2-甲基-1,3-双(苯甲氧基)苯 | 124317-11-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-甲基-1,3-双(苯甲氧基)苯
• 英文名称: 2,6-dibenzyloxytoluene
• 英文别名: 1,3-bisbenzyloxy-2-methylbenzene；2-Methyl-1,3-bis(phenylmethoxy)benzene
• CAS: 124317-11-9
• 化学式: C₂₁H₂₀O₂
• 分子量: 304.389
• InChiKey: BJSONGFQRAVOPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-甲基-1,3-双(苯甲氧基)苯 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 2-(3-Methoxy-2-methyl-phenoxy)-propionic acid ethyl ester
  参考文献：
  名称：

  Potential antisecretory antidiarrheals. 2. .alpha.2-Adrenergic 2-[(aryloxy)alkyl]imidazolines

  摘要：

  Lofexidine, an alpha 2-agonist, has central hypotensive activity and peripheral intestinal antisecretory activity. Analogues were synthesized with increased polarity in an attempt to prevent penetration of the blood-brain barrier. The compounds were evaluated in the cholera toxin treated ligated jejunum of the rat and in the Ussing chamber with a rabbit ileum preparation. Active compounds were determined to be alpha 2-adrenergic agonists by yohimbine reversals of their Ussing chamber activities. The 2,6-dimethyl derivative of lofexidine, 4a, was as active as lofexidine in vivo, but derivatives with 2,6-substituents larger than ethyl were inactive. (Aryloxy)alkyl derivatives which have an imidazoline and a methyl or larger group as part of the alkyl exhibited the best antisecretory activity. Compounds with substituents in the para position of the phenyl ring were generally inactive. 3-Amino-2,6-dimethyl derivative 21 was twice as active as 4a. A 2-methyl substituent is required in the 3-amino series to retain good activity. 2-Methyl derivative 12a had activity comparable to that of 4a, while 6-methyl derivative 12f was inactive. Substituents on the 3-amino group did not affect the activity, but substituting a hydroxyl for the amino group produced an inactive compound. Replacing the phenyl moiety with a 4-indole resulted in retention of activity, but other heterocycles were inactive. Compound 12a was resolved and d isomer 32 was five times more potent than l isomer 33. The more active compounds in the rat cholera toxin assay (RCTA), when evaluated in the dog, exhibited antisecretory activity but also exhibited central nervous system (CNS) effects, sedation and ataxia, at 10 mg/kg, and in spontaneously hypertensive rats at 50 mg/kg. A measure of polarity, log P, was calculated for the (aryloxy)alkyl groups. Regression analysis showed no correlation of antisecretory ED50 to the calculated log P. The active compounds did not show a separation of the central CNS effects from the peripheral antisecretory activity by increasing the polarity.

  DOI：

  10.1021/jm00164a024
• 作为产物：
  描述：

  2,6-二羟基甲苯 、 氯化苄 在 potassium phosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.33h， 以99%的产率得到2-甲基-1,3-双(苯甲氧基)苯
  参考文献：
  名称：

  Suzuki, Tsuneo; Okada, Chizuko; Arai, Kenichi, Journal of Heterocyclic Chemistry, 2001, vol. 38, # 6, p. 1409 - 1418

  摘要：

  DOI：

文献信息

• Identification, synthesis and pharmacological evaluation of novel anti-EV71 agents via cyclophilin A inhibition
  作者：Wenzhong Yan、Jie Qing、Hanbing Mei、Junxiu Nong、Jin Huang、Jin Zhu、Hualiang Jiang、Lei Liu、Linqi Zhang、Jian Li

