Antilipidemic agents, III: Synthesis of some heterocyclic derivatives of beta-sitosterol.

ABSTRACT

Four novel series of heterocyclic derivatives of beta-sitosterol were prepared by the reaction of 3-beta-sitosterol hemisuccinate with SOCl2 then with thiols, amines or phenols. These series are 3 beta-[(3-substituted-4(3H)-quinazolinon-2- yl)thiocarbonylproprionyloxy]stigmast-5-ene; 3 beta- ([4-substituted-5-(4-pyridyl)-4H-1,2,4-triazol-3-yl] thiocarbonylpropionyloxy)stigmast-5-ene; 3 beta- [(5-substituted-1,3,4-thiadiazol-2-yl)carbamoylpropionyloxy] stigmast-5-ene and 3 beta-(substituted carbamoyl or oxycarbonylpropionyloxy)stigmast-5-ene. The antilipidemic activity of representative compounds was studied.