ethyl 2,3-dimethoxybenzoate | 91971-58-3

• 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: ethyl 2,3-dimethoxybenzoate
• CAS: 91971-58-3
• 化学式: C₁₁H₁₄O₄
• mdl: MFCD06204286
• 分子量: 210.23
• InChiKey: MMIYZAMZODWWEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2,3-dimethoxybenzoate 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 2,3-二甲氧基苯并肼
  参考文献：
  名称：

  Novel arylhydrazone derivatives bearing a rhodanine moiety: synthesis and evaluation of their antibacterial activities

  摘要：

  一系列含有绕丹宁基团的苯腙衍生物已被合成、表征并评估为抗菌剂。其中一些化合物显示出对多种不同革兰氏阳性菌株的强效抗菌活性，包括多药耐药的临床分离株。在测试的化合物中，IIk和IIIk被认定为最有效，对包括甲氧西林耐药和喹诺酮耐药的金黄色葡萄球菌在内的多药耐药革兰氏阳性菌的最低抑制浓度值为2-4 μg/mL。这些化合物在64 μg/mL的浓度下对革兰氏阴性菌大肠杆菌1356均未表现出任何活性。

  DOI：

  10.1007/s12272-013-0214-3
• 作为产物：
  描述：

  邻苯二甲醚 、 氯甲酸乙酯 在 正丁基锂 作用下， 生成 ethyl 2,3-dimethoxybenzoate
  参考文献：
  名称：

  第一次全合成（±）-去甲基丹参烷醇

  摘要：

  脱甲基salvicanol，一种新颖的重新排列9（10→20） -的abeo- -8，11，13三烯二萜，一直首次合成。关键步骤是苄基溴与酮的锌促进的偶联反应以及酮与碘化物的烷基化。

  DOI：

  10.1016/0040-4020(96)00604-7

文献信息

• Highly Regioselective Iodination of Arenes via Iron(III)-Catalyzed Activation of <i>N</i>-Iodosuccinimide
  作者：Daugirdas T. Racys、Catherine E. Warrilow、Sally L. Pimlott、Andrew Sutherland

  DOI：10.1021/acs.orglett.5b02345

  日期：2015.10.2

  An iron(III)-catalyzed method for the rapid and highly regioselective iodination of arenes has been developed. Use of the powerful Lewis acid, iron(III) triflimide, generated in situ from iron(III) chloride and a readily available triflimide-based ionic liquid allowed activation of N-iodosuccinimide (NIS) and efficient iodination under mild conditions of a wide range of substrates including biologically

  已经开发了铁（III）催化的用于芳烃的快速和高度区域选择性碘化的方法。使用由氯化铁（III）原位生成的强力路易斯酸，三氟化铁（III）和易于获得的基于三氟化物的离子液体，可以在宽范围的温和条件下活化N-碘代琥珀酰亚胺（NIS）和有效的碘化作用底物，包括生物活性化合物和分子显像剂。
• [EN] PRODRUGS OF GAMMA-HYDROXYBUTYRIC ACID, COMPOSITIONS AND USES THEREOF<br/>[FR] PROMÉDICAMENTS À BASE D'ACIDE GAMMA-HYDROXYBUTYRIQUE, COMPOSITIONS ET UTILISATIONS DE CEUX-CI
  申请人：XW LAB INC

  公开号：WO2017049470A1

  公开（公告）日：2017-03-30

  The present application discloses prodrugs of gamma-hydroxybutyric acid as well as compositions and uses thereof.

  本申请公开了γ-羟基丁酸的前药，以及其组合物和用途。
• A Facile Demethylation of Ortho Substituted Aryl Methyl Ethers Promoted by AlCl₃
  作者：Zhen-Ting Du、Jing Lu、Hong-Rui Yu、Yan Xu、An-Pai Li

  DOI：10.3184/030823410x12708998015900

  日期：2010.4

  An efficient and practical demethylation of ortho substituted aryl methyl ethers using AlCl3 has been developed. This method gives a high conversion, is simple to operate and is cost-effective. A mechanism involving the complexation of AlCl3 with the OMe and the adjacent electron withdrawing group is proposed. Many functional groups can be tolerated in the demethylation process, and 29 examples gave

  已经开发出使用 AlCl3 对邻位取代的芳基甲基醚进行有效和实用的去甲基化。该方法转化率高，操作简单，成本低廉。提出了一种涉及 与 OMe 和相邻吸电子基团络合的机制。去甲基化过程中可以容忍许多官能团，29个例子以90-98％的产率得到了去甲基化产物。
• Design, Synthesis, Pharmacological Evaluation and Molecular Docking Studies of Substituted Oxadiazolyl-2-Oxoindolinylidene Propane Hydrazide Derivatives
  作者：Deweshri Kerzare、Rupesh Chikhale、Ratnadeep Bansode、Nikhil Amnerkar、Nazira Karodia、Anant Paradkar、Pramod Khedekar

  DOI：10.5935/0103-5053.20160090

  日期：——

  The manuscript describes design and synthesis of novel oxadiazolyl-2-oxoindolinylidene propane hydrazides as amide tethered hybrids of indole and oxadiazole and their evaluation for anti-inflammatory and analgesic activity. The compounds were synthesized following five step reaction to yield fifteen derivatives as 3-(5-substituted-1,3,4-oxadiazol-2-yl)-N'-[2-oxo-1,2-dihydro-3H-indol-3-ylidene] propane hydrazides. The final derivatives 3-[5-(4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]-N'-[2-oxo-1,2-dihydro-3H-indol-3-ylidene] propane hydrazide and 3-[5-(4-methylphenyl)1,3,4-oxadiazol-2-yl]-N'-[2-oxo-1,2-dihydro-3H-indol-3-ylidene] propane hydrazide were found to be highly promising molecules with severity index of 0.35 and 0.56, respectively, which is promising for an analgesic compound. The hydroxy and methyl substitution on phenyl ring system provided with active anti-inflammatory compounds having increase in reaction time of 84.11 and 83.17%, respectively compared to standard drug at 85.84%. Molecular docking studies exhibit comparable interaction with synthesized derivatives and standard drug having a dock score of -4.44 by the K-nearest neighbour genetic algorithm method.
• Atassi; Briet; Berthelon, European Journal of Medicinal Chemistry, 1985, vol. 20, # 5, p. 393 - 402
  作者：Atassi、Briet、Berthelon、Collonges

  DOI：——

  日期：——