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US 12,435,088 B2Granted
Salicyl-adenosinemonosulfamate analogs and uses thereof
AssigneesMemorial Sloan Kettering Cancer Center, Research Foundation of the City University of New York, The Johns Hopkins University
InventorsDerek Shieh Tan, Lisa Charlotte Standke, Luis Edmundo Nereo Quadri, Glennon Valere Bythrow, William Ramses Bishai, Shichun Lun
Life of this patent
Estimating the term…
Abstract
Provided herein are compounds of Formula (I), and pharmaceutically acceptable salts or tautomers thereof. Also provided are pharmaceutical compositions, kits, and methods involving the inventive compounds for the treatment and/or prevention of an infectious disease (e.g., bacterial infection (e.g., Mycobacterium infection (e.g., tuberculosis)). (I)
Claims20
A compound of Formula (I):
- or a pharmaceutically acceptable salt, stereoisomer, or tautomer thereof, wherein:
- R1 is optionally substituted alkyl, optionally substituted heteroalkyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, or optionally substituted acyl;
- each or R2 and R3 is hydrogen, halogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted acyl, —NO2, —CN, —ORe, —N(Re)2, —N3, —SO2H, —SO3H;
- —SH, —SRe, —SSRe, —OC(═O)Re, —OCO2Re, —OC(═O)N(Re)2, —C(═O)N(Re)2, —NC(═O)N(Re)2, —OC(═O)O(Re)2, —SO2Re, —SO2ORe, —OSO2Re, —S(═O)Re, or —OS(═O)Re;
- each of R9, R10, R11 and R12 is hydrogen, halogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted acyl, —NO2, —CN, —OR4, —OR5, —ORe, —N(Re)2, —N3, —SO2H, —SO3H;
- —SH, —SRe, —SSRe, —OC(═O)Re, —OCO2Re, —OC(═O)N(Re)2, —OC(═O)N(Re)2, —C(═O)N(Re)2, —NC(═O)N(Re)2, —OC(═O)O(Re)2, —SO2Re, —SO2ORe, —OSO2Re, —S(═O)Re, —OS(═O)Re, or two occurrences of any R9, R10, R11 and R12 are joined to form an optionally substituted carbocyclic ring or an optionally substituted heterocyclic ring;
- each of R4 and R5 is independently hydrogen, optionally substituted C1-6 alkyl, optionally substituted acyl, or an oxygen protecting group, or R4 and R5 are joined to form an optionally substituted heterocyclic ring;
- X1 is a bond, —O—, —(C(Rd)2)q—, or —NRe—;
- each occurrence of Rd is independently hydrogen, halogen, optionally substituted C1-6 alkyl, —ORe, or —N(Re)2;
- each occurrence of Re is independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted acyl, an oxygen protecting group when attached to an oxygen atom, a nitrogen protecting group when attached to a nitrogen atom, or two Re are joined to form an optionally substituted carbocyclic, an optionally substituted aryl, an optionally substituted heterocyclic or optionally substituted heteroaryl ring;
- q is 1, 2, or 3;
- each occurrence of R7 is independently halogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted carbocyclyl, optionally substituted heterocyclyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted acyl, —NO2, —CN, —ORe, or —N(Re)2, or two R7 are joined to form an optionally substituted aryl or optionally substituted heteroaryl ring;
- and
- n is 0, 1, 2, 3, 4, or 5.
11 more elements
Dependencies are inferred from the claim text.