439085-86-6Relevant articles and documents
2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder
Brown, Renee N.,Cameron, Rachel,Chalmers, David K.,Hamilton, Stephanie,Luttick, Angela,Krippner, Guy Y.,McConnell, Darryl B.,Nearn, Roland,Stanislawski, Pauline C.,Tucker, Simon P.,Watson, Keith G.
, p. 2051 - 2055 (2005)
A series of pyridazinylpiperidinyl capsid-binding compounds with novel bicyclic substituents were synthesized and screened against human rhinovirus (HRV). Several 2-alkoxy- and 2-alkylthio-benzoxazole and benzothiazole derivatives showed excellent anti-HRV activity. When tested against a panel of 16 representative HRV types the 2-ethoxybenzoxazole derivative 13 was found to have superior HRV activity (median EC50 3.88 ng/mL) to known capsid-binders Pleconaril and Pirodavir. Compound 13 illustrates that a 2-alkoxybenzoxazole group can be an effective bioisostere for a benzoate ester or benzaldehyde oxime ether functionality.
