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US 2016/0244435 A1Published application
Expanded therapeutic potential in nitroheteroaryl antimicrobials
AssigneeThe Scripps Research Institute
InventorsLars Eckmann, Yukiko Miyamoto, Valery Fokin, Karl Barry Sharpless
Life of this patent
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Abstract
Disclosed herein are antimicrobial compounds compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to imidazole, thiazole, and furan derivatives and their use as therapeutic agents.
Claims45
A compound having the structure of Formula (I)
- or pharmaceutically acceptable salts thereof, wherein
- J is N or CR3;
- is NR4, S, or O;
- R1 is hydrogen or —(CH2)m—Y—R5;
- R2 is hydrogen, —(CH2)m—Y—R5, —CH═CH—R5, —CHRa—CHRb—R5, —C═N—O—(CH2)m—R5, —NHC(O)—(CH2)m—R5, optionally substituted —S—C1-6 alkyl, optionally substituted —O—C1-6alkyl, optionally substituted C1-6alkyl, optionally substituted C2-10alkenyl, optionally substituted C2-10alkynyl, optionally substituted C3-10 cycloalkyl, optionally substituted 4-10 membered heterocyclyl, optionally substituted C6-10 aryl, or optionally substituted 5-10 membered heteroaryl;
- R3 is hydrogen, halogen, hydroxyl, or optionally substituted —C1-6 alkyl;
- R4 is hydrogen, C1-6alkyl or —(CH2)m—Y—R5;
- m is an integer between 0 to 5;
- Y is optionally substituted heteroaryl;
- each R5 is independently hydrogen, —(CH2)n-M, or —(CH2)n—Y′-M;
- each M is independently C(O)M′, —C(O)O—C1-4alkyl, —CH2-M′, —S-M′, —NHC(O)-M′, —NHC(O)NH-M′, —O—C6H4—C(O)NH-M′, —O-M′, —O(CH2)C(O)-M′, —N(CH3)-M′, optionally substituted —S—C1-6 alkyl, optionally substituted —O—C1-6alkyl, optionally substituted C1-6alkyl, optionally substituted C2-10alkenyl, optionally substituted C2-10 alkynyl, optionally substituted C3-10 cycloalkyl, optionally substituted 4-10 membered heterocyclyl, optionally substituted C6-10 aryl, or optionally substituted 5-13 membered heteroaryl;
- each M′ is independently hydrogen, optionally substituted C1-6alkyl, optionally substituted C2-10alkenyl, optionally substituted C2-10alkynyl, optionally substituted C3-10 cycloalkyl, optionally substituted 4-10 membered heterocyclyl, optionally substituted C6-10 aryl, or optionally substituted 5-13 membered heteroaryl;
- each Y′ is independently optionally substituted 4-10 membered heterocyclyl or C6-10 aryl;
- n is an integer between 0 to 5;
- Ra and Rb are each independently selected from —H, hydroxy, halogen, —C1-4alkyl, —O—C1-4alkyl, —O—C(O)—C1-4alkyl;
- with the proviso that the compound does not have the structure selected from the group consisting of
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Dependencies are inferred from the claim text.