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US 12,692,253 B2Granted
Antimicrobial compounds and methods
AssigneesCurza Global, LLC, University of Utah Research Foundation
InventorsRyan E. Looper, Paul Sebahar, Hariprasada R. Kanna Reddy, Travis J. Haussener, Charles A. Testa, Benlsaac C. Tresco, Seth Grant, Carmela Napolitano, Fabio Maria Sabbatini
Life of this patent
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Abstract
The invention is directed to compounds that are active as antibacterial agents. The invention compounds are active against gram-positive and gram-negative bacteria and can be used to treat infections caused by gram-positive and gram-negative bacteria. Also disclosed are processes and intermediates for making the compounds.
Claims13
A compound of formula I:
- or a pharmaceutically acceptable salt thereof, wherein:
- Z is (C═O);
- ring A is selected from the group consisting of
- J is absent or is selected from the group consisting of —CH2—, —CH2CH2—,
- wherein each R3 is independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo, and C1-C6 haloalkyl, wherein m is 0, 1 or 2;
- Y is a linear C1-C8 alkylene optionally substituted with OH, NH2, CN, halo, C1-C6 alkyl, C1-C6 haloalkyl, COO(C1-C6 alkyl), COOH, CONH2, or C1-C6 alkoxy, and wherein up to two methylene units of the C1-C8alkylene are optionally and independently replaced by O, NH, N—(C1-C6 alkyl), N—(C1-C6 hydroxyalkyl), N—(C1-C6 haloalkyl), N—(C1-6 alkylene-C3-8 cycloalkyl), NH(C═O), N—(C1-6 alkyl)(C═O), or (C═O);
- ring B is a 5 to 12 membered fused, spiro, or bridged bicyclic heterocycloalkylene containing up to 3 nitrogen atoms, wherein the fused, spiro, or bridged bicyclic heterocycloalkylene is optionally substituted with up to three substituents independently selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo, C1-C6 haloalkyl, OH, and C1-C6 hydroxyalkyl;
- or
- ring B is a 5 to 12 membered fused, spiro, or bridged bicyclic cycloalkylene optionally substituted with up to two substituents selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halo, C1-C6 haloalkyl, OH, and C1-C6 hydroxyalkyl;
- L is absent, or is a linear or branched C1-C6 alkylene optionally substituted with C1-C6 alkoxy, halo, CN, OH, NH2, COO(C1-C6 alkyl), or CONH2, wherein one methylene unit of the C1-C6 alkylene may be replaced with O, NH, (C═O), or N—(C1-6 alkyl);
- R1 is H, NH2, NH(C1-C6 alkyl), NHCO(C1-C6 alkyl), or NH(C1-C6 alkyl-SO3−);
- R1′ is H, NH2, NH(C1-C6 alkyl), NHCO(C1-C6 alkyl), or NH(C1-C6 alkyl-SO3−);
- and
- R2 is independently selected from the group consisting of C1-C6 alkyl, halo, C1-C6 haloalkyl, O(C1-C6 haloalkyl), and C1-C6 alkoxy, and n is 0, 1, or 2.
11 more elements
Dependencies are inferred from the claim text.