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US 6,852,727 B2Granted
Benzimisazo[4,5-f]isoquinolinone derivatives
AssigneeMerck & Co., Inc.
InventorsJoung L. Goulet, Rose M. Cubbon, Richard T. Cummings, Xingfang Hong, Peter J. Sinclair, James E. Thompson
Life of this patent
Estimating the term…
Abstract
Benzimidazo[4,5-f]isoquinolinone derivatives are inhibitors of Janus protein tyrosine kinases (Jak), and as such are useful as immunosuppressants, and in the treatment of diseases including asthma, allergies, autoimmune diseases.
Claims9
A compound of fomula I:
- wherein one of the bond is a double bond, and the other is a single bond;
- Q is N or C;
- R1 is attached to the nitrogen atom having the available valence, and is selected om hydrogen, C1-6alkyl, C2-6alkenyl, C3-6cycloalkyl, aryl-C1-3alkyl, and aryl wherein said akyl, alkenyl, cycloalkyl, and aryl are optionally substituted with one to three groups independently selected from X;
- R2 is a group selected from R1;
- R3, R4, R6 and R7 are independently selected from hydrogen, X, C2-6alkenyl and C3-6cycloalkyl wherein said alkenyl and cycloalkyl are optionally substituted with one to three groups independently selected from X;
- R5 is selected from hydrogen, C1-6alkyl, C2-6alkenyl, Cy, and Cy-C1-3alkyl, wherein said alkyl, alkenyl, and Cy are optionally substituted with one to three groups independently selected from X;
- Cy is selected from cycloalkyl, heterocyclyl, aryl, and heteroaryl;
- X is selected from:
- halo,
- CN,
- ORa,
- C1-6perfluoroalkyl,
- C(O)Ra,
- C(O)ORa,
- C(O)NRbRc,
- NRbRc,
- NHRbNHRb,
- NHC(O)Ra,
- NHC(O)ORa,
- phenyl wherein phenyl is optionally substituted with one to three groups independently selected from Rx,
- C1-6alkyl optionally substituted with OH, C3-7cycloalkyl, phenyl, or heterocyclyl, wherein phenyl is optionally substituted with one to three groups independently selected from Rx, and wherein said heterocyclyl is optionally substituted with one to three groups independently selected from Ry,
- heterocyclyl wherein said heterocyclyl is optionally substituted with one to three groups independently selected from Ry,
- S(O)nRa, wherein n is 0, 1 or 2 and
- SO2NHRa;
- Ra, Rb and Rc are independently selected from hydrogen, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, Cy and Cy-C1-3alkyl, wherein Cy is optionally substituted with one to three groups selected from Ry;
- or
- Rb and Rc together with the atom(s) to which they are attached form a heterocyclic ring of 4 to 7 members containing 0-2 additional heteroatoms independently selected from oxygen, sulfur and
- N—Re;
- Re is selected from hydrogen, C1-6alkyl, Cy and Cy-C1-3alkyl;
- Rx is selected from halo, phenyl, CN, NO2, OH, OC1-6alkyl, C1-6alkyl, NH2, C1-6alkyl, N(C1-6alkyl)2, C(O)C1-6alkyl, C(O)OC1-6alkyl, C(O)NHC1-6alkyl, C(O)N(C1-6alkyl)2, NHC(O)C1-6alkyl;
- Ry is a group selected from Rx, oxo, C1-6alkyl substituted with C3-7cycloalkyl and C(O)OCH2-phenyl;
- or a pharmaceutically acceptable salt thereof.
29 more elements
Dependencies are inferred from the claim text.