3,4-disubstituted phenols-immunomodulating agents

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...

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514619, 514622, 514629, A61K 31165, A61K 3116

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active

054667151

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.

REFERENCES:
patent: 5032617 (1991-07-01), Lee et al.
Gillis et al., Nature, 268, 154-156, 1977.
Farrar J. et al., J. Immunol, 121, 1353-1360, 1978.
Gillis et al., J. Immunol 120, 2027-2033, 1978.
Gillis et al, J. Immunol 124, 1954-1962 1980.
Gillis et al, J. Immunol 125, 2570-2578, 1980.
Gillis et al, J. Exp Med, 152, 1709-1719, 1980.

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