pipradrol
pipradrol Basic information
- Product Name:
- pipradrol
- Synonyms:
-
- Detaril
- Pipradol
- di(phenyl)-(2-piperidyl)methanol
- di(phenyl)-piperidin-2-ylmethanol
- di(phenyl)-piperidin-2-yl-methanol
- pipradrol
- Azacyclononl
- XSWHNYGMWWVAIE-UHFFFAOYSA-N
- CAS:
- 467-60-7
- MF:
- C18H21NO
- MW:
- 267.37
- EINECS:
- 207-394-5
- Mol File:
- 467-60-7.mol
pipradrol Chemical 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)
Safety Information
- Hazardous Substances Data
- 467-60-7(Hazardous Substances Data)
pipradrol Usage And Synthesis
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)