ChemicalBook >> CAS DataBase List >>pipradrol

pipradrol

CAS No.
467-60-7
Chemical Name:
pipradrol
Synonyms
Detaril;Pipradol;pipradrol;Azacyclononl;pipradrol USP/EP/BP;XSWHNYGMWWVAIE-UHFFFAOYSA-N;diphenyl(2-piperidinyl)methanol;di(phenyl)-(2-piperidyl)methanol;di(phenyl)-piperidin-2-ylmethanol;di(phenyl)-piperidin-2-yl-methanol
CBNumber:
CB2907165
Molecular Formula:
C18H21NO
Molecular Weight:
267.37
MDL Number:
MOL File:
467-60-7.mol
Last updated:2023-05-04 17:34:39

pipradrol Properties

Melting point 81-82 °C(Solv: ethanol (64-17-5))
Boiling point 410.55°C (rough estimate)
Density 1.0449 (rough estimate)
refractive index 1.5100 (estimate)
pka pKa 9.71 (Uncertain)
FDA UNII S6I030E0DA
ATC code N06BX15

pipradrol Chemical Properties,Uses,Production

Originator

Alertonic ,Adcock Ingram Ltd.

Definition

ChEBI: Pipradrol is a diarylmethane.

Manufacturing Process

A mixture of 48 g (0.167 mole) of α,α-diphenyl-2-pyridinemethanol hydrochloride (Emraert et al., Ber. 72B, 1188 (1939); 74B, 714 (1940), 160 ml of ethanol, and 3 0.5 g of Adams' platinum catalyst was shaken under an initial hydrogen pressure of 60 pounds. The theoretical amount of hydrogen was absorbed in 5 hours. The reaction mixture was refluxed, diluted with enough water to dissolve all the white solid, and filtered hot from the catalyst. The filtrate was cooled and filtered; yield of 38 g of α,α-diphenyl-alpha-(2piperidyl)methanol white product melting at 308-309°C with decomposition.
A mixture of 3.5 grams (0.013 mole) of the above α,α-diphenyl-alpha-(2piperidyl)methanol, 4 g (0.05 mole) of formaldehyde (37%), and 6 grams (0.1 mole) of formic acid was refluxed for 2 days. The reaction mixture was treated with 1.3 g (0.013 mole) of conc. hydrochloric acid and vacuum distilled on the steam bath. The residue was recrystallized from butanone to give the α,αdiphenyl-alpha-(2-piperidyl)methanol hydrochloride which melted at 228229°C (dec.).

brand name

Meratran (Marion Merrell Dow);Alertonic;Gerodryl;Leptidrol;Meratonic;Metadin;Peratran;Piridrol;Stimolag fortis.

Therapeutic Function

Central stimulant

World Health Organization (WHO)

Pipradrol, a central nervous system stimulant, was introduced in 1955 for use as an anorexic agent. Pipradrol is controlled under Schedule IV of the 1971 Convention on Psychotropic Substances. (Reference: (UNCPS4) United Nations Convention on Psychotropic Substances (IV), , , 1971)

pipradrol Preparation Products And Raw materials

Raw materials

Preparation Products

Detaril Pipradol di(phenyl)-(2-piperidyl)methanol di(phenyl)-piperidin-2-ylmethanol di(phenyl)-piperidin-2-yl-methanol pipradrol Azacyclononl XSWHNYGMWWVAIE-UHFFFAOYSA-N diphenyl(2-piperidinyl)methanol 2-Piperidinemethanol, α,α-diphenyl- pipradrol USP/EP/BP 467-60-7