143526-61-8Relevant articles and documents
Highly Efficient Synthesis of a Staphylococcus aureus Targeting Payload to Enable the First Antibody–Antibiotic Conjugate
Linghu, Xin,Segraves, Nathaniel L.,Abramovich, Ifat,Wong, Nicholas,Müller, Barbara,Neubauer, Nadja,Fantasia, Serena,Rieth, Sebastian,Bachmann, Stephan,Jansen, Michael,Sowell, C. Gregory,Askin, David,Koenig, Stefan G.,Gosselin, Francis
, p. 2837 - 2840 (2018/03/01)
A practical synthesis of the complex payload for an anti-Staphylococcus aureus THIOMABTM antibody–antibiotic conjugate (TAC) is described. The route takes advantage of a delicate oxidative condensation, achieved using a semi-continuous flow procedure. It allows for the generation of kilogram quantities of a key intermediate to enable a mild nucleophilic aromatic substitution to the tertiary amine free drug. The linker component is introduced as a benzylic chloride, which allows formation of the quaternary ammonium salt linker-drug. This chemical process surmounts numerous synthetic challenges and navigates deeply colored and unstable compounds to support clinical studies to counter S. aureus bacterial infections.
ANTI-STAPHYLOCOCCUS AUREUS ANTIBODY RIFAMYCIN CONJUGATES AND USES THEREOF
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, (2016/06/28)
The invention provides rF1 antibody antibiotic conjugates and methods of using same.