Azacyclonol

Modify Date: 2024-01-02 18:30:51

Azacyclonol Structure
Azacyclonol structure
 Common Name Azacyclonol
CAS Number 115-46-8 Molecular Weight 267.365
Density 1.1±0.1 g/cm3 Boiling Point 445.5±40.0 °C at 760 mmHg
Molecular Formula C18H21NO Melting Point 160-163 °C
MSDS N/A Flash Point 142.0±18.0 °C

 Use of Azacyclonol


Azacyclonol, also known as γ-pipradol, is a drug used to diminish hallucinations in psychotic individuals.Target: OthersAzacyclonol is a drug which is a so-called ataractive, or agent which diminishes hallucinations in psychotic individuals. The formation of Azacyclonol in human intestinal microsomes is linear with respect to time up to 60 min. The rates of formation of Azacyclonol increases linearly with microsomal protein concentration up to 2 mg/mL. The apparent Km and Vmax values of Azacyclonol are 0.82 μM and 60 pmol/min/mg protein in microsomes from human liver [1]. The formation of Azacyclonol and terfenadine alcohol from terfenadine is confirmed to be catalyzed predominantly by CYP3A(4) isozyme, and the ratio of the rate of terfenadine alcohol formation to that of Azacyclonol is 3:1 [2]. The amount of Azacyclonol eliminated renally increases on average 2-fold after rifampin dosing [3].

 Names

Name Diphenyl(piperidin-4-yl)methanol
Synonym More Synonyms

 Azacyclonol Biological Activity

Description Azacyclonol, also known as γ-pipradol, is a drug used to diminish hallucinations in psychotic individuals.Target: OthersAzacyclonol is a drug which is a so-called ataractive, or agent which diminishes hallucinations in psychotic individuals. The formation of Azacyclonol in human intestinal microsomes is linear with respect to time up to 60 min. The rates of formation of Azacyclonol increases linearly with microsomal protein concentration up to 2 mg/mL. The apparent Km and Vmax values of Azacyclonol are 0.82 μM and 60 pmol/min/mg protein in microsomes from human liver [1]. The formation of Azacyclonol and terfenadine alcohol from terfenadine is confirmed to be catalyzed predominantly by CYP3A(4) isozyme, and the ratio of the rate of terfenadine alcohol formation to that of Azacyclonol is 3:1 [2]. The amount of Azacyclonol eliminated renally increases on average 2-fold after rifampin dosing [3].
Related Catalog
References

[1]. Raeissi, S.D., et al., Comparison of CYP3A activities in a subclone of Caco-2 cells (TC7) and human intestine. Pharm Res, 1997. 14(8): p. 1019-25.

[2]. Ling, K.H., et al., Metabolism of terfenadine associated with CYP3A(4) activity in human hepatic microsomes. Drug Metab Dispos, 1995. 23(6): p. 631-6.

[3]. Brown, D.A. and J.P. Quilliam, The effects of some centrally acting drugs on ganglionic transmission in the cat. Br J Pharmacol Chemother, 1964. 23(2): p. 241-56.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 445.5±40.0 °C at 760 mmHg
Melting Point 160-163 °C
Molecular Formula C18H21NO
Molecular Weight 267.365
Flash Point 142.0±18.0 °C
Exact Mass 267.162323
PSA 32.26000
LogP 3.25
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.584

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TN0470000
CHEMICAL NAME :
4-Piperidinemethanol, alpha,alpha-diphenyl-
CAS REGISTRY NUMBER :
115-46-8
BEILSTEIN REFERENCE NO. :
0230221
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C18-H21-N-O
MOLECULAR WEIGHT :
267.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
650 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSCBAY Psychopharmacology Service Center, Bulletin. (Bethesda, MD) V.1-3, 1961-65. For publisher information, see PSYBB9. Volume(issue)/page/year: 2,17,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
220 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSCBAY Psychopharmacology Service Center, Bulletin. (Bethesda, MD) V.1-3, 1961-65. For publisher information, see PSYBB9. Volume(issue)/page/year: 2,17,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
350 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSCBAY Psychopharmacology Service Center, Bulletin. (Bethesda, MD) V.1-3, 1961-65. For publisher information, see PSYBB9. Volume(issue)/page/year: 2,17,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
177 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSCBAY Psychopharmacology Service Center, Bulletin. (Bethesda, MD) V.1-3, 1961-65. For publisher information, see PSYBB9. Volume(issue)/page/year: 2,17,1963

 Safety Information

Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S24/25
RTECS TN0470000
HS Code 29333999

 Synthetic Route

 Customs

HS Code 2933399090
Summary 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

alpha,alpha-Diphenyl-4-piperidinomethanol
4-(α,α Diphenyl) piperidine methanol
Diphenyl(4-piperidinyl)methanol
a,a-Diphenyl-4-piperidinemethanol
γ-Pipradrol
MFCD00066980
Ataractan
4-Piperidinemethanol, α,α-diphenyl-
α,α-Diphenyl-4-piperidinemethanol
α-(4-Piperidyl)benzhydrol
azacyclonol
diphenyl(4-piperidyl)methanol
Psychosan
g-Pipradrol
diphenyl(piperidin-4-yl)methanol
α,α-Diphenyl-4-piperidinomethanol
Diphenyl (g-Pyridyl)carbinol
a-(4-Piperidyl)benzhydrol
4-(Diphenylhydroxymethyl)piperidine
EINECS 204-092-5
Calmeran
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