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Dive into the research topics where Michael Sullenberger is active.

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Featured researches published by Michael Sullenberger.


Pest Management Science | 2015

Synthesis and antifungal activity of 3‐aryl‐1,2,4‐triazin‐6‐one derivatives

W. John Owen; Michael Sullenberger; Michael R. Loso; Kevin G. Meyer; Thomas Slanec

BACKGROUND As a result of resistance development in many plant-pathogenic fungi to agricultural fungicides, there is an ongoing need to discover novel antifungal chemistries to help sustain efficient crop production. A fungicide screening program identified 3-phenyl-1-(2,2,2-trifluoroethyl)-1,2,4-triazin-6(1H)-one (5) as a promising new starting point for further activity optimization. A series of analogs were designed, prepared and evaluated in growth inhibition assays using four plant-pathogenic fungi. RESULTS Thirty nine analogs (compounds 5 to 43) were prepared to explore structure-activity relationships at R1 and R2, and all targeted structures were characterized by (1)H NMR and MS. All compounds were in vitro tested against three ascomycetes [Leptosphaeria nodorum, Magnaporthe grisea and Zymoseptoria tritici (syn. Mycosphaerella graminicola)] and one basidiomycete (Ustilago maydis) pathogen. When R2 was trifluoroethyl, fungicidal activity was enhanced by a single electron-withdrawing substitution, such as Br, Cl and CF3 in the 3-position at R1 (compounds 9, 10 and 12), of which the 3-bromo compound (10) was the most active (EC50 = 0.08, averaged across four pathogens). More subtle activity improvement was found by addition of a second halogen substituent in the 4-position, with the 3-Br-4-F analog (20) being the most active against the commercially important cereal pathogen Z. tritici. Replacement of the R2 haloalkyl group with benzyl, alkyl (e.g. n-butyl, i-butyl, n-pentyl) and, particularly, CH2 -cycloalkyls (e.g. CH2-cyclopropyl, CH2-cyclobutyl) resulted in further activity enhancements against the ascomycete fungi, but was either neutral or detrimental to activity against U. maydis. One of the most active compounds in this series (41) gave control of Z. tritici, with an EC50 of 0.005 ppm, comparable with that of the commercial strobilurin fungicide azoxystrobin (EC50 0.002 ppm). CONCLUSIONS The present work demonstrated that the 3-phenyl-1,2,4-triazin-6-ones are a novel series of compounds with highly compelling levels of antifungal activity against agriculturally relevant plant-pathogenic fungi.


Archive | 2001

Compounds having fungicidal activity and processes to make and use same

Michael John Ricks; Carla Jean Rasmussen Klittich; Jeannie Rachel Phillips Cetusic; Marilene Tenguan Iamauti; Irene Mae Morrison; Michael Sullenberger; William C. Lo; Ann M. Buysse; Brent J. Rieder; John Todd Mathieson; Monica Britt Olson


Archive | 2009

5-fluoro pyrimidine derivatives

Timothy Boebel; Kristy Bryan; Carla Jean Rasmussen Klittich; Beth Lorsbach; Timothy Martin; W. John Owen; Mark Pobanz; Michael Sullenberger; Jeffery Webster; Chenglin Yao


Archive | 2009

Use of 5-fluorocytosine as a fungicide

Zoltan Benko; Kristy Bryan; George Davis; Jeffrey Epp; Beth Lorsbach; Kevin G. Meyer; W. Owen; Michael Sullenberger; Jeffery Webster; David Young; Chenglin Yao


Archive | 2006

N- SUBSTITUTED PIPERAZINES

Beth Lorsbach; James Ruiz; Thomas C. Sparks; Michael Sullenberger; Irene Mae Morrison; Jeffery Webster


Archive | 2010

5-fluoropyrimidinone derivatives

Timothy Boebel; Kristy Bryan; Peter L. Johnson; Beth Lorsbach; Timothy Martin; Kevin G. Meyer; W. John Owen; Michael Sullenberger; Jeffery Webster; Chenglin Yao


Archive | 2011

N3-substituted-n1-sulfonyl-5-fluoropyrimidinone derivatives

Timothy Boebel; Beth Lorsbach; Timothy Martin; W. John Owen; Michael Sullenberger; Jeffery Webster; Chenglin Yao


Archive | 2006

Substituted 4,5-dihydro-1,2,4-triazin-6-ones, 1,2,4-trianzin-6-ones, and their use as fungicides

Steven Howard Shaber; Kevin G. Meyer; Noormohamed M. Niyaz; Brent J. Rieder; Michael Sullenberger; Frisby D. Smith; William Randal Erickson; Maurice Chee Hoong Yap


Archive | 2012

5-fluoro-4-imino-3-(substituted)-3,4-dihydropyrimidin-2-(1h)-one derivatives

Timothy Boebel; Beth Lorsbach; W. John Owen; Michael Sullenberger; Jeffery Webster; Chenglin Yao; Chris V. Galliford


Archive | 2012

5-fluoro-4-imino-3,4-dihydropyrimidin-2-(1H)-ones derivatives

Timothy Boebel; Beth Lorsbach; W. John Owen; Michael Sullenberger; Jeffery Webster; Chenglin Yao

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