methyl 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoate
• 化学式: C₁₃H₁₃N₃O₅
• 分子量: 291.263
• InChiKey: DPSLDVOEPSHSSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  92.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 2-(4,6-Dimethoxy-1,3,5-triazin-2-yl)oxy benzoic acid
  参考文献：
  名称：

  Dimethoxypyrimidines as Novel Herbicides. Part 2. Synthesis and Herbicidal Activity ofO-Pyrimidinylsalicylates and Analogues

  摘要：

  A new series of the O-pyrimidinylsalicylates was synthesized and their herbicidal activity was examined. Some of these compounds showed very strong herbicidal activity under pre- and post-emergent treatment conditions against various kinds of grass and broadleaf weeds. Among these compounds, O-(4, 6-dimethoxypyrimidin-2-yl) salicylic acid and its methyl ester were found to exhibit the highest activity. The herbicidal symptoms observed after the treatments included early cessation of plant growth followed by chlorosis, necrosis and plant death. The symptoms were similar to those caused by sulfonylureas and imidazolinones, which inhibit branched-chain amino acid biosynthesis.

  DOI：

  10.1002/(sici)1096-9063(199606)47:2<115::aid-ps397>3.0.co;2-r
• 作为产物：
  描述：

  2-氯-4,6-二甲氧基-1,3,5-三嗪 、 水杨酸甲酯 在 potassium tert-butylate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以78%的产率得到methyl 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]benzoate
  参考文献：
  名称：

  The Synthesis of Novel 2,4,6-Trisubstituted 1,3,5-Triazines: A Search for Potential MurF Enzyme Inhibitors

  摘要：

  A series of new 2,4,6-trisubstituted 1,3,5-triazines, possessing a variety of substituents (-OH, -SH, -OMe, -Cl, -HNR, -SR and amino acid moieties), were synthesized and evaluated for the inhibition of the bacterial peptidoglycan biosynthesis enzyme MurF. Ethoxycarbonyl isothiocyanate successfully reacted with a variety of amidines, enabling an approach to 6-substituted-4-thioxo-1,3,5-triazin-2-ones. Also, a representative set of 2-thio-, 2-amino-, and 2-oxo-substituted 1,3,5-triazines was synthesized by the SNAr reaction, employing 2,4,6-trichloro-1,3,5-triazine and 2-chloro-4,6-dimethoxy-1,3,5-triazine as the starting materials. One compound displayed notable inhibitory activity against MurF from Escherichia coli.

  DOI：

  10.3987/com-09-11839

文献信息

• Triazine herbicides
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0336494A2

  公开（公告）日：1989-10-11

  Triazine herbicides of the general formula I wherein R¹ and R² each independently represent a hydrogen or halogen atom, or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkenyloxy, alkynyloxy, aryloxy, alkylthio, alkenylthio, alkynylthio, arylthio or amino group, or a formyl, optionally substituted alkylcarbonyl, cyano, carboxy, optionally substituted alkoxycarbonyl, dialkylaminoxy, dialkyliminoxy or azido group; X represents an oxygen or sulphur atom or a group -SO₂-, -SO-, or -NR⁴- where R⁴ represents a hydrogen atom or an optionally substituted alkyl group; n is an integer from 1 to 4; Y represents a hydrogen atom or the or each Y each independently represents a halogen atom, a hydroxy group or an optionally substituted alkyl, alkenyl, alkynyl, aryl alkoxy, alkenyloxy, alkynyloxy, aryloxy, heterocyclyloxy, alkylthio, alkenylthio, alkynylthio, arylthio or amino group, or a formyl, optionally substituted alkylcarbonyl, cyano or nitro group, or, when n is at least 2, two groups Y may be linked to form a fused saturated or unsaturated carbocyclic or heterocyclic ring; and Z represents a hydroxyalkyl, hydroxybenzyl, or mono-, di- or trialkoxyalkyl group, a group -CH=NOH, or an optionally esterified carboxyalkyl group, or a group COR³ where R³ represents a hydrogen or halogen atom, or a hydroxy group, or an optionally substituted alkyl, aryl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, aryloxy, dialkylaminoxy, dialkyliminoxy, amino, alkylthio, arylthio, alkenylthio or alkynylthio group, or R³ represents a group -OR⁵ where R⁵ represents an optionally substituted heterocyclic ring; or a carboxylic acid salt of a compound of general formula I with an equivalent amount of an inorganic or organic cation, together with at least one carrier.

