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US 12,735,396 B2Granted
Dihydro-cyclopenta-isoquinoline
AssigneeUcb Biopharma Srl
InventorsTimothy John Norman, Jag Paul Heer, Oliver Philps, William Ross Pitt, James Madden, Zeshan Yousuf
Life of this patent
Estimating the term…
Abstract
The present invention relates to dihydro-cyclopenta-isoquinoline derivatives of formula (I), processes for preparing them, pharmaceutical compositions containing them and their use in treating disorders caused by IgE (such as allergic responses, non-allergic mast cell responses or certain autoimmune responses), and in particular disorders caused by the interaction of IgE with the FcεRI receptor.
Claims20
A compound of general formula (I) or a pharmaceutically acceptable salt thereof,
- Wherein:
- R1 represents:
- Hydroxy;
- Amino;
- —NH—C(O)—Ra1;
- —NH—C(O)—NH—Rb1;
- —NH—C(O)—C1-6-alkanediyl-C(O)—C1-6-alkoxy optionally substituted with one or more aryl substituted with one or more halogen, —OH, or C1-6-alkyl;
- —NH—C(O)—C1-6-alkanediylC(O)-aryl optionally substituted with one or more hydroxy;
- halogen;
- or
- C1-6-alkyl;
- —NH—C(O)—C1-6-alkanediyl-NHC(O)-aryl optionally substituted with one or more hydroxy;
- halogen;
- or C1-6-alkyl;
- —NH—C(O)—C1-6-alkanediyl-aryloxy optionally substituted with one or more hydroxy;
- halogen;
- or
- C1-6-alkyl;
- —NH—C(O)—NH—C(O)O—C1-6-alkyl;
- —NH-Heteroaryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- or heteroaryl;
- —NH—C(S)—NH-Rc1;
- —NH-Aryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- or heteroaryl;
- —NH—C(O)O-Rd1;
- —NH—C(N—CN)—NH—C1-6-alkyl;
- or
- Heteroaryl optionally substituted with one or more C1-6-alkyl, C1-6-alkylamino;
- or heteroarylamino;
- wherein
- Ra1 represents
- C1-6-alkyl optionally substituted with one or more Aryl or Heteroaryl, each of which is optionally substituted with Halogen;
- C1-6-alkoxy;
- or cyano;
- Aryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- or C1-6-akylamino;
- Heteroaryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- or heterocycloalkyl;
- —C2-6-alkenediyl-aryl optionally substituted with one or more C1-6-alkyl;
- or Halogen;
- —R1′C(O)OR1″ group, wherein R1″ is alkyl and R1′ is alkanediyl;
- C3-8-cycloalkyl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- or
- C3-8-heterocycloalkyl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- or cyano;
- Rb1 represents
- C1-6-alkyl optionally substituted with aryl optionally substituted with one or more Halogen,
- C1-6-alkoxy;
- heteroaryl which is optionally substituted with one or more Halogen;
- C1-6-alkyl;
- or C1-6-alkoxy;
- C3-12-cycloalkyloptionally substituted with one or more C1-6-alkyl group, or aryl;
- Aryl optionally substituted with one or more cyano;
- C2-6-alkenediyl-aryl optionally substituted with one or more Halogen;
- C1-6-alkyl;
- —OH;
- Aryl substituted with one or more Halogen;
- C1-6-alkyl;
- or —OH;
- Heteroraryl optionally substituted with one or more Halogen, C1-6-alkyl, or C1-6-alkoxy;
- or
- Heterocycloalkyl optionally substituted with one or more Halogen;
- C1-C6-alkoxy;
- cyano;
- or
- Amino;
- Rc1 represents
- C1-6-alkyl;
- or
- Heteroaryl;
- Rd1 represents:
- C1-6-alkyl;
- R2 represents:
- Hydroxy;
- —NH—C(O)O—C1-6-Alkyl;
- —NH—C(S)—NH—Ra2;
- —NH—C(O)—NH—Rb2;
- —NH-Aryl optionally substituted with one or more C1-6-alkoxy;
- C1-6-Alkylamino;
- heteroarylamino;
- —NH—C1-6-Alkyl optionally substituted with one or more C1-6-alkyl;