  DOI：10.1016/j.bmcl.2015.11.002

  日期：2015.12

  In this work, the relationship between cyclophilin A (CypA) and EV71 prompted us to screen a series of small molecular CypA inhibitors which were previously reported by our group. Among them, compounds 1 and 2 were discovered as non-immunosuppressive anti-EV71 agents with an EC50 values of 1.07 +/- 0.17 mu M and 3.36 +/- 0.45 mu M in virus assay, respectively, which were desirably for the further study. The subsequent chemical modifications derived a novel class of molecules, among which compound 11 demonstrated the most potent anti-EV71 activity in virus assay (EC50 = 0.37 +/- 0.17 mu M), and low cytotoxicity (CC50 > 25 mu M). The following CypA enzyme inhibition studies indicated that there was not only the enzyme inhibition activity, undoubtedly important, functioning in the antiviral process, but also some unknown mechanisms worked in combination, and the further study is underway in our laboratory. Nevertheless, to the best of our knowledge, compound 11 was probably the most potent small molecular anti-EV71 agent via CypA inhibitory mechanism to date. Consequently, our study provided a new potential small molecule for curing EV71 infection. (C) 2015 Elsevier Ltd. All rights reserved.
• ULTRAVIOLET CURABLE LIQUID COMPOSITION, ULTRAVIOLET CURING INKJET INK, ULTRAVIOLET CURING WET ELECTROPHOTOGRAPHIC LIQUID DEVELOPER, ULTRAVIOLET CURING ELECTROSTATIC INKJET INK, AND IMAGE FORMING METHOD USING THEREOF
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20170336728A1

  公开（公告）日：2017-11-23

  An object of the present invention is to provide an ultraviolet curing liquid composition having high sensitivity, excellent storage stability, low viscosity, and excellent fixability after ultraviolet curing. The ultraviolet curable liquid composition of the present invention is an ultraviolet curable liquid composition containing a cationically polymerizable liquid monomer, a photopolymerization initiator and a photopolymerization sensitizer, wherein the cationically polymerizable liquid monomer is a vinyl ether compound, the photopolymerization initiator includes a compound represented by general formula (1), and the photopolymerization sensitizer includes (A) at least one compound selected from the group consisting of a compound represented by general formula (2) and a compound represented by general formula (3), and (B) at least one compound selected from the group consisting of a compound represented by general formula (4) and a compound represented by general formula (5).
• Potential antisecretory antidiarrheals. 2. .alpha.2-Adrenergic 2-[(aryloxy)alkyl]imidazolines
  作者：Alan E. Moormann、Barnett S. Pitzele、P. H. Jones、Gary W. Gullikson、David Albin、Stella S. Yu、Robert G. Bianchi、Elizabeth L. Sanguinetti、Barbara Rubin

  DOI：10.1021/jm00164a024

  日期：1990.2

  Lofexidine, an alpha 2-agonist, has central hypotensive activity and peripheral intestinal antisecretory activity. Analogues were synthesized with increased polarity in an attempt to prevent penetration of the blood-brain barrier. The compounds were evaluated in the cholera toxin treated ligated jejunum of the rat and in the Ussing chamber with a rabbit ileum preparation. Active compounds were determined to be alpha 2-adrenergic agonists by yohimbine reversals of their Ussing chamber activities. The 2,6-dimethyl derivative of lofexidine, 4a, was as active as lofexidine in vivo, but derivatives with 2,6-substituents larger than ethyl were inactive. (Aryloxy)alkyl derivatives which have an imidazoline and a methyl or larger group as part of the alkyl exhibited the best antisecretory activity. Compounds with substituents in the para position of the phenyl ring were generally inactive. 3-Amino-2,6-dimethyl derivative 21 was twice as active as 4a. A 2-methyl substituent is required in the 3-amino series to retain good activity. 2-Methyl derivative 12a had activity comparable to that of 4a, while 6-methyl derivative 12f was inactive. Substituents on the 3-amino group did not affect the activity, but substituting a hydroxyl for the amino group produced an inactive compound. Replacing the phenyl moiety with a 4-indole resulted in retention of activity, but other heterocycles were inactive. Compound 12a was resolved and d isomer 32 was five times more potent than l isomer 33. The more active compounds in the rat cholera toxin assay (RCTA), when evaluated in the dog, exhibited antisecretory activity but also exhibited central nervous system (CNS) effects, sedation and ataxia, at 10 mg/kg, and in spontaneously hypertensive rats at 50 mg/kg. A measure of polarity, log P, was calculated for the (aryloxy)alkyl groups. Regression analysis showed no correlation of antisecretory ED50 to the calculated log P. The active compounds did not show a separation of the central CNS effects from the peripheral antisecretory activity by increasing the polarity.
• Suzuki, Tsuneo; Okada, Chizuko; Arai, Kenichi, Journal of Heterocyclic Chemistry, 2001, vol. 38, # 6, p. 1409 - 1418
  作者：Suzuki, Tsuneo、Okada, Chizuko、Arai, Kenichi、Awaji, Akira、Shimizu, Takahachi、Tanemura, Kiyoshi、Horaguchi, Takaaki

  DOI：——

  日期：——