4-(3-甲基苯氧基)苯甲胺 | 864263-07-0

• 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: 4-(3-甲基苯氧基)苯甲胺
• 英文名称: 4-(3'-methylphenoxy)benzylamine
• 英文别名: 1-[4-(3-Methylphenoxy)phenyl]methanamine；[4-(3-methylphenoxy)phenyl]methanamine
• CAS: 864263-07-0
• 化学式: C₁₄H₁₅NO
• mdl: MFCD07365253
• 分子量: 213.279
• InChiKey: LCTHKXNDILXRIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  334.2±30.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  4-(3-甲基苯氧基)苯甲胺 在 N-甲基吗啉 、 silver(l) oxide 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 (R)-N-4'-(3''-methylphenoxy)benzyl-2-tert-butoxycarbonylamino-3-methoxypropionamide
  参考文献：
  名称：

  Chimeric derivatives of functionalized amino acids and α-aminoamides: Compounds with anticonvulsant activity in seizure models and inhibitory actions on central, peripheral, and cardiac isoforms of voltage-gated sodium channels

  摘要：

  Six novel 3 ''-substituted (R)-N-(phenoxybenzyl) 2-N-acetamido-3-methoxypropionamides were prepared and then assessed using whole-cell, patch-clamp electrophysiology for their anticonvulsant activities in animal seizure models and for their sodium channel activities. We found compounds with various substituents at the terminal aromatic ring that had excellent anticonvulsant activity. Of these compounds, (R)-N-4'-((3 ''-chloro) phenoxy) benzyl 2-N-acetamido-3-methoxypropionamide ((R)-5) and (R)-N-4'-((3 ''-trifluoromethoxy) phenoxy) benzyl 2-N-acetamido-3-methoxypropionamide ((R)-9) exhibited high protective indices (PI = TD50/ED50) comparable with many antiseizure drugs when tested in the maximal electroshock seizure test to mice (intraperitoneally) and rats (intraperitoneally, orally). Most compounds potently transitioned sodium channels to the slow-inactivated state when evaluated in rat embryonic cortical neurons. Treating HEK293 recombinant cells that expressed hNaV1.1, rNa(V)1.3, hNa(V)1.5, or hNa(V)1.7 with (R)-9 recapitulated the high levels of sodium channel slow inactivation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.04.014
• 作为产物：
  描述：

  4-(m-tolyloxy)benzonitrile 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 4-(3-甲基苯氧基)苯甲胺
  参考文献：
  名称：

  新型含二芳基醚抗秋粘虫异恶唑啉衍生物的发现

  摘要：

  随着害虫抗药性的不断进化，传统杀虫剂防治秋粘虫（Spodoptera frugiperda ）是一个巨大的挑战。为了解决这一悬而未决的问题，设计合成了一系列含有二芳基醚结构的新型异恶唑啉衍生物，大多数目标化合物表现出优异的杀虫活性。基于三维定量构效关系（3D-QSAR）模型分析，我们进一步优化了分子结构，得到了化合物L35并测试了其活性。化合物L35 (LC 50 = 1.69 mg/L) 对草地夜蛾表现出优异的杀虫活性, 优于市售氟虫腈 (LC 50 = 70.78 mg/L) 和茚虫威 (LC 50 = 5.37 mg/L)。酶联免疫吸附试验表明，L35可以上调昆虫体内 GABA 的水平。此外，分子对接和转录组学结果也表明，化合物L35可能通过作用于GABA受体影响草地螽斯的神经系统。值得注意的是，通过高效液相色谱法（HPLC），我们能够得到化合物L35的两种对映体，杀虫活性测试表明S

  DOI：

  10.1021/acs.jafc.3c00824

文献信息

• Natural Product Neopeltolide as a Cytochrome <i>bc</i>₁ Complex Inhibitor: Mechanism of Action and Structural Modification
  作者：Xiao-Lei Zhu、Rui Zhang、Qiong-You Wu、Yong-Jun Song、Yu-Xia Wang、Jing-Fang Yang、Guang-Fu Yang

  DOI：10.1021/acs.jafc.8b06195

  日期：2019.3.13

  chemical structure of neopeltolide, leading to the synthesis of a series of new neopeltolide derivatives with much simpler chemical structures. The calculated binding energies (ΔGcal) of the newly synthesized analogues correlated very well (R2 = 0.90) with their experimental binding free energies (ΔGexp), which confirmed that the computational protocol was reliable. Compound 45, bearing a diphenyl ether

