Clinical data | |
---|---|
Other names | MER-17; MDL-4829; Diphenylmethanolpiperidine |
Routes of administration | Oral |
ATC code |
|
Legal status | |
Legal status | |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
ChEMBL | |
CompTox Dashboard ( EPA) | |
ECHA InfoCard | 100.003.720 |
Chemical and physical data | |
Formula | C18H21NO |
Molar mass | 267.372 g·mol−1 |
3D model ( JSmol) | |
| |
| |
(what is this?) (verify) |
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. [2] [3] 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. [2] [4]
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. [2] [5] However, due to poor and mixed clinical effectiveness, [5] it never gained widespread acceptance and was eventually discontinued.
Azacyclonol is also known as diphenylmethanolpiperidine and is the parent structure of the antihistamines fexofenadine and terfenadine. Terfenadine produces azacyclonol as a major active metabolite. [6]
It is made by the organometallic addition of 4-bromopyridine to benzophenone, followed by catalytic hydrogenation of the pyridine heteroaromatic ring system to the corresponding piperidine. [7]
Clinical data | |
---|---|
Other names | MER-17; MDL-4829; Diphenylmethanolpiperidine |
Routes of administration | Oral |
ATC code |
|
Legal status | |
Legal status | |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
ChEMBL | |
CompTox Dashboard ( EPA) | |
ECHA InfoCard | 100.003.720 |
Chemical and physical data | |
Formula | C18H21NO |
Molar mass | 267.372 g·mol−1 |
3D model ( JSmol) | |
| |
| |
(what is this?) (verify) |
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. [2] [3] 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. [2] [4]
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. [2] [5] However, due to poor and mixed clinical effectiveness, [5] it never gained widespread acceptance and was eventually discontinued.
Azacyclonol is also known as diphenylmethanolpiperidine and is the parent structure of the antihistamines fexofenadine and terfenadine. Terfenadine produces azacyclonol as a major active metabolite. [6]
It is made by the organometallic addition of 4-bromopyridine to benzophenone, followed by catalytic hydrogenation of the pyridine heteroaromatic ring system to the corresponding piperidine. [7]