Aryl and heteroaryl ethers as agents for the treatment of hypersensitive ailments
AssigneeRorer Pharmaceutical Corporation
InventorsRaymond Youssefyeh, Utpal Chakraborty, Ernest Magnien, Rohit Desai
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Abstract
Aryl and Heteroaryl Ethers are used for their anti-inflammatory and anti-allergic properties.
Claims17
A therapeutic composition comprising an effective anti-hypersensitive amount of a compound of the formula
- (R.sub.1)(R.sub.2)Ar--Z--M--Z.sub.1 --Ar.sub.1 (R.sub.3)(Z.sub.2 --Y--Z.sub.3 --R.sub.4)
- wherein
- Ar is quinoline or isoquinoline;
- Ar.sub.1 is phenyl;
- R.sub.1, R.sub.2, and R.sub.3 are independently H, lower alkyl, lower alkoxy, hydroxy, halo, trihalomethyl, hydroxy-lower alkyl, alkyl carboxy, carboxy, formyl, lower alkyl carbonyl, aryl, aryloxy, benzyloxy, lower alkylamino, diloweralkylamino, cyano, lower alkanoyloxy, carbamoyl, lower alkoxy-lower alkoxy, lower carbalkoxy-lower alkoxy, nitro, amino, tetrahydro-pyranylmethyl, or tetrazole, or tetrazole lower alkyl;
- R.sub.4 is ##STR40## R.sub.7 is H, lower alkyl, ##STR41## R.sub.8 is H or lower alkyl;
- each M is independently O, S, or NR.sub.8 ;
- m is 0 to 5;
- n is 0 or 1;
- X is O, S, NR.sub.8 ;
- Z, Z.sub.1, Z.sub.2, and Z.sub.3 are independently a chemical bond or an alkylene chain containing up to 5 carbon atoms in the principal chain and up to a total of 8 carbon atoms;
- Y is a chemical bond, O, S, NR, CO, CHOR.sub.8, CH.dbd.CH, CH.sub.2 --CH.dbd.CH, COO--, or CH.sub.2 ;
- or a pharmaceutically acceptable salt thereof;
- and a pharmaceutically acceptable carrier.
A method for the treatment of inflammatory or allergic conditions in mammals comprising the administration thereto of an effective therapeutic amount of a compound of the formula ##STR42## wherein:
- R.sub.1 is hydrogen, alkyl having one to about 5 carbon atoms, halo, triflouromethyl, hydroxy, lower alkoxy, ##STR43## Z.sub.2 and Z.sub.3 are independently a chemical bond or --(CH.sub.2).sub.m --;
- Y is a chemical bond, oxy, carbonyl, carboxyl, hydroxymethylene or loweralkoxymethylene;
- R.sub.7 is hydrogen, lower alkyl or (CH.sub.2).sub.m CO.sub.2 R.sub.8 ;
- R.sub.8 is hydrogen or lower alkyl;
- and
- m is 0-5;
- or a pharmaceutically acceptable acid addition salt thereof.
A compound of the formula ##STR44## wherein:
- R.sub.1 is hydrogen, alkyl having one to about 5 carbon atoms, halo, triflouromethyl, hydroxy, lower alkoxy, ##STR45## Z.sub.2 and Z.sub.3 are independently a chemical bond or --(CH.sub.2).sub.m --;
- Y is a chemical bond, oxy, carbonyl, carboxyl, hydroxymethylene or loweralkoxymethylene;
- R.sub.7 is hydrogen, lower alkyl or (CH.sub.2).sub.m CO.sub.2 R.sub.8 ;
- R.sub.8 is hydrogen or lower alkyl;
- and
- m is 0-5;
- or a pharmaceutically acceptable acid addition salt thereof.
A compound of the formula ##STR46## Ar is quinoline or isoquinoline;
- R.sub.1 and R.sub.2 are each independently H, lower alkyl, lower alkoxy, hydroxy, halo, trihalomethyl, hydroxy-lower alkyl, carboxy, formly, phenyl, phenoxy, benzyloxy, loweralkylamino, di-loweralkylamino, cyano, lower alkanoyloxy, carbamoyl, lower alkoxy-lower alkoxy, lower carbalkoxy-lower alkoxy, or ##STR47## Z, Z.sub.1, Z.sub.2 and Z.sub.3 are independently a chemical bond or an alkylene chain containing up to 5 carbon atoms in the principal chain and up to a total of 8 carbon atoms;
- M is O, S, or NR.sub.8 ;
- R.sub.5 is ##STR48## R.sub.7 is H, lower alkyl, ##STR49## R.sub.8 is H or lower alkyl;
- each M is independently O, S, or NR.sub.8 ;
- m is 0 to 5;
- n is 0 to 1;
- X is O, S, NR.sub.8 ;
- Z, Z.sub.1, Z.sub.2, and Z.sub.3 are independently a chemical bond or an alkylene chain containing up to 5 carbon atoms in the principal chain and up to a total of 8 carbon atoms;
- Y is a chemical bond, O, S, NR, CO, CHOR.sub.8, CH.dbd.CH, CH.sub.2 --CH.dbd.CH, COO--, or CH.sub.2 ;
- or a pharmaceutically acceptable salt thereof.
A compound of the formula ##STR50## wherein R.sub.1 is H, C.sub.1-5 alkyl, OR.sub.8, halo, CF.sub.3, ##STR51## R.sub.8 is H or lower alkyl;
- Z.sub.2 is a chemical bond or (CH.sub.2).sub.m ;
- Z.sub.3 is a chemical bond or (CH.sub.2).sub.m ;
- m is 0-5;
- Y is a chemical bond or ##STR52## and R.sub.5 is ##STR53## R.sub.7 is H, lower alkyl,, or ##STR54## and n is 0 or 1;
- or a pharmaceutically acceptable salt thereof.
5-[3-(2-Quinolylmethoxy)phenyl]tetrazole or a pharmaceutically acceptable salt thereof.
2-Carbethoxymethyl-5-[3-(2-quinolylmethyloxy)phenyl]tetrazole or a pharmaceutically acceptable salt thereof.
5-[3-(3-[2-Quinolylmethyloxy]phenoxy)propyl]tetrazole or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.