  从天然新科科动物的深水海绵标本中分离出海洋天然产物新科植物内酯。新pelolide已被证明是线粒体呼吸链中细胞色素bc 1复合物的新型抑制剂。然而，其详细的抑制机制仍是未知的。另外，由于新鸟苷内酯的化学结构非常复杂，因此很难合成。在当前的工作中，通过结合分子对接，分子动力学模拟和分子力学泊松-玻尔兹曼表面积计算，首次确定了新去内酯的结合模式，这表明新去内酯是bc 1的Q o抑制剂。复杂的。然后，根据抑制剂-蛋白质相互作用分析的指导，进行了结构修饰，目的在于简化新pelolide的化学结构，从而合成了一系列具有更简单化学结构的新neopeltolide衍生物。计算出的新合成类似物的结合能（ΔG cal）与它们的实验结合自由能（ΔG exp）具有很好的相关性（R 2 = 0.90 ），这证实了该计算方案是可靠的。具有二苯醚片段的化合物45已成功设计并合成为最有效的候选物（IC 50（＝ 12n
• 6-SUBSTITUTED 2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINES AS 5-HT2C RECEPTOR AGONISTS
  申请人：Allen John Gordon

  公开号：US20090099155A1

  公开（公告）日：2009-04-16

  The present invention provides 6-substituted 2,3,4,5-tetrahydro-1H-benzoazepines of Formula I as selective 5-HT 2C receptor agonists for the treatment of 5-HT 2C associated disorders including obesity, obsessive/compulsive disorder, depression, and anxiety: where: R 6 is -C≡C-R 10 , -O-R 12 , -S-R 14 , or -NR 24 R 25 ; and other substituents are as defined in the specification.

  本发明提供了式I的6-取代的2,3,4,5-四氢-1H-苯并氮烯作为选择性5-HT2C受体激动剂，用于治疗5-HT2C相关疾病，包括肥胖症、强迫症、抑郁症和焦虑症：其中：R6为-C≡C-R10，-O-R12，-S-R14或-NR24R25；其他取代基如规范中所定义。
• 6 Substituted 2, 3,4,5 Tetrahydro-1H-Benzo[d]Azepines as 5-HT2c Receptor Agonist
  申请人：ALLEN JOHN GORDON

  公开号：US20120028961A1

  公开（公告）日：2012-02-02

  The present invention provides 6-substituted 2,3,4,5-tetrahydro-1H-benzo[d]azepines of Formula I as selective 5-HT 2C receptor agonists for the treatment of 5-HT 2C associated disorders including obesity, obsessive/compulsive disorder, depression, and anxiety: where: R 6 is —S—R 14 ; and other substituents are as defined in the specification.

  本发明提供了公式I的6-取代的2,3,4,5-四氢-1H-苯并[d]氮杂环作为选择性5-HT2C受体激动剂，用于治疗5-HT2C相关疾病，包括肥胖症、强迫症、抑郁症和焦虑症：其中：R6为—S—R14；其他取代基如规范中所定义。
• COMPOSITION FOR AGRICULTURAL USE FOR CONTROLLING OR PREVENTING PLANT DISEASES CAUSED BY PLANT PATHOGENS
  申请人：Matsuzaki Yuichi

  公开号：US20110009454A1

  公开（公告）日：2011-01-13

  Disclosed is a composition for agricultural use, which is used for controlling or preventing plant diseases caused by plant pathogens. The composition for agricultural use contains a compound represented by formula (1), a salt thereof or a hydrate of the compound or the salt. (1) [In the formula, Z represents an oxygen atom, a sulfur atom or NR Z ; and E represents a furyl group, a thienyl group, a pyrrolyl group, a tetrazolyl group, a thiazolyl group, a pyrazolyl group, a phenyl group or the like.]

  本发明公开了一种用于农业用途的组合物，用于控制或预防由植物病原体引起的植物病害。该农业用组合物含有由式（1）表示的化合物，其盐或该化合物或盐的水合物。（1）[在该式中，Z代表氧原子、硫原子或NRZ；E代表呋喃基、噻吩基、吡咯基、四唑基、噻唑基、吡唑基、苯基或类似基团。]
• 6-Substituted 2,3,4,5-Tetrahydro-1H-Benzo [d]Azepines as 5-HT2C Receptor Agonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP2479168A1

  公开（公告）日：2012-07-25

  The present invention provides 6-substituted 2,3,4,5-tetrahydro-1H-benzo[d]azepines of Formula I as selective 5-HT2C receptor agonists for the treatment of 5-HT2C associated disorders including obesity, obsessive/compulsive disorder, depression, and anxiety: where: R6 is -S-L-R15 and other substituents are as defined in the specification.

  本发明提供了式 I 的 6-取代 2,3,4,5-四氢-1H-苯并[d]氮杂卓作为选择性 5-HT2C 受体激动剂，用于治疗与 5-HT2C 相关的疾病，包括肥胖症、强迫症、抑郁症和焦虑症： 其中 R6 是-S-L-R15 和其他取代基如说明书中所定义。