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US 2024/0199651 A1Published application
Antibacterial compounds
AssigneeJanssen Sciences Ireland Unlimited Company
InventorsJérôme Émile Georges GUILLEMONT, Magali Madeleine Simone MOTTE, Dirk Antonie LAMPRECHT, José Manuel BARTOLOMÉ-NEBREDA
Life of this patent
Estimating the term…
Abstract
The present invention relates to the compounds (I) wherein the integers are as defined in the description, and where the compounds may be useful as medicaments, for instance for use in the treatment of tuberculosis.
Claims21
A compound of formula (I);
- wherein:
- A is a 5- or 6-membered ring, which is aromatic or non-aromatic, and optionally containing 1 or 2 heteroatoms that are nitrogen, sulfur or oxygen;
- B is a 5-membered aromatic ring containing 1 or 2 nitrogen heteroatoms;
- X1 is ═N— or ═C(R10a)—;
- X1b is ═N— or ═C(R3)—.
- X1c is ═C(R10a) or ═N—;
- X1d is ═C(R10a) or ═N—, and wherein a maximum of two of X1, X1b, X1c and C1d are ═N—;
- one of X2 and X3 in the D ring is ═N— and the other is ═N— or ═C(R10b)—;
- L1 is a linker group;
- L2 is an optional linker group;
- R1 is one or more optional substituents independently that are halo, —R5a, —O—R5b, —C(═O)—R5c, —C(═O)—N(R6)(R7), —CN or —N(R6a)R6b;
- or any two R1 groups are taken together when attached to adjacent atoms of the A ring to form a 5- or 6-membered ring optionally containing one or two heteroatoms, and which ring is optionally substituted by one or two C1-3 alkyl substituents;
- R2 is —C1-4 alkyl optionally substituted by one or more substituents that are halo or —OC1-3 alkyl;
- R3 is a substituent that is H, F, —C1-3 alkyl or —O—C1-3 alkyl;
- R4 is H, —R8a, —C(═O)—R8b, —SO2—R9 or Het1;
- R5a and R5b independently are hydrogen or —C1-4 alkyl optionally substituted by one or more substituents that are halo, —O—CH3 or phenyl;
- R5 is —C1-3 alkyl;
- R6 and R7 are independently H or —C1-3 alkyl;
- R6a and R6b independently are H, C1-6 alkyl or R6a and R6b are linked together to form a 3- to 6-membered ring;
- R8a is —C1-4 alkyl, optionally substituted by one or more substituents that are halo, —OC1-3 alkyl, —CN or Het2;
- R8b is hydrogen or —C1-3 alkyl optionally substituted by one or more fluoro atoms;
- R9 is Het3, —N(R6c)R6d or —C1-4 alkyl optionally substituted by one or more substituents that are halo or —O—CH3;
- R6c and R6d independently represent are H, C1-6 alkyl or R6c and R6d are linked together to form a 3- to 6-membered ring;
- R10a and R10b independently represent are H, halo, C1-4 alkyl (optionally substituted by one or more substituent(s) that are fluoro, —CN, —R11a, —OR11b, —N(R11c)R11d, and/or —C(O)N(R11e)R11f or —O—C1-4 alkyl itself optionally substituted by one or more substituent(s) that are fluoro, —R11g, —OR11h or —N(R11i)R11j;
- R11a, R11b, R11c, R11d, R11e, R11f, R11g, R11h, R11i and R11j independently are hydrogen or C1-3 alkyl optionally substituted by one or more fluoro atoms;
- R12a and R12b independently represent are hydrogen or C1-3 alkyl;
- or R12a and R12b are linked together to form a 3- to 6-membered ring;
- R12c and R12d independently are hydrogen or C1-3 alkyl;
- or R12c and R12d are linked together to form a 3- to 6-membered ring;
- Het1, Het2 and Het3 independently are a 5- or 6-membered aromatic ring containing one or two heteroatoms, optionally substituted by one or more substituents that are halo or C1-3 alkyl optionally substituted by one or more fluoro atoms,
- or a pharmaceutically-acceptable salt thereof.
28 more elements
A compound of formula (I):
- wherein:
- A is a 5- or 6-membered ring, which is aromatic or non-aromatic, and optionally containing 1 or 2 heteroatoms that are nitrogen, sulfur or oxygen;
- B is a 5-membered aromatic ring containing 1 or 2 nitrogen heteroatoms;
- X1 is ═N— or ═C(R10a)—;
- one of X2 and X3 is ═N— and the other is ═N— or ═C(R10b)—;
- L1 is a linker group;
- L2 is an optional linker group;
- R1 is one or more optional substituents independently that are halo, —R5a, —O—R5b, —C(═O)—R5c, —C(═O)—N(R6)(R7), —CN or —N(R6a)R6b;
- or any two R1 groups are taken together when attached to adjacent atoms of the A ring to form a 5- or 6-membered ring optionally containing one or two heteroatoms, and which ring is optionally substituted by one or two C1-3 alkyl substituents;
- R2 is —C1-4 alkyl optionally substituted by one or more substituents that are halo or —OC1-3 alkyl;
- R3 is a substituent that is H, F, —C1-3 alkyl —O—C1-3 alkyl;
- R4 is H, —R8a, —C(═O)—R8b, —SO2—R9 or Het1;
- R5a and R5b independently are hydrogen or —C1-4 alkyl optionally substituted by one or more substituents that are halo, —O—CH3 or phenyl;
- R5c is —C1-3 alkyl;
- R6 and R7 are independently H or —C1-3 alkyl;
- R6a and R6b independently are H, C1-6 alkyl or R6a and R6b are linked together to form a 3- to 6-membered ring;
- R8a is —C1-4 alkyl, optionally substituted by one or more substituents that are halo, —OC1-3 alkyl, —CN or Het2;
- R8b is hydrogen or —C1-3 alkyl optionally substituted by one or more fluoro atoms;
- R9 is Het3, —N(R6c)R6d or —C1-4 alkyl optionally substituted by one or more substituents that are halo or —O—CH3;
- R6c and R6d independently are H, C1-6 alkyl or R6c and R6d are linked together to form a 3- to 6-membered ring;
- R10a and R10b independently are H, halo, C1-4 alkyl itself optionally substituted by one or more substituent(s) that are fluoro, —CN, —R11a, —OR11b, —N(R11c)R11d or —C(O)N(R11e)R11f or —O—C1-4 alkyl itself optionally substituted by one or more substituent(s) that are fluoro, —R11g, —OR11h or —N(R11i)R11j;
- R11a, R11b, R11c, R11a, R11e, R11f, R11g, R11h, R11i and R11j independently are hydrogen or C1-3 alkyl optionally substituted by one or more fluoro atoms;
- R12a and R12b independently are hydrogen or C1-3 alkyl;
- or R12a and R12b are linked together to form a 3- to 6-membered ring;
- R12c and R12d independently are hydrogen or C1-3 alkyl;
- or R12c and R12d are linked together to form a 3- to 6-membered ring;
- Het1, Het2 and Het3 independently are a 5- or 6-membered aromatic ring containing one or two heteroatoms, optionally substituted by one or more substituents that are halo or C1-3 alkyl (optionally substituted by one or more fluoro atoms,
- or a pharmaceutically-acceptable salt thereof,
25 more elements
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Dependencies are inferred from the claim text.