5740-50-1Relevant academic research and scientific papers
Design, Synthesis, and Molecular Mechanism Studies of N-Phenylisoxazoline-thiadiazolo[3,4- a]pyridazine Hybrids as Protoporphyrinogen IX Oxidase Inhibitors
Zhang, Rui-Bo,Yu, Shu-Yi,Liang, Lu,Ismail, Ismail,Wang, Da-Wei,Li, Yong-Hong,Xu, Han,Wen, Xin,Xi, Zhen
, p. 13672 - 13684 (2020)
Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is an important target for green agrochemical discovery. Herein, a novel N-phenylisoxazoline-thiadiazolo[3,4-a]pyridazine herbicidal active scaffold was designed by the scaffold hybridization strategy. Systematic structural optimization enabled the discovery of a series of derivatives with excellent weed control at 9.375-150 g ai/ha by the post-emergent application. Some derivatives exhibited improved Nicotiana tabacum PPO (NtPPO)-inhibitory activity than fluthiacet-methyl. Of these, 2b, with Ki = 21.8 nM, displayed higher weed control than fluthiacet-methyl at the rate of 12-75 g ai/ha, and selective to maize at 75 g ai/ha. In planta, 2b was converted into a bioactive metabolite 5 (Ki = 4.6 nM), which exhibited 4.6-fold more potency than 2b in inhibiting the activity of NtPPO. Molecular dynamics simulation explained that 5 formed stronger π-πinteraction with Phe392 than that of 2b. This work not only provides a promising lead compound for weed control in maize fields but is also helpful to understand the molecular mechanism and basis of the designed hybrids.
TBK/IKK INHIBITOR COMPOUNDS AND USES THEREOF
-
Paragraph 1272; 1273, (2017/01/23)
The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as TBK/IKKε inhibitors.
2,4,6-PHENYL SUBSTITUTED CYCLIC KETOENOLS
-
Page 172; 173, (2010/02/08)
The invention relates to novel 2,4,6-phenyl substituted cyclic ketoenols of formula (I), in which W, X, Y and CKE are defined as cited in the description, in addition to several methods for their production and to their use as pesticides and/or herbicides
Synthesis of 1,2-Diazetidinones (Aza-β-lactams) by Photochemical Ring Contraction
Lawton, Geoffrey,Moody, Christopher J.,Pearson, Christopher J.
, p. 877 - 884 (2007/10/02)
Irradiation of 4-diazopyrazolidine-3,5-diones (11) in the presence of alcohols, diethylamine, or water gives 1,2-diazetidinones (12) formed by photochemical Wolff rearrangement with ring contraction followed by reaction of the resulting ketene with the nucleophile.In the case of the bicyclic diazo compound (11d) a fragmentation reaction competes with ring contraction.The aza-β-lactams (12) show the expected high frequency carbonyl stretch in their i.r. spectra.The acid (12e) readily decarboxylates to give the 4-unsubstituted 1,2-dibenzyldiazetidinone (28), the four-membered ring of which is cleaved by alkaline hydrolysis, lithium aluminium hydride or diborane to give (29), (30), and (31), respectively (Scheme 9).Attempts to modify the carboxy substituent of (12e) into an acylamino group were unsuccessful.
