Xiao, Yan-shuang published the artcileDesign, synthesis and fungicidal activity of 11-alkoxyimino-5,6-dihydro-dibenzo[b,e] azepine-6-one derivatives, HPLC of Formula: 6084-58-8, the publication is Pest Management Science (2013), 69(7), 814-826, database is CAplus and MEDLINE.
Background: Macrocyclic compounds with an oxime ether side chain are known to show good fungicidal activity. However, the long synthetic route makes the cost too high for them to be developed further as practical fungicides. Alternative compounds with good fungicidal activity and an easier synthesis than these macrolactams were sought, and a series of 11-alkoxyimino-5,6-dihydro-dibenzo[b,e]azepine-6-one derivatives (I; R = alkyl, etc.; X = H, Cl, Br, or I) were designed and bioassayed. Results: The structures were confirmed by 1H NMR, 13C NMR and LC-MS. The bioassay showed that about half of the 11-alkoxyimino-5,6-dihydro-dibenzo[b,e]azepine-6-one derivatives displayed good fungicidal activity against Sclerotinia sclerotiorum, with EC50 values <15 ¦Ìg mL-1. 11-(N-Butyloxyimino)-5,6-dihydro-dibenzo[b,e]azepine-6-one, 11-(4-nitrobenzyloxyimino)-5,6-dihydro-dibenzo[b,e]azepine-6-one, and 11-(2-chloro-6-fluorobenzyloxyimino)-5,6-dihydro-dibenzo[b,e]azepine-6-one displayed excellent fungicidal activity, with EC50 values of <2.5 ¦Ìg mL-1, much better than the com. fungicide chlorothalonil with an EC50 value of 7.16 ¦Ìg mL-1. In addition, about half of the 11-alkoxyimino-5,6-dihydro-dibenzo[b,e]azepine-6-one derivatives had good fungicidal activity against Botrytis cinerea, with EC50 values of <10 ¦Ìg mL-1. 11-(2-Fluorobenzyloxyimino)-5,6-dihydro-dibenzo[b,e]azepine-6-one, 11-(3-fluorobenzyloxyimino)-5,6-dihydro-dibenzo[b,e]azepine-6-one, and 11-(2-chloro-6-fluorobenzyloxyimino)-5,6-dihydro-dibenzo[b,e]azepine-6-one displayed excellent fungicidal activity, with EC50 values of 3.73, 2.54 and 3.20 ¦Ìg mL-1 resp., comparable with the com. fungicide procymidone with an EC50 value of 2.45 ¦Ìg mL-1. Their structure-activity relationship is discussed. ? 2013 Society of Chem. Industry.
Pest Management Science published new progress about 6084-58-8. 6084-58-8 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is O-Isobutylhydroxylamine hydrochloride, and the molecular formula is C13H18BClO3, HPLC of Formula: 6084-58-8.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia