EP0054924A2 — Pharmaceutical compounds, their preparation and use

USPTO Abstract

Compounds of formula wherein Y 1 is selected from hydroxyl, alkylamino, alkanoylamino, Y 2 , Y 3 and Y 4 are independently selected from hydrogen, halogen, alkyl, alkoxy, trifluoromethyl, hydroxyl and benzyloxy; and Q 1 is either where Q 2 and Q 3 are independently selected from hydrogen and alkyl; X is selected from cyano, carboxyl, 5-tetrazolyl and alkylsulphonylcarbamoyl; and n is 0 or an integer selected from 1. 2. 3, 4, 5 and 6: salts of said compounds and, when X is carboxyl, esters and amides thereof, provided that when Y 1 is hydroxyl Y 2 , Y 3 and Y 4 are all hydrogen and Q 1 is either then X is alkylsulphonylcarbamoyl. These compounds are of value in medicine in the palliation of haemoglobinopathies, in particular sickle-cell anaemia and also in the palliation of pulmonary dysfunction, protection from the effects of hypoxia and the radio-sensitization of tumours. The invention is also directed to methods for the preparation of the ether compounds, to pharmaceutical formulations containing them and to the preparation of such formulations.