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
supporting information, 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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Page/Page column 87, (2016/06/28)
The invention provides rF1 antibody antibiotic conjugates and methods of using same.