2,6,6-Trimethyl-4-(2,4,6-trimethyl-phenyl)-[1,2]oxazinane-3,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2,6,6-Trimethyl-4-(2,4,6-trimethyl-phenyl)-[1,2]oxazinane-3,5-dione
• 英文别名: 2,6,6-Trimethyl-4-(2,4,6-trimethylphenyl)oxazinane-3,5-dione
• 化学式: C₁₆H₂₁NO₃
• 分子量: 275.348
• InChiKey: AQLATWLOTDKNSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-Hydroxy-N-methyl-2-(2,4,6-trimethyl-phenyl)-acetamide 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 2,6,6-Trimethyl-4-(2,4,6-trimethyl-phenyl)-[1,2]oxazinane-3,5-dione
  参考文献：
  名称：

  Use of Resistant ACCase Mutants To Screen for Novel Inhibitors against Resistant and Susceptible Forms of ACCase from Grass Weeds

  摘要：

  The aryloxyphenoxypropionic acid (AOPP) and cyclohexanedione (CHID) herbicides inhibit the first committed enzyme in fatty acid biosynthesis, acetyl CoA carboxylase (ACCase). The frequent use of AOPP and CHD herbicides has resulted in the development of resistance to these herbicides in many grass weed species. New herbicides that inhibit both the susceptible and resistant forms of ACCase in grass weeds would have obvious commercial appeal. In the present study, an attempt was made to identify molecules that target both the herbicide-sensitive and -resistant forms of ACCase. Seven experimental compounds, either CHD-like or AOPP-CHD hybrids, were synthesized and assayed against previously characterized susceptible and resistant forms of ACCase. All seven compounds inhibited ACCase from sensitive biotypes of Setaria viridis and Eleusine indica (I-50 values from 6.4 to >100 muM) but were not particularly potent compared to some commercialized herbicides (I-50 values of 0.08-5.6 muM). In almost all cases, the I-50 values for each compound assayed against the resistant ACCases were higher than those against the corresponding sensitive ACCase, indicating reduced binding to the resistant ACCases. One compound, a CHID analogue, was almost equally effective against the resistant and susceptible ACCases, although it was not a very potent ACCase inhibitor per se (I-50 of 51 and 76 muM against susceptible ACCase from S. viridis and E indica, respectively). The AOPP-CHD hybrid molecules also inhibited some of the resistant ACCases, with I-50 values ranging from 6.4 to 50 muM. These compounds may be good leads for developing ACCase inhibitors that target a wider range of ACCase isoforms, including those found in AOPP- and CHD-resistant weed biotypes.

  DOI：

  10.1021/jf034738m

文献信息

• [1.2]-Oxazin-3,5-diones
  申请人：Fischer Reiner

  公开号：US20050070707A1

  公开（公告）日：2005-03-31

  The present invention relates to novel [1,2]-oxazine-3,5-dione derivatives of the formula (I) in which W, X, Y, Z, G, D, A and B are as defined in the disclosure, to a plurality of processes for their preparation, and to their use as microbicides, pesticides and herbicides.

  本发明涉及式(I)的新型[1,2]-恶嗪-3,5-二酮衍生物，其中 W、X、Y、Z、G、D、A 和 B 如所公开的定义。 中 W、X、Y、Z、G、D、A 和 B 的定义，涉及制备它们的多种工艺，以及它们作为杀微生物剂、杀虫剂和除草剂的用途。
• US7183238B2
  申请人：——

  公开号：US7183238B2

  公开（公告）日：2007-02-27