2-(2,3-二甲基苯氧基)丙酸 | 22504-84-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2,3-二甲基苯氧基)丙酸
• 中文别名: 2,6-二氟苯硼酸
• 英文名称: 2-(2,3-dimethylphenoxy)propionic acid
• 英文别名: (+/-)-2,3-Dimethylphenoxypropionsaeure；2-(2,3-Dimethylphenoxy)propanoic acid
• CAS: 22504-84-3
• 化学式: C₁₁H₁₄O₃
• mdl: MFCD03419315
• 分子量: 194.23
• InChiKey: OMPCOTDSWVBJCH-UHFFFAOYSA-N

物化性质

• 熔点：
  122-124 °C
• 沸点：
  321.4±27.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-(2,3-二甲基苯氧基)丙酸 在 三氯化铝 、 potassium carbonate 作用下， 以 二硫化碳 为溶剂， 生成 2-[2,3-Dimethyl-4-(2-methylidenebutanoyl)phenoxy]propanoic acid
  参考文献：
  名称：

  The synthesis of α,β-unsaturated carbonyl derivatives with the ability to inhibit both glutathione S-transferase P1-1 activity and the proliferation of leukemia cells

  摘要：

  Ethacrynic acid (EA), an alpha,beta-unsaturated carbonyl compound, is a glutathione S-transferase P1-1 (GSTP1-1) inhibitor. Twenty-one novel EA derivatives have been synthesized. The effects of these compounds on GSTP1-1 activity and on the proliferation of human leukemia HL-60 cells have been determined. Compounds with a halogen substitution at the 3'-position of the aromatic ring have greater inhibitory effects on GSTP1-1 activity than those of compounds with a methyl substitution there. Compounds with substitutions at both the 2'- and 3'-positions of the aromatic ring have more antiproliferative ability than those with one substitution at 3'-position. Esterification of the carboxyl group appears to increase the antiproliferative ability. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.037
• 作为产物：
  描述：

  Methyl 2-(2,3-dimethylphenoxy)propionate 在 alkali 作用下， 生成 2-(2,3-二甲基苯氧基)丙酸
  参考文献：
  名称：

  Azzolina; Collina; Ghislandi, Il Farmaco, 1993, vol. 48, # 10, p. 1401 - 1416

  摘要：

  DOI：

文献信息

• Synthesis and structure–activity relationship of ethacrynic acid analogues on glutathione-s-transferase P1-1 activity inhibition
  作者：Guisen Zhao、Tao Yu、Rui Wang、Xiaobing Wang、Yongkui Jing

  DOI：10.1016/j.bmc.2005.03.046

  日期：2005.6

  Ethacrynic acid (EA) is a glutathione-s-transferase pi (GSTP1-1) inhibitor. Fifteen of EA analogues were designed and synthesized and their inhibition on GSTP1-1 activity was tested in lysate of human leukemia HL-60 cells. These compounds were synthesized using substituted phenol as precursors through reacting with 2-chlorocarboxylic acid and acylation. Structure-activity analysis indicates that replacements

  乙二酸（EA）是谷胱甘肽S-转移酶pi（GSTP1-1）抑制剂。设计和合成了十五种EA类似物，并在人白血病HL-60细胞的裂解物中测试了它们对GSTP1-1活性的抑制作用。这些化合物使用取代的苯酚作为前体，通过与2-氯羧酸反应并酰化而合成。结构活性分析表明，在3'位甲基，溴化物和氟化物替代EA的氯化物仍然具有GSTP1-1抑制作用。在3'位没有任何取代基的化合物失去了对GSTP1-1抑制的活性。这些数据表明，EA 3'位置的取代对于抑制GSTP1-1活性是必需的。
• Synthesis and Herbicidal Activity of 12-(Aryloxyacyloxyimino)-1,15-pentadecanlactone Derivatives
  作者：Xiang-Qing Meng、Jian-Jun Zhang、Xiao-Mei Liang、Wei-Juan Zhu、Yan-Hong Dong、Xue-Min Wu、Jia-Xing Huang、Chang-Hui Rui、Xian-Lin Fan、Fu-Heng Chen、Dao-Quan Wang

  DOI：10.1021/jf802649w

  日期：2009.1.28

  A series of novel 12-(aryloxyacyloxyimino)-1, 15-pentadecanlactone derivatives (3) were synthesized, and their structures including configuration of C=N bond were confirmed by H-1 NMR, elemental analysis and X-ray diffraction analysis. The bioassay showed that some of them exhibited excellent herbicidal activity against Amaranthus tricolor L. The activity of compounds 3 except compounds 3A1-2 was much higher than the commercial herbicide 2,4-D and the activity of about half of compounds 3 was comparable to the commercial herbicide tribenuron-methyl. The further bioassay showed that the representative of compounds 3, 3A1-12, exhibited excellent herbicidal activity not only against dicotyledon, such as Amaranthus tricolor L., Cucumis sativus L., Glycine max L., and Phaseolus radiatus L., but also against monocotyledon, such as Zea mays L. and Oryza sativa L.