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US 6,440,992 B1Granted
Oxazolo, thiazolo and selenazolo [4,5-c]-quinolin-4-amines and analogs thereof
Assignee3M Innovative Properties Company
InventorsJohn F. Gerster, Kyle J. Lindstrom, Gregory J. Marszalek, Bryon A. Merrill, John W. Mickelson, Michael J. Rice
Life of this patent
Estimating the term…
Abstract
Thiazolo-, oxazolo- and selenazolo[4,5-c]quinolin-4-amines and analogs thereof are described including methods of manufacture and the use of novel intermediates. The compounds are immunomodulators and induce cytokine biosynthesis, including interferon and/or tumor biosynthesis, necrosis factor, and inhibit the T-helper-type 2 immune response. The compounds are further useful in the treatment of viral and neoplastic diseases.
Claims9
A compound of formula I:
- wherein:
- R1 is selected from the group consisting of oxygen, sulfur and selenium;
- R2 is selected from the group consisting of
- -hydrogen;
- -alkyl;
- -alkyl-OH;
- -haloalkyl;
- -alkenyl;
- -alkyl-X-alkyl;
- -alkyl-X-alkenyl;
- -alkenyl-X-alkyl;
- -alkenyl-X-alkenyl;
- -alkyl-N(R5)2;
- -alkyl-N3;
- -alkyl-O—C(O)—N(R5)2;
- -aryl;
- -alkyl-X-aryl;
- and
- -alkenyl-X-aryl;
- R3 and R4 join to form a heteroaromatic or heterocyclic ring that contains one nitrogen as the only ring hetero atom;
- X is selected from the group consisting of —O—, —S—, —NR5—, —C(O)—, —C(O)O—, —OC(O)—, and a bond;
- and
- each R5 is independently H or C1-8alkyl;
- or a pharmaceutically acceptable salt thereof.
21 more elements
A compound selected from the group consisting of:
- 2-butylthiazolo[4,5-c][1,5]naphthyridin-4-amine;
- 2-propylthiazolo[4,5-c][1,5]naphthyridin-4-amine;
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.