- C1-6-alkoxy;
- cyano;
- aryl;
- heteroaryl;
- C(O)O—C1-6-Alkyl group;
- C1-6-Alkylamino group;
- said substituent being optionally substituted with one or more hydroxy;
- halogen;
- oxo;
- Heteroaryl optionally substituted with one or more heteroaryl, C1-6-alkylamino or heteroarylamino;
- said heteroaryl or heteroarylamino being optionally substituted with one or more group chosen amongst amino;
- C1-6-alkyl;
- C1-6-alkylamino;
- heteroarylamino;
- —NH-Heteroaryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- heteroaryl;
- C(O)OH;
- C(O)O—C1-6-Alkyl group;
- C1-6-Alkylamino group;
- Aryl-C1-6-Alkylamino;
- —C1-6-alkylamino;
- —NH—C(O)—C1-6-alkyl;
- —NH—CO-Rc2;
- —NH—C(O)—C2-6-alkenediyl-C(O)O—C1-6-Alkyl;
- —NH—C(O)—C2-6-alkenediyl-aryl optionally substituted with one or more hydroxy. C1-6-alkyl;
- Halogen;
- —NH—C(O)—C1-6-alkanediyl-heteroaryl optionally substituted with one or more oxo group;
- —NH—C(O)—C1-6-alkanediyl-heterocycloalkyl optionally substituted with one or more oxo group;
- —NHSO2—C1-6-alkyl;
- —NHSO2—Heteroaryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- C(O)OH group;
- —NH—C(S)—NH—C1-6-Alkyl;
- —NHSO2—C1-6-alkoxy optionally substituted with one or more Halogen group;
- —NH—C(N—CN)—NH—C1-6-alkyl;
- or
- Amino group;
- Ra2 represents
- Heteroaryl;
- or
- C1-6-alkyl;
- Rb2 represents
- C1-6-alkyl optionally substituted with one or more Aryl;
- alkoxy-Aryl;
- or heteroaryl optionally substituted with one or more C1-6-alkyl;
- Heteroaryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- or cyano;
- or
- Cycloalkyl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- or aryl;
- C1-6-alkanediyl-C(O)O—C1-6-alkyl;
- Heterocycloalkyl;
- or
- Aryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- or
- C1-6-alkyl-C(O)O—C1-6-alkyl;
- Rc2 represents
- C1-6-alkyl;
- C3-8-cycloalkyl;
- C3-8-heterocycloalkyl;
- Aryl optionally substituted with one or more C1-6-alky;
- or C1-6-alkylamino;
- Heteroaryl optionally substituted with one or more Halogen;
- C1-6-alkyl, C1-6-alkoxy;
- cyano;
- heterocycloalkyl;
- Aryl;
- or amino;
- C2-6-alkenediyl-Aryl optionally substituted with one or more Halogen;
- C1-6-alkyl;
- or —OH;
- C2-6-alkanediyl-Heterocyloalkyl optionally substituted with one or more C1-6-alkyl;
- or —OH;
- C2-6-alkanediyl-C1-6-alkoxy group optionally substituted with one oxo group;
- R3 represents a group chosen amongst:
- C1-6-alkyl optionally substituted with one or more independently selected R3a;
- C1-3-alkanediyl-C3-6-cycloalkyl optionally substituted with one or more independently selected R3a;
- C1-3-alkanediyl-C3-6-heterocycloalkyl optionally substituted with one or more independently selected R3a;
- C3-6-heterocycloalkyl optionally substituted with one or more independently selected R3a;
- or
- C3-6-cycloalkyl optionally substituted with one or more independently selected R3a;
- R3a represents hydrogen Halogen, C1-2-alkyl;
- hydroxy;
- or C1-2-alkoxy;
- R4 represents:
- C3-6-cycloalkyl optionally substituted with one or more independently selected R4a group;
- C1-6-alkanediyl-C3-6-cycloalkyl optionally substituted with one or more independently selected R4a group;
- or C1-6-alkanediyl-C3-6-heterocycloalkyl optionally substituted with one or more independently selected R4a group;
- and
- R4a represents a group chosen amongst hydroxy;
- Halogen;
- C1-2-alkyl.
187 more elements
Dependencies are inferred from the claim text.