- Patent Title: C5-substituted carbapenem antibiotics, compositions containing such compounds, and methods of use in treatment of mycobacterium tuberculosis and non-tubercular mycobacteria
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Application No.: US16879892Application Date: 2020-05-21
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Publication No.: US11234966B2Publication Date: 2022-02-01
- Inventor: John D. Buynak , Noora M. S. A. Al-Kharji , Weirui Chai , Thu Q. Nguyen , Maha Alqurafi , Kyle Rohde , Rashmi Gupta
- Applicant: Southern Methodist University , University of Central Florida Research Foundation, Inc.
- Applicant Address: US TX Dallas; US FL Orlando
- Assignee: Southern Methodist University,University of Central Florida Research Foundation, Inc.
- Current Assignee: Southern Methodist University,University of Central Florida Research Foundation, Inc.
- Current Assignee Address: US TX Dallas; US FL Orlando
- Agency: Chalker Flores, LLP
- Agent Edwin S. Flores
- Main IPC: C07D477/06
- IPC: C07D477/06 ; A61K31/407 ; C07D477/00 ; A61K45/06 ; C07D477/04 ; C07D477/20

Abstract:
The present invention includes a composition, method of making and method of using a novel C5-substituted carbapenem antibiotic of formula 1: R1 is H or CH3 R2 is not H, and is CH3, or C1-C6 straight chain, or branched alkyl, or C3-C6 cycloalkyl group, or unsaturated alkenyl, including C═CH2; R3 is H, CH3, or a C1-C6 alkyl or cycloalkyl group, a heteroatom-substituted alkyl; and R4 is a C1 to C6 alkyl, or substituted alkyl group, especially including substituents which possess positive charge, or a hydroxyl group; or R4 is an SRa, where Ra is an unsubstituted C1 to C6 alkyl group, a substituted C1 to C6 alkyl group, or a functional group that is positively charged, or which bears a positive charge when in aqueous solution at pH 7; or R4 is a CH2ORb, where Rb=C1 to C6 alkyl or substituted alkyl groups, substituted or unsubstituted aryl, or a heteroaryl groups.
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