13-06544. Nicoclonate [Archived]

Nomenclature

CAS number: 10571-59-2
3-Pyridinecarboxylic acid 1-(4-chlorophenyl)-2-methylpropyl ester; nicotinic acid p-chloro-α-isopropylbenzyl ester; 1-(p-chlorophenyl)isobutyl nicotinate; p-chlorophenylisopropylcarbinol nicotinate; 1-(p-chlorophenyl)-1-(nicotinoyloxy)-2-methylpropane; S-486; Lipidium (Rhone-Poulenc).
C16H16ClNO2; mol wt 289.76.
C 66.32%, H 5.57%, Cl 12.24%, N 4.83%, O 11.04%.

Description and references

Prepn: J. Nordmann, H. B. Swierkot, FR M3454; eidem, US 3367939 (1965, 1968 both to Kuhlmann).

Chemical structure

Properties

Base, white needles from methanol and water, mp 61-62° (Maquenne block); 55-56.5° (Culatti block). Very soluble in lipids; sol in alcohols, benzene, toluene, ether and acetone. Practically insol in water.

Derivative

Hydrochloride.
C16H17Cl2NO2; mol wt 326.22.
C 58.91%, H 5.25%, Cl 21.74%, N 4.29%, O 9.81%.

Properties

Crystals from methanol, mp 124-127°C. LD50 i.p. in mice: 2.27 g/kg (Nordmann, Swierkot).

Therapeutic Category

Antilipemic.

Keywords

Antilipemic; Nicotinic Acid Derivatives

Status

This monograph has been retired and is no longer subject to revision or update.