Abstract: Imidazonaphthydrine compounds that have an aryl containing substituent at the 1-position induce the biosynthesis of cytokines such as interferon and tumor necrosis factor. The compounds exhibit antiviral and antitumor properties. Methods of preparing the compounds and intermediates useful in the preparation of the compounds are also disclosed.
Type:
Grant
Filed:
August 31, 2001
Date of Patent:
September 23, 2003
Assignee:
3M Innovative Properties Company
Inventors:
Kyle J. Lindstrom, Bryon A. Merrill, Michael J. Rice
Abstract: A process for preparing 1H-imidazo[4,5-c]quinolin-4-amines is disclosed. The process involves reacting a 6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline with triphenylphosphine and hydrolyzing the product thereof.
Abstract: A process for preparing 1H-imidazo[4,5-c]quinolin-4-amines is disclosed. The process involves reacting a 6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline with triphenylphosphine and hydrolyzing the product thereof.
Abstract: Methods of preparing 1-substituted, 2-substituted 1H-imidazo[4,5-c]quinolin-4-amines are disclosed. The compounds function as antiviral agents, they induce the biosynthesis of various cytokines including interferon, and they inhibit tumor formation in animal models.
Abstract: Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain urea, thiourea, acylurea, or sulfonylurea functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.
Type:
Grant
Filed:
December 21, 2001
Date of Patent:
June 3, 2003
Assignee:
3M Innovative Properties Company
Inventors:
Stephen L. Crooks, George W. Griesgraber, Kyle J. Lindstrom, Bryon A. Merrill, Michael J. Rice
Abstract: Imidazopyridine compounds that contain amide functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.
Type:
Grant
Filed:
June 7, 2002
Date of Patent:
April 8, 2003
Assignee:
3M Innovative Properties Company
Inventors:
Joseph F. Dellaria, Chad A. Haraldson, Philip D. Heppner, Kyle J. Lindstrom, Bryon A. Merrill
Abstract: Imidazopyridine compounds that contain urea or thiourea functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.
Type:
Grant
Filed:
June 7, 2002
Date of Patent:
April 8, 2003
Assignee:
3M Innovative Properties Company
Inventors:
Joseph F. Dellaria, Chad A. Haraldson, Philip D. Heppner, Kyle J. Lindstrom, Bryon A. Merrill
Abstract: Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain urea, thiourea, acylurea, or sulfonylurea functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.
Type:
Grant
Filed:
June 7, 2000
Date of Patent:
April 1, 2003
Assignee:
3M Innovative Properties Company
Inventors:
Stephen L. Crooks, Bryon A. Merrill, Michael J. Rice
Abstract: A process for preparing 1H-imidazo[4,5-c]quinolin-4-amines is disclosed. The process involves reacting a 6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline with triphenylphosphine and hydrolyzing the product thereof.
Abstract: Imidazopyridine compounds that contain sulfonamide functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.
Type:
Grant
Filed:
June 7, 2002
Date of Patent:
February 25, 2003
Assignee:
3M Innovative Properties Company
Inventors:
Joseph F. Dellaria, Chad A. Haraldson, Philip D. Heppner, Kyle J. Lindstrom, Bryon A. Merrill
Abstract: Imidazonaphthyridine compounds that are unsubstituted at the 2-position induce the biosynthesis of cytokines such as interferon and tumor necrosis factor. The compounds exhibit antiviral and antitumor properties. Methods of preparing the compounds and intermediates useful in the preparation of the compounds are also disclosed.
Abstract: Imidazonaphthyridine and tetrahydroimidazonaphthyridine compounds induce the biosynthesis of cytokines such as interferon and tumor necrosis factor. The compounds exhibit antiviral and antitumor properties. Methods of preparing the compounds and intermediates useful in the preparation of the compounds are also disclosed.
Type:
Grant
Filed:
November 6, 2000
Date of Patent:
February 4, 2003
Assignee:
3M Innovative Properties Company
Inventors:
John F. Gerster, Kyle J. Lindstrom, Stephen L. Crooks, Philip D. Heppner, Gregory J. Marszalek, Peter V. Maye, Bryon A. Merrill, John W. Mickelson, Michael J. Rice
Abstract: Methods of preparing 1-substituted, 2-substituted 1H-imidazo [4-5c]-quinolin-4-amines are disclosed. The compounds function as antiviral agents, they induce the biosynthesis of various cytokines including interferon, and they inhibit tumor formation in animal models.
Type:
Grant
Filed:
October 9, 2001
Date of Patent:
October 15, 2002
Assignee:
3M Innovative Properties Company
Inventors:
John F. Gerster, Stephen L. Crooks, Kyle J. Lindstrom
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.
Type:
Grant
Filed:
September 24, 2001
Date of Patent:
August 27, 2002
Assignee:
3M Innovative Properties Company
Inventors:
John F. Gerster, Kyle J. Lindstrom, Gregory J. Marszalek, Bryon A. Merrill, John W. Mickelson, Michael J. Rice