Anti-arteriosclerotic agents

Claim 2

A compound having the structural formula: ##STR16## wherein X and Y are the same or different and are oxygen, sulfur, sulfone or sulfoxide; m and m' are the same or different and are integers chosen from 2-5; R is CH 2 OH; CHO; CO 2 A wherein A is hydrogen, alkyl of from 1 to 6 carbon atoms, an alkali or alkaline earth metal cation, an organic amine cation or ammonium; R 1 and R 2 are the same or different and are alkyl of from 1 to 6 carbon atoms, or when taken together are --(CH 2 )-- 3-5 ; and R 3 is hydrogen, halo, alkyl of from 1 to 6 carbon atoms, methoxy, phenyl, trifluoromethyl, 2,5-dichloro, 2,5-dimethyl, 2,3,5-trimethyl, carboxylic acyl of from 1 to 6 carbon atoms, alpha-hydroxyalkyl of from 1 to 6 carbon atoms, 2-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 4-methoxyphenyl, 2-tolyl, 4-tolyl or ##STR17## wherein D is O,CO,S,SO,SO 2 ,CH 2 , or CHOH; provided that R 3 may not be hydrogen when X and Y are oxygen, m and m' are 2; R 1 and R 2 are CH 3 , and R is CO 2 H; and further provided that R 3 may not be halo when X and Y are both sulfur; and when R is COOH, the pharmaceutically acceptable salts thereof.

Claim 3

The compound as defined in claim 1 which is dimethyl 5,5'-[(2-fluoro-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 4

The compound as defined in claim 1 which is dimethyl 5,5'-[(2-acetyl-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 5

The compound as defined in claim 1 which is 5,5'-[(2'-chloro[1,1'-biphenyl]-2,5-diyl)bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 6

The compound as defined in claim 1 which is 5,5'-[(2'-methyl[1,1'-biphenyl]2,5-diyl)bis(oxy)]-bis(2,2-dimethylpentanoic acid].

Claim 7

The compound as defined in claim 1 which is 5,5'-[(2-trifluoromethyl-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 8

The compound as defined in claim 1 which is dimethyl 5,5'-[[2-(1-oxopropyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 9

The compound as defined in claim 1 which is dimethyl 5,5'-[[2-(1-oxobutyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 10

The compound as defined in claim 1 which is dimethyl 5,5'-[(2-benzoyl-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 11

The compound as defined in claim 1 which is dimethyl 5,5'[2,5-dimethyl-1,4-phenylebis(oxy)]bis[2,2-dimethylpentanoate].

Claim 12

The compound as defined in claim 1 which is 5,5'-[(2-phenylthio)-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 13

The compound as defined in claim 1 which is dimethyl 5,5'-[(2-methoxy-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 14

The compound as defined in claim 1 which is dimethyl 5,5'-[(2-methyl-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 15

The compound as defined in claim 1 which is dimethyl 5,5'[(2-bromo-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate].

Claim 16

The compound as defined in claim 1 which is 5,5'-[(1,1'-biphenyl)-2,5-diylbis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 17

The compound as defined in claim 1 which is 5,5'-[1,4-phenylenebis(oxy)]bis[2,2-dimethyl pentanoic acid].

Claim 18

The compound as defined in claim 1 which is 6,6'-[1,4-phenylenebis(oxy)]bis[2,2-dimethylhexanoic acid].

Claim 19

The compound as defined in claim 1 which is 5,5'-[(2,5-dichloro-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 20

The compound as defined in claim 1 which is 4,4'-[(2-chloro-1,4-phenylene)bis(oxy)]bis[2,2-dimethylbutanoic acid].

Claim 21

The compound as defined in claim 1 which is 5,5'-[(2-Chloro-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 22

The compound as defined in claim 1 which is 5-[(4-[(4-carboxy-4-methylpentyl)oxy]phenyl)thio]-2,2-dimethylpentanoic acid.

Claim 23

The compound as defined in claim 1 which is 5-[[4-[(4-carboxy-4-methylpentyl)oxy]phenyl]sulfinyl]-2,2-dimethylpentanoic acid.

