canonical SMILES
C1CNCCC1C(C2=CC=CC=C2)(C3=CC=CC=C3)O
Commons category
Azacyclonol
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Azacyclonol (trade names Ataractan, Calmeran, Frenoton, Frenquel, Psychosan), also known as γ-pipradrol, is a drug which is an ataractive; an agent which diminishes hallucinations in psychotic individuals. It has also been called a tranquilizer and antipsychotic, though these definitions are not accurate as it does not actually possess such properties. Despite being a positional isomer of pipradrol, it is not a psychostimulant, and instead has mild depressant effects.

The drug was introduced in Europe in the mid-1950s for the treatment of schizophrenia likely because it was found to attenuate the subjective psychedelic effects of LSD and mescaline in humans. However, due to poor and mixed clinical effectiveness, it never gained widespread acceptance and was eventually discontinued.

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

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