US 5,466,715 A · 3,4-disubstituted phenols-immunomodulating agents

Abstract

Certain 3,4-disubstituted phenols and pharmaceutically acceptable salts thereof are provided which mimic IL-1 activity by inducing IL-2 synthesis and subsequent IL-2 receptor expression. Specifically, the invention provides compounds of Formula I and acid addition salts thereof: ##STR1## wherein Y is ##STR2## NHSO.sub.2 or SO.sub.2 NH where R.sup.4 is H; Z is --O--, --NH--, --NR--, --S--, or other heteroatoms capable of hydrogen bonding with R.sup.4 to give a preferred conformation; R is alkyl; R.sup.1 is --OH; R.sup.2 is H, alkyl, cycloalkyl, aralkyl, substituted or unsubstituted aryl, or a substituted or unsubstituted nitrogen heterocyclic group having 4 to 5 nuclear carbon atoms; and R.sup.3 is a lipophilic moiety selected from the group consisting of substituted C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.16 cycloalkyl and 2,4-di-t-pentylphenyl.

Claims12

Dependent claims

A method for inducing the production of interleukin-2 in a warm-blooded animal in need of such interleukin-2 production to combat bacterial or viral infections which comprises parenterally administering an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof:

##STR18## wherein Y is ##STR19## R.sup.2 is H or substituted or unsubstituted C.sub.6 -C.sub.10 aryl, wherein said substituents are selected from the group consisting of lower alkyl, lower alkoxy, amino, lower alkyl amino, lower alkyl mercapto, hydroxy or hydroxy lower alkyl;
and
R.sup.3 is a lipophilic moiety selected from the group consisting of substituted C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.16 cycloalkyl and 2,4-di-t-pentylphenyl.

A method for inducing the production of interleukin-2 in a warm-blooded animal in need of such interleukin-2 production to combat bacterial or viral infections which comprises parenterally administering an effective amount of a pharmaceutical composition comprising a compound of the formula (I) in combination with a pharmaceutically acceptable carrier:

##STR20## wherein Y is ##STR21## R.sup.2 is H or substituted or unsubstituted C.sub.6 -C.sub.10 aryl, wherein said substituents are selected from the group consisting of lower alkyl, lower alkoxy, amino, lower alkyl amino, lower alkyl mercapto, hydroxy or hydroxy lower alkyl;
and
R.sup.3 is a lipophilic moiety selected from the group consisting of substituted C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.16 cycloalkyl and 2,4-di-t-pentylphenyl.

Dependencies are inferred from the claim text.

3,4-disubstituted phenols-immunomodulating agents

Life of this patent

3,4-disubstituted phenols-immunomodulating agents

Life of this patent

Abstract

Claims12