Claim 24

The compound as defined in claim 1 which is 6,6'-[1,4-phenylenebis(oxy)bis[2,2-dimethyl-1-hexanol].

Claim 25

The compound as defined in claim 1 which is 5,5'-[2-(hydroxyethyl)-1,4-phenylenebis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 26

The compound as defined in claim 1 which is 5,5'-[[2-(benzyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 27

The compound as defined in claim 1 which is 5,5'-[2-(hydroxyphenylmethyl)-1,4-phenylenebis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 28

The compound as defined in claim 1 which is 5,5'-[(2-hydroxymethyl)-1,4-phenylenebis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 29

The compound as defined in claim 1 which is 5,5'-[[2-(1-hydroxybutyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 30

The compound as defined in claim 1 which is 5,5'-[[2(phenylsulfinyl)-1,4-phenylene]bis(oxy)]bis-[2,2-dimethylpentanoic acid].

Claim 31

The compound as defined in claim 1 which is 5,5'-[2-(1-hydroxypropyl)-1,4-phenylenebis(oxy)]bis[2,2-dimethylpentanoic acid].

Claim 32

A pharmaceutical composition comprising an anti-artereosclerotic effective amount of a compound having the structural formula: ##STR18## wherein X and Y are the same or different and are oxygen, sulfur, sulfone or sulfoxide; m and m' are the same or different and are integers chosen from 2-5; R is CH 2 OH; CHO; CO 2 A wherein A is hydrogen, alkyl of from 1 to 6 carbon atoms, an alkali or alkaline earth metal cation, an organic amine cation or ammonium; R 1 and R 2 are the same or different and are alkyl of from 1 to 6 carbon atoms, or when taken together are --(CH 2 )--3-5; and R 3 is hydrogen, halo, alkyl of from 1 to 6 carbon atoms, methoxy, phenyl, trifluoromethyl, 2,5-dichloro, 2,5-dimethyl, 2,3,5-trimethyl, carboxylic acyl of from 1 to 6 carbon atoms, alpha-hydroxyalkyl of from 1 to 6 carbon atoms, 2-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 4-methoxyphenyl, 2-tolyl, 4-tolyl or ##STR19## wherein D is O,CO,S,SO,SO 2 ,CH 2 , or CHOH; provided that R 3 may not be hydrogen when X and Y are oxygen, m and m' are 2; R 1 and R 2 are CH 3 , and R is CO 2 H; and when R is COOH, the pharmaceutically acceptable salts thereof.

Claim 33

A pharmaceutical composition comprising an anti-artereosclerotic effective amount of a compound having the structural formula: ##STR18## wherein X and Y are the same or different and are oxygen, sulfur, sulfone or sulfoxide; m and m' are the same or different and are integers chosen from 2-5; R is CH 2 OH; CHO; CO 2 A wherein A is hydrogen, alkyl of from 1 to 6 carbon atoms, an alkali or alkaline earth metal cation, an organic amine cation or ammonium; R 1 and R 2 are the same or different and are alkyl of from 1 to 6 carbon atoms, or when taken together are --(CH 2 )--3-5; and R 3 is hydrogen, halo, alkyl of from 1 to 6 carbon atoms, methoxy, phenyl, trifluoromethyl, 2,5-dichloro, 2,5-dimethyl, 2,3,5-trimethyl, carboxylic acyl of from 1 to 6 carbon atoms, alpha-hydroxyalkyl of from 1 to 6 carbon atoms, 2-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 4-methoxyphenyl, 2-tolyl, 4-tolyl or ##STR19## wherein D is O,CO,S,SO,SO 2 ,CH 2 , or CHOH; provided that R 3 may not be hydrogen when X and Y are oxygen, m and m' are 2; R 1 and R 2 are CH 3 , and R is CO 2 H; and when R is COOH, the pharmaceutically acceptable salts thereof.

Claim 34

A method of treating arteriosclerosis in a mammal in need of such treatment which method comprises administering to said mammal an anti-arteriosclerotic effective amount of a composition as claimed in claim 31.