2-[(4-chlorophenyl)methoxyimino]acetic acid | 161146-55-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(4-chlorophenyl)methoxyimino]acetic acid
• CAS: 161146-55-0
• 化学式: C₉H₈ClNO₃
• 分子量: 213.62
• InChiKey: KJVMYMVWBGYMBY-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C
• 沸点：
  362.8±44.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-chlorophenyl)methoxyimino]acetic acid 在 盐酸 、 氢氧化钾 、 三乙胺-硼烷 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 6.0h， 生成 [(4-Chloro-benzyloxy)-(4-nitro-benzoyl)-amino]-acetic acid
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of N-(arylsulfonyl)- and N-(aroyl)-N-(arylmethyloxy)glycines

  摘要：

  Some N-(arylsulfonyl)- C and N-(aroyl)-N-(arylmethyloxy)glycines D were synthesised and tested as aldose reductase inhibitors (ARIs). They are structurally related to the previously described ARIs of type A and B, from which they differ owing to the presence of a spacer, an OCH2 group, between the amino-acid nitrogen and the aromatic ring. The inhibitory activity was evaluated on the bovine lens aldose reductase enzyme. Compounds of types C and D show an inhibitory activity which, in the case of compounds D, is very similar to that reported for the parent compounds B. Kinetic studies carried out on the most active compound (8a), reveal that it produces an inhibition which, depending on its concentration, may be either uncompetitive or noncompetitive with respect to the substrate and the cofactor.

  DOI：

  10.1016/0223-5234(94)90138-4
• 作为产物：
  描述：

  1-(氨基氧甲基)-4-氯苯基盐酸盐 、 乙醛酸 在 水 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以68%的产率得到2-[(4-chlorophenyl)methoxyimino]acetic acid
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of N-(arylsulfonyl)- and N-(aroyl)-N-(arylmethyloxy)glycines

  摘要：

  Some N-(arylsulfonyl)- C and N-(aroyl)-N-(arylmethyloxy)glycines D were synthesised and tested as aldose reductase inhibitors (ARIs). They are structurally related to the previously described ARIs of type A and B, from which they differ owing to the presence of a spacer, an OCH2 group, between the amino-acid nitrogen and the aromatic ring. The inhibitory activity was evaluated on the bovine lens aldose reductase enzyme. Compounds of types C and D show an inhibitory activity which, in the case of compounds D, is very similar to that reported for the parent compounds B. Kinetic studies carried out on the most active compound (8a), reveal that it produces an inhibition which, depending on its concentration, may be either uncompetitive or noncompetitive with respect to the substrate and the cofactor.

  DOI：

  10.1016/0223-5234(94)90138-4

文献信息

• [EN] N-ACYLIMINO HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES N-ACYLIMINO
  申请人：BASF SE

  公开号：WO2015075174A1

  公开（公告）日：2015-05-28

  The present invention relates to N-acylimino compound of formula (I): wherein X is O or S, in particular O; Y is a single bond, O, S or NR5; Het is a 5 or 6 membered carbon-bound or nitrogen-bound heterocyclic ring, W1-W2-W3-W4 represents a carbon chain group connected to N and C=N, and thus forming a saturated, unsaturated, or partially unsaturated 5 or 6 membered nitrogen containing heterocycle, wherein W1, W2, W3 and W4 each individually represent CRvVRw; R1, may be hydrogen, halogen, etc.; R3 may be hydrogen, CN, C1-C6-alkyl, etc.; R4 may be of hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C8-cycloalkyl, Q- phenyl, Q'-O-phenyl, Q'-S-phenyl, where the phenyl ring is optionally substituted with one or more, e.g. 1, 2, 3, 4 or 5 identical or different substituents R10, and the moieties Q-Het#, Q'-0-Het# and Q'-S-Het# where Het# represents a heterocyclic rad- ical and where Q and Q' are C1-C6-alkandiyl, C2-C6-alkendiyl, or C2-C6-alkyndiyl, and where Q may also be a single bond; R3 and R4 together may also may also a bivalent radical, selected from the group consisting of C2-C5-alkandiyl, C2-C5-alkendiyl, Q"-C1-C4-alkandiyl and Q"-C2-C4-alkendiyl, where Q" is O or S. The invention also relates to the use of the N-acylimino heterocyclic compounds, their stereoisomers, their tautomers and their salts, for combating invertebrate pests. Furthermore the invention relates also to methods of combating invertebrate pests, which comprises applying such compounds.

  本发明涉及式（I）的N-酰亚胺化合物：其中X为O或S，特别是O；Y为单键，O，S或NR5；Het为5或6个成员的碳键或氮键杂环，W1-W2-W3-W4代表连接到N和C=N的碳链基团，从而形成饱和的、不饱和的或部分不饱和的含氮5或6个成员的杂环，其中W1、W2、W3和W4分别表示CRvVRw；R1可能是氢、卤素等；R3可能是氢、CN、C1-C6-烷基等；R4可能是氢、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、C3-C8-环烷基、Q-苯基、Q'-O-苯基、Q'-S-苯基，其中苯环可以选择性地用一个或多个，例如1、2、3、4或5个相同或不同的取代基R10取代，以及基团Q-Het#、Q'-O-Het#和Q'-S-Het#，其中Het#表示一个杂环基团，Q和Q'为C1-C6-烷二基、C2-C6-烯二基或C2-C6-炔二基，Q也可以是单键；R3和R4联合也可以是来自C2-C5-烷二基、C2-C5-烯二基、Q"-C1-C4-烷二基和Q"-C2-C4-烯二基的二价基团，其中Q"为O或S。本发明还涉及使用N-酰亚胺杂环化合物及其立体异构体、互变异构体和盐来对抗无脊椎动物害虫。此外，本发明还涉及对抗无脊椎动物害虫的方法，包括应用这些化合物。