  通式 I 的三嗪类除草剂 其中 R¹ 和 R² 各自独立地代表氢原子或卤素原子，或任选取代的烷基、烯基、炔基、环烷基、烷氧基、烯氧基、炔氧基、芳氧基、烷硫基、烯硫基、炔硫基、芳硫基或氨基，或甲酰基、任选取代的烷基羰基、氰基、羧基、任选取代的烷氧羰基、二烷基氨基氧基、二烷基亚氨基氧基或叠氮基； X 代表氧原子或硫原子或基团-SO₂-、-SO-或-NR⁴-，其中 R⁴ 代表氢原子或任选取代的烷基； n 是 1 到 4 的整数； Y 代表氢原子，或每个 Y 各自独立地代表卤素原子、羟基或任选取代的烷基、烯基、炔基、芳基烷氧基、烯氧基、炔氧基、芳氧基、杂环氧基、烷硫基、烯硫基、炔硫基、芳硫基、杂环氧基、或氨基，或甲酰基、任选取代的烷基羰基、氰基或硝基，或当 n 至少为 2 时，两个基团 Y 可连接形成融合的饱和或不饱和碳环或杂环；和 Z 代表羟基烷基、羟基苄基或单、双或三烷氧基烷基、基团 -CH=NOH、或任选酯化的羧基烷基、或基团 COR³ 其中 R³ 代表氢原子或卤素原子、或羟基、或任选取代的烷基、其中 R³ 代表氢原子或卤素原子，或羟基，或任选取代的烷基、芳基、烯基、炔基、烷氧基、烯氧基、炔氧基、环烷氧基、芳氧基、二烷基氨基氧基、二烷基亚氨基氧基、氨基、烷硫基、芳硫基、烯硫基或烷硫基，或 R³ 代表基团 -OR⁵ 其中 R⁵ 代表任选取代的杂环；或通式 I 化合物的羧酸盐与等量的无机或有机阳离子、 连同至少一种载体。
• JPH01305070A
  申请人：——

  公开号：JPH01305070A

  公开（公告）日：1989-12-08
• JPS63258467A
  申请人：——

  公开号：JPS63258467A

  公开（公告）日：1988-10-25
• US5062882A
  申请人：——

  公开号：US5062882A

  公开（公告）日：1991-11-05
• The Synthesis of Novel 2,4,6-Trisubstituted 1,3,5-Triazines: A Search for Potential MurF Enzyme Inhibitors
  作者：Bogdan Štefane、Stanislav Gobec、Izidor Sosič、Andreja Kovač、Samo Turk、Didier Blanot

  DOI：10.3987/com-09-11839

  日期：——

  A series of new 2,4,6-trisubstituted 1,3,5-triazines, possessing a variety of substituents (-OH, -SH, -OMe, -Cl, -HNR, -SR and amino acid moieties), were synthesized and evaluated for the inhibition of the bacterial peptidoglycan biosynthesis enzyme MurF. Ethoxycarbonyl isothiocyanate successfully reacted with a variety of amidines, enabling an approach to 6-substituted-4-thioxo-1,3,5-triazin-2-ones. Also, a representative set of 2-thio-, 2-amino-, and 2-oxo-substituted 1,3,5-triazines was synthesized by the SNAr reaction, employing 2,4,6-trichloro-1,3,5-triazine and 2-chloro-4,6-dimethoxy-1,3,5-triazine as the starting materials. One compound displayed notable inhibitory activity against MurF from Escherichia coli.