Cyclic phenolic thioethers compounds which are useful in treating allergies and inflammation

A pharmaceutical composition for use in the treatment of lipoxygenase mediated conditions which comprises a therapeutically effective amount of compound of the formula:

• ##STR73## wherein:
• R.sup.1 and R.sup.2 are the same or different and independently represent tert-alkyl or phenyl;
• R.sup.3 represents hydrogen or alkyl;
• X represents --(CH.sub.2).sub.w --B--(CH.sub.2).sub.y -- wherein B represents O and w and y can each independently be an integer from 0 to 3 with the proviso that the sum of w+y is equal to or less than 3;
• A represents O or S(O).sub.n wherein n is 0, 1, or 2;
• p is an integer from 0 to 4;
• and
• R represents NR.sup.5 R.sup.6, wherein R.sup.5 is hydrogen or alkyl, and R.sup.6 is hydrogen, alkyl, heterocyclealkyl containing one, two, three or four heteroatoms selected from nitrogen and oxygen, heterocyclealkyl containing one, two, three or four heteroatoms selected from nitrogen and oxygen which is substituted with one, two, three or four groups selected from alkyl, phenyl, phenylalkyl, heterocycle, cycloalkyl, halogen, hydroxy, lower alkoxy and phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, cycloalkyl, cycloalkyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy and halogen, phenyl, phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, phenylalkyl or phenylalkyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, or NR.sup.5 R.sup.6 together form a heterocyclic ring containing one, two, three or four heteroatoms selected from nitrogen and oxygen which may optionally be substituted with one, two, three or four groups selected from alkyl, phenyl, phenylalkyl, heterocycle, cycloalkyl, halogen, hydroxy, lower alkoxy or phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, phenyl and alkyl carbonyl;
• or a pharmaceutically acceptable salt thereof;
• and a pharmaceutically acceptable carrier.

A method of treating inflammation which comprises administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula:

• ##STR74## wherein:
• R.sup.1 and R.sup.2 are the same or different and independently represent tert-alkyl or phenyl;
• R.sup.3 represents hydrogen or alkyl;
• X represents --(CH.sub.2).sub.w --B--(CH.sub.2).sub.y -- wherein B represents 0 and w and y can each independently be an integer from 0 to 3 with the proviso that the sum of w+y is equal to or less than 3;
• A represents O or S(O).sub.n wherein n is 0, 1, or 2;
• p is an integer from 0 to 4;
• and
• R represents NR.sup.5 R.sup.6, wherein R.sup.5 is hydrogen or alkyl, and R.sup.6 is hydrogen, alkyl, heterocyclealkyl containing one, two, three or four heteroatoms selected from nitrogen and oxygen, heterocyclealkyl containing one, two, three or four heteroatoms selected from nitrogen and oxygen which is substituted with one, two, three or four groups selected from alkyl, phenyl, phenylalkyl, heterocycle, cycloalkyl, halogen hydroxy, lower alkoxy and phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, cycloalkyl, cycloalkyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy and halogen, phenyl, phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, phenylalkyl or phenylalkyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, or NR.sup.5 R.sup.6 together form a heterocyclic ring containing one, two, three or four heteroatoms selected from nitrogen and oxygen which may optionally be substituted with one, two, three or four groups selected from alkyl, phenyl, phenylalkyl, heterocycle, cycloalkyl, halogen, hydroxy, lower alkoxy or phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl;
• or a pharmaceutically acceptable salt thereof.

A method of treating allergic reactions which comprises administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula:

• ##STR75## wherein:
• R.sup.1 and R.sup.2 are the same or different and independently represent tert-alkyl or phenyl;
• R.sup.3 represents hydrogen or alkyl;
• X represents --(CH.sub.2).sub.w --B--(CH.sub.2).sub.y -- wherein B represents O and w and y can each independently be an integer from 0 to 3 with the proviso that the sum of w+y is equal to or less than 3;
• A represents O or S(O).sub.n wherein n is 0, 1, or 2;
• p is an integer from 0 to 4;
• and
• R represents NR.sup.5 R.sup.6, wherein R.sup.5 is hydrogen or alkyl, and R.sup.6 is hydrogen, alkyl, heterocyclealkyl containing one, two, three or four heteroatoms selected from nitrogen and oxygen, heterocyclealkyl containing one, two, three or four heteroatoms selected from nitrogen and oxygen which is substituted with one, two, three or four groups selected from alkyl, phenyl, phenylalkyl, heterocycle, cycloalkyl, halogen, hydroxy, lower alkoxy and phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, cycloalkyl, cycloalkyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy and halogen, phenyl, phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl, phenylalkyl or phenylalkyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenol and alkyl carbonyl, or NR.sup.5 R.sup.6 together form a heterocyclic ring containing one, two, three or four heteroatoms selected from nitrogen and oxygen which may optionally be substituted with one, two, three or four selected from alkyl, phenyl, phenylalkyl, heterocycle, cycloalkyl, halogen, hydroxy, lower alkoxy or phenyl substituted with one, two, three or four groups selected from alkyl, hydroxy, alkoxy, halogen, alkylamino, dialkylamino, phenyl and alkyl carbonyl;
• or a pharmaceutically acceptable salt thereof.