US 12,139,464 B2
Simplified structural mimetics of AIPS as quorum sensing inhibitors
Helen Blackwell, Middleton, WI (US); Joseph Vasquez, Madison, WI (US); and Yiftah Tal Gan, Reno, NV (US)
Assigned to Wisconsin Alumni Research Foundation, Madison, WI (US)
Filed by Wisconsin Alumni Research Foundation, Madison, WI (US)
Filed on Aug. 29, 2022, as Appl. No. 17/823,053.
Application 17/823,053 is a continuation of application No. 16/828,412, filed on Mar. 24, 2020, granted, now 11,560,361.
Application 16/828,412 is a continuation of application No. 15/850,300, filed on Dec. 21, 2017, granted, now 10,597,372, issued on Mar. 24, 2020.
Claims priority of provisional application 62/437,238, filed on Dec. 21, 2016.
Prior Publication US 2023/0094587 A1, Mar. 30, 2023
Int. Cl. C07D 291/02 (2006.01); A61P 31/04 (2006.01); C07D 273/00 (2006.01); C07D 285/00 (2006.01); C07D 413/12 (2006.01); C07D 417/12 (2006.01); C07D 419/12 (2006.01)
CPC C07D 291/02 (2013.01) [A61P 31/04 (2018.01); C07D 273/00 (2013.01); C07D 285/00 (2013.01); C07D 413/12 (2013.01); C07D 417/12 (2013.01); C07D 419/12 (2013.01)] 20 Claims
OG exemplary drawing
 
1. A dimer of formula:

OG Complex Work Unit Chemistry
or salts or solvates thereof
where:
carbons indicated by * are independently in the L- or R-stereochemical form and the compound can be racemic, non-racemic or substantially enantiomerically pure;
W and W′ are independently S or NR1, or —W—CO— or —W′—CO— is —CH═CH—, where each R1 is hydrogen or an alkyl group having 1 to 3 carbon atoms;
L1 and L′1, independently, are divalent linkers which contain 1-12 carbon atoms, optionally 1-4 oxygen atoms, optionally one or two carbon-carbon double bonds, and hydrogen atoms to satisfy valency;
each R and R′, independently, is hydrogen or an straight-chain or branched alkyl group having 1-3 carbon atoms;
R3 and R′3, independently, are hydrogen or a C1-C3 alkyl;
X1, X′1, X2 and X′2 are independently selected from the group consisting of optionally-substituted straight-chain or branched alkyl groups having 3-8 carbon atoms, optionally-substituted cycloalkyl groups having 3-12 carbon atoms;
optionally-substituted aryl, optionally-substituted heteroaryl, optionally-substituted heterocycyl, optionally-substituted cycloalkylalkyl, optionally-substituted arylalkyl, optionally-substituted heteroarylalkyl and optionally-substituted heterocycylalkyl groups; and
L2 is a divalent chemical moiety which contains 1-20 carbons atoms, and optionally contains 1-6 heteroatoms selected from oxygen, nitrogen or sulfur with hydrogens as needed to satisfy valency.