2-氯甲基-1,3,5-三甲氧基苯 | 96428-90-9

• 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-氯甲基-1,3,5-三甲氧基苯
• 中文别名: 2-(氯甲基)-1,3,5-三甲氧基苯
• 英文名称: 2,4,6-trimethoxybenzyl chloride
• 英文别名: 2-(Chloromethyl)-1,3,5-trimethoxybenzene
• CAS: 96428-90-9
• 化学式: C₁₀H₁₃ClO₃
• 分子量: 216.664
• InChiKey: VKXFEGKXRSNKTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯甲基-1,3,5-三甲氧基苯 在 potassium carbonate 、 二甲基亚砜 作用下， 生成 2,4,6-三甲氧基苯甲醛
  参考文献：
  名称：

  卤化苄基一锅三组分合成呋喃基杂环

  摘要：

  描述了一种用于合成呋喃苯酮和呋喃吡喃支架的有效且新颖的方法。苄基卤化物在Kornblum条件下进行氧化，得到相应的醛，然后与异氰酸酯进行[4 +1]环加成反应，得到相应的呋喃衍生物。该方案的主要吸引力在于操作简单，反应条件温和且收率高。

  DOI：

  10.1002/jhet.2806

文献信息

• Benzodiazepine derivatives as app modulators
  申请人：——

  公开号：US20040082572A1

  公开（公告）日：2004-04-29

  A novel class of 1,4- and 1,5-benzodiazepines of formula (I) is disclosed. The compounds modulate the processing of amyloid precursor protein by &ggr;-secretase, and hence find use in the treatment or prevention of conditions associated with the deposition of &bgr;-amyloid, such as Alzheimer's disease. 1

  公开了一种式(I)的新型1,4-和1,5-苯二氮平类化合物。这些化合物调节&ggr;-分泌酶对淀粉样前体蛋白的加工作用，因此可用于治疗或预防与&bgr;-淀粉样蛋白沉积相关的疾病，如阿尔茨海默病。
• Novel 2-methylimidazolium salts: Synthesis, characterization, molecular docking, and carbonic anhydrase and acetylcholinesterase inhibitory properties
  作者：Selma Bal、Ruya Kaya、Yetkin Gök、Parham Taslimi、Aydın Aktaş、Muhammet Karaman、İlhami Gülçin

  DOI：10.1016/j.bioorg.2019.103468

  日期：2020.1

  inhibition activities on different enzymes. Inhibition experiments gave good and moderate results, proving their activities of these compounds as anticholinergics potential. These obtained novel 2-methylimidazolium salts (1a-e and 2a-e) molecules were effective inhibitors of the carbonic anhydrase I and II isozymes (hCA I and II) and acetylcholinesterase (AChE) enzymes with Ki values in the range of 26

  在这项工作中，设计并合成了不同咪唑鎓化合物的结构。这些化合物由2-甲基咪唑和烷基/芳基卤化物合成。通过1 H NMR，13 C NMR，FTIR光谱技术对它们的结构进行表征。测试所有合成的化合物对不同酶的抑制活性。抑制实验给出了良好和中等的结果，证明了这些化合物具有抗胆碱能的潜力。这些获得的新型2-甲基咪唑盐（1a-e和2a-e）分子是碳酸酐酶I和II同功酶（hCA I和II）和乙酰胆碱酯酶（AChE）酶的有效抑制剂，Ki值在26.45±6.49范围内hCA I为-77.60±9.53 nM，hCA II为27.87±5.00-86.61±5.71 nM，AChE为1.15±0.19-8.89±0.49 nM。
• Design, synthesis and structure–affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands
  作者：Taketoshi Okubo、Ryoko Yoshikawa、Shigeyuki Chaki、Shigeru Okuyama、Atsuro Nakazato

  DOI：10.1016/j.bmc.2003.10.050

  日期：2004.1

  Since the peripheral benzodiazepine receptor (PBR) has been primarily found as a high-affinity binding site for diazepam in rat kidney, numerous studies of it have been performed. However, the physiological role and functions of PBR have not been fully elucidated. Currently, we presented the pharmacological profile of two high and selective PBR ligands, N-(2,5-dimethoxybenzyl)-N-(4-fluoro-2-phenoxyphenyl)acetamide (7-096, DAA1106) (PBR: IC50 = 0.28 nM) and N-(4-chloro-2-phenoxyphenyl)-N-(2-isopropoxybenzyl)acetamide (7-099, DAA1097) (PBR: IC50=0.92 nM). The compounds are aryloxyanilide derivatives, and identified with known PBR ligands such as benzodiazepine (1, Ro5-4864), isoquinoline (2, PK11195), imidazopyridine (3, Alpidem), and indole (5, FGIN-1-27) derivatives. The aryloxyanilide derivatives, which have been derived by opening the diazepine ring of 1, are a novel class as PBR ligands and have exhibited high and selective affinity for peripheral benzodiazepine receptors (PBRs). These novel derivatives would be useful for exploring the functions of PBR. In this paper, the design, synthesis and structure-affinity relationships of aryloxyanilide derivatives are described. (C) 2003 Elsevier Ltd. All rights reserved.
• US7105509B2
  申请人：——

  公开号：US7105509B2

  公开（公告）日：2006-09-12
• One-pot Three-component Synthesis of Furan-based Heterocycles from Benzyl Halides
  作者：Mallappa Beerappa、Kalegowda Shivashankar

  DOI：10.1002/jhet.2806

  日期：2017.7

  An efficient and a novel approach for the synthesis of furochromene and furopyran scaffolds are described. Benzyl halides undergo oxidation in Kornblum conditions to give the corresponding aldehydes, which in turn undergo [4 + 1] cycloaddition reaction with isocyanide to afford the corresponding furan derivatives. The significant attraction of this protocol is simple procedure, mild reaction condition

  描述了一种用于合成呋喃苯酮和呋喃吡喃支架的有效且新颖的方法。苄基卤化物在Kornblum条件下进行氧化，得到相应的醛，然后与异氰酸酯进行[4 +1]环加成反应，得到相应的呋喃衍生物。该方案的主要吸引力在于操作简单，反应条件温和且收率高。