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US 10,030,034 B2Granted
Heterocycle amines and uses thereof
AssigneeLigand Pharmaceuticals Incorporated
InventorsKoc-Kan Ho, David Diller, Jeffrey J. Letourneau, Brian F. McGuinness, Andrew G. Cole, David Rosen, Cornelis A. van Oeveren, Jason C. Pickens, Lin Zhi, Yixing Shen, Bijan Pedram
Life of this patent
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Abstract
Compounds and methods in the fields of chemistry and medicine are disclosed. Some of the disclosed embodiments include compounds, compositions and methods of using heterocycle amines. Some of the disclosed embodiments include heterocycle amines useful to treat inflammatory disorders.
Claims12
A compound of Formula (III):
- or a pharmaceutically acceptable salt thereof,
- wherein:
- W is S;
- Y is N;
- X is N;
- R1 is selected from hydrogen, halogen, OR6, CN, NR7R8, CH2OR6, CH2NR7R8, an optionally substituted C1-C6 alkyl, an optionally substituted C1-C6 haloalkyl, an optionally substituted C1-C6 alkenyl, an optionally substituted C1-C6 alkynyl, CO2R6, CONR7R8, SO3R6, and SO2NR7R8;
- R2 and R3 are hydrogen;
- R4 is selected from halogen, OR6, CN, CH2OR6, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted non-aromatic ring, an optionally substituted carbocycle, an optionally substituted C1-C6 haloalkyl, an optionally substituted C1-C6 alkenyl, an optionally substituted C1-C6 alkynyl, CO2R6, SO3R6, SO2R6 and SO2NR7R8;
- R5 is selected from hydrogen, halogen, OR6, an optionally substituted C1-C6 alkyl, an optionally substituted C1-C6 haloalkyl, an optionally substituted C1-C6 alkenyl, and an optionally substituted C1-C6 alkynyl;
- or R4 and R5 are linked to form an optionally substituted non-aromatic ring;
- each R6 is independently selected from an optionally substituted aryl, an optionally substituted heteroaryl, and an optionally substituted non-aromatic ring, each optionally fused with a substituted aryl or a substituted heteroaryl, hydrogen, an optionally substituted C1-C10 alkyl, and an optionally substituted C1-C10 haloalkyl;
- each R7 and R8 is independently selected from an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted non-aromatic ring, each optionally fused with a substituted aryl or a substituted heteroaryl, hydrogen, an optionally substituted C1-C10 alkyl, an optionally substituted C1-C10 haloalkyl, an optionally substituted C1-C10 alkenyl, and an optionally substituted C1-C10 alkynyl, or R7 and R8 are linked to form an optionally substituted non-aromatic ring;
- each heteroaryl is an aromatic 5 to 8 membered ring, or a benzo- or a pyrido-fused derivative thereof, wherein up to 4 atoms forming the aromatic ring is a heteroatom selected from oxygen, sulfur, nitrogen;
- each non-aromatic ring is a covalently closed 3 to 9 membered ring that does not have a delocalized π-electron system in its principle or predominant tautomer, and the atoms that form the ring include at least one carbon atom and can optionally include up to four heteroatoms selected from oxygen, sulfur, nitrogen, and phosphorus, and can optionally include one or more C(═O) or C(═S) groups as part of the ring;
- each carbocycle is a covalently closed C3-C9 ring, wherein each of the atoms that forms the ring is a carbon atom;
- each cycloalkyl is a C3-C9 non-aromatic ring wherein each of the atoms forming the ring is a carbon atom;
- each optionally substituted group is either unsubstituted or substituted with one or more groups independently selected from alkyl, alkenyl, alkynyl, haloalkyl, aryl, arylalkyl, heteroaryl, non-aromatic ring, hydroxy, alkoxy, aryloxy, mercapto, alkylthio, arylthio, cyano, halo, C(═O)R, C(═S)R, —OC(═O)—NR, —NHC(═O)OR, —OC(═S)—NR, —NHC(═S)COR, —C(═O)—NR2, —NHC(═O)CR, —S(═O)2NR, —NHS(═O)2R, —C(═O)OR, —OC(═O)R isocyanato, thiocyanato, isothiocyanato, nitro, silyl, —S(═O)2CX′3, ═O, ═S, and amino;
- X′ is halo;
- and
- R is alkyl, cycloalkyl, aryl, heteroaryl bonded through a ring carbon, and non-aromatic ring bonded through a ring carbon.
17 more elements
Dependencies are inferred from the claim text.