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US 11,999,739 B2Granted
Antimicrobials methods of making and using the same
AssigneeBioversys AG
InventorsErin M. Duffy, Ashoke Bhattacharjee, Zoltan F. Kanyo, Joseph A. Ippolito
Life of this patent
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Abstract
The present disclosure relates generally to the field of antimicrobial compounds and to methods of making and using them. These compounds are useful for treating, preventing, reducing the risk of, and delaying the onset of microbial infections in humans and animals. In some embodiments, the present disclosure provides a compound of Formula (I) or tautomer thereof or a pharmaceutically acceptable salt of the compound or tautomer
Claims16
A compound of Formula (II):
- or a tautomer thereof or a pharmaceutically acceptable salt of the compound or tautomer wherein:
- R1 is selected from the group consisting of H and halo;
- R2 is selected from the group consisting of H, halo, C1-6 alkyl, C1-4 haloalkyl, and ORa1;
- R3 is selected from the group consisting of H, C1-6 alkyl, C1-4 haloalkyl, and C(O)ORa1;
- W is selected from the group consisting of N and CR4;
- R5 is halo and R4 is selected from the group consisting of halo, S(C1-4 alkyl), and 6-membered heterocycloalkyl;
- R6 is selected from the group consisting of H, C1-6 alkyl, C3-5 cycloalkyl, and C2-6 alkenyl wherein the C1-6 alkyl is optionally substituted with a substituent selected from the group consisting of ORa3, SRa3, and NRc3Rd3;
- R7A is selected from the group consisting of H, C1-6 alkyl, C1-4 haloalkyl, and C2-6 alkenyl, wherein the C1-6 alkyl is optionally substituted with a substituent selected from the group consisting of ORa3 and SRa3;
- R7B is H;
- or
- R7A and R7B together with the carbon atom to which they are attached form a group selected from the group consisting of oxo, and C3-6 cycloalkyl;
- or
- R6 and R7A together with the carbon atoms to which they are attached and the X atom connecting the two carbon atoms form a 5-to 6-membered heterocycloalkyl containing 1-3 heteroatoms selected from N, O and S;
- X is selected from the group consisting of O and NR8;
- R8 is selected from the group consisting of H, C1-6 alkyl, and C1-4 haloalkyl, wherein the C1-6 alkyl is optionally substituted with R8A;
- R8A is selected from the group consisting of 5-to 6-membered heteroaryl, and ORa3, wherein the 5-to 6-membered heteroaryl is optionally substituted with one or two C1-6 alkyl;
- R9 is selected from the group consisting of H, C2-4 alkenyl, C1-4 haloalkyl and C1-4 alkyl optionally substituted with a substituent selected from the group consisting of amino, C1-4 alkoxy, C3-5 cycloalkyl, and 3- to 6-membered heterocycloalkyl;
- R10 is selected from the group consisting of H and C2-6 alkenyl;
- RA is selected from the group consisting of H and C1-6 alkyl;
- L is selected from the group consisting of C1-6 alkyl and C2-6 alkenyl, wherein the C1-6 alkyl is optionally substituted with 1, 2, or 3 substituents independently selected from halo OR′, and SRa4;
- R11 is selected from the group consisting of H, C1-6 alkyl, C3-5 cycloalkyl, C1-4 haloalkyl, and C2-6 alkenyl, wherein the C1-6 alkyl is optionally substituted with 1, 2, or 3 substituents independently selected from group consisting of CN, ORa5, SRa5, C(O)NRc5Rd5, Nc5Rd5 and S(O)2Rb5;
- R12 is selected from the group consisting of H and C1-6 alkyl;
- or
- R11 and R12 together with the carbon atom to which they are attached form a C3-5 cycloalkyl;
- R13 is selected from the group consisting of H, halo, and C1-6 alkyl;
- R14 is selected from the group consisting of H, halo, and C1-6 alkyl;
- and
- RB is selected from the group consisting of H and C(═NRe5)Rb5;
- or
- R11 and RB together with the carbon atom to which R11 is attached and the nitrogen atom to which RB is attached form a 5- to 6-membered heterocycloalkyl containing 1-3 heteroatoms selected from the group consisting of N, O and S, wherein the 5- to 6-membered heterocycloalkyl is optionally substituted with oxo;
- each Ra1, Ra3, Ra4, Ra5, Rb5, Rc3, Rd3, Rc5, and Rd5 is independently selected from the group consisting of H, C1-6 alkyl, C1-4 haloalkyl, and 5-membered heteroaryl;
- and Re5 is selected from the group consisting of H and C1-4 alkyl.
29 more elements
Dependencies are inferred from the claim text.