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Famoxadone: the discovery and optimisation of a new agricultural fungicide
Author(s) -
Sternberg Jeffrey A,
Geffken Detlef,
Adams John B,
Pöstages Reiner,
Sternberg Charlene G,
Campbell Carlton L,
Moberg William K
Publication year - 2001
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/1526-4998(200102)57:2<143::aid-ps282>3.0.co;2-8
Subject(s) - fungicide , agricultural science , microbiology and biotechnology , biology , agronomy
Famoxadone (3‐anilino‐5‐methyl‐5‐(4‐phenoxyphenyl)‐1,3‐oxazolidine‐2,4‐dione), is a new agricultural fungicide recently commercialized by DuPont under the trade name Famoxate®. Famoxadone is a member of a new class of oxazolidinone fungicides that demonstrate excellent control of plant pathogens in the Ascomycete, Basidiomycete, and Oomycete classes that infect grapes, cereals, tomatoes, potatoes and other crops. DuPont's entry into the oxazolidinone area resulted from the procurement of 5‐methyl‐5‐phenyl‐3‐phenylamino‐2‐thioxo‐4‐oxazolidinone ( 1 ) from Professor Detlef Geffken, then at the University of Bonn. An extensive analog program was initiated immediately after the fungicidal activity of 1 was discovered through routine greenhouse testing. The discovery program in the oxazolidinone area eventually culminated in the advancement of famoxadone to commercial development in the early 1990s. The synthesis of various oxazolidinone ring systems and the development of the structure‐activity relationships that led to the discovery of famoxadone are described. © 2001 Society of Chemical Industry