(4-((4-fluorobenzyl)oxy)phenyl)methanamine | 849807-02-9

• 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: (4-((4-fluorobenzyl)oxy)phenyl)methanamine
• 英文别名: 4-((4'-fluoro)benzyloxy)benzylamine；4-(4-fluoro-benzyloxy)-benzylamine；4-(4-Fluorobenzyloxy)-benzylamine；[4-[(4-fluorophenyl)methoxy]phenyl]methanamine
• CAS: 849807-02-9
• 化学式: C₁₄H₁₄FNO
• mdl: MFCD07391198
• 分子量: 231.27
• InChiKey: UAZWSEVTDFFCDM-UHFFFAOYSA-N

物化性质

• 沸点：
  362.6±27.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 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：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  (4-((4-fluorobenzyl)oxy)phenyl)methanamine 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 0.5h， 以2.09 g的产率得到4-(4'-fluorobenzyloxy)benzylammonium chloride
  参考文献：
  名称：

  Benzyloxybenzylammonium chlorides: Simple amine salts that display anticonvulsant activity

  摘要：

  Several antiepileptic drugs exert their activities by inhibiting Na+ currents. Recent studies demonstrated that compounds containing a biaryl-linked motif (Ar-X-Ar') modulate Na+ currents. We, and others, have reported that compounds with an embedded benzyloxyphenyl unit (ArOCH2Ar', OCH2 = X) exhibit potent anticonvulsant activities. Here, we show that benzyloxybenzylammonium chlorides (+H3NCH2C6H4OCH2 Ar' Cl-) displayed notable activities in animal seizure models. Electrophysiological studies of 4-(2'-trifluoromethoxybenzyloxy)benzylammonium chloride (9) using embryonic cortical neurons demonstrated that 9 promoted both fast and slow inactivation of Na+ channels. These findings suggest that the potent anticonvulsant activities of the earlier compounds were due, in part, to the benzyloxyphenyl motif and provide support for the use of the biaryl-linked pharmacophore in future drug design efforts. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.031
• 作为产物：
  描述：

  对羟基苯甲醛 在 sodium tetrahydroborate 、 氯化亚砜 、 hydrazine hydrate 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 14.5h， 生成 (4-((4-fluorobenzyl)oxy)phenyl)methanamine
  参考文献：
  名称：

  新型3-苄基喹唑啉-4（3 H）-ones作为有效的血管舒张剂的发现

  摘要：

  在本研究中，合成并表征了一系列3-苄基喹唑啉-4（3 H）-one 。通过钢丝肌电图仪评估其对离体大鼠肠系膜动脉环诱导的60 mM KCl收缩的血管舒张作用。初步讨论了目标化合物的SAR。在这些化合物中，2a和2c表现出有效的血管舒张作用，并且可以与苯肾上腺素显着竞争大鼠肠系膜动脉环诱导的收缩。通过口服给药，进一步测试了化合物2a和2c在SHR中的抗高血压作用。结果表明2a和2c可以显着降低舒张压和收缩压。此外，2c以剂量依赖性方式显示抗高血压作用，并且在4.0 mg / kg的剂量下可维持6 h的作用。这些发现表明标题化合物是新型血管舒张剂，代表了一系列新的有希望的降压药。

  DOI：

  10.1016/j.bmcl.2014.10.092

文献信息

• Synthesis and structure-activity studies of side chain analogues of the anti-tubercular agent, Q203
  作者：Sunhee Kang、Young Mi Kim、Ryang Yeo Kim、Min Jung Seo、Zaesung No、Kiyean Nam、Sanghee Kim、Jaeseung Kim

  DOI：10.1016/j.ejmech.2016.09.082

  日期：2017.1

  modified by varying its side chain. In this study, we synthesized Q203 analogues with different side chains and studied their effects on anti-tubercular activity. Many analogues showed good potency against M. tuberculosis replicating in liquid broth culture medium (extracellular activity) regardless of chain length and conformational changes. However, a polar character in the side chain region was unfavorable

  6-氯-2-乙基-N-（4-（4-（4-（三氟甲氧基）苯基）哌啶-1-基）苄基）咪唑并[1,2- a ]吡啶-3-的抗结核活性羧酰胺（Q203）通过改变其侧链进行修饰。在这项研究中，我们合成了具有不同侧链的Q203类似物，并研究了它们对抗结核活性的影响。许多类似物对M显示出良好的效力。结核菌在液体肉汤培养基中复制（细胞外活性），而与链长和构象变化无关。但是，侧链区域的极性特征不利于抗结核活性。的类似物，25，28，35和36，对M表现出出色的活性。结核在巨噬细胞内部复制（细胞内活性），并具有较高的药物暴露水平和较长的半衰期，具有良好的药代动力学（PK）特性。
• Synthesis and Antimycobacterial Evaluation of N-(4-(Benzyloxy)benzyl)-4-aminoquinolines
  作者：Estevão Silveira Grams、Alessandro Silva Ramos、Mauro Neves Muniz、Raoní S. Rambo、Marcia Alberton Perelló、Nathalia Sperotto、Laura Calle González、Lovaine Silva Duarte、Luiza Galina、Adilio Silva Dadda、Guilherme Arraché Gonçalves、Cristiano Valim Bizarro、Luiz Augusto Basso、Pablo Machado

  DOI：10.3390/molecules27082556

  日期：——

  millions of people around the world. Despite recent efforts in drug development, new alternatives are required. Herein, a series of 27 N-(4-(benzyloxy)benzyl)-4-aminoquinolines were synthesized and evaluated for their ability to inhibit the M. tuberculosis H37Rv strain. Two of these compounds exhibited minimal inhibitory concentrations (MICs) similar to the first-line drug isoniazid. In addition, these

  结核病仍然是一个影响全球数百万人的全球健康问题。尽管最近在药物开发方面做出了努力，但仍需要新的替代品。在此，合成了一系列 27 N- (4-(苄氧基)苄基)-4-氨基喹啉，并评估了它们抑制结核分枝杆菌的能力H37Rv 菌株。其中两种化合物表现出与一线药物异烟肼相似的最低抑菌浓度 (MIC)。此外，这些命中化合物对芽孢杆菌具有选择性，而 Vero 和 HepG2 细胞的活力没有显着变化。最后，还评估了化学稳定性、渗透性和代谢稳定性。获得的数据表明，针对结核病治疗候选药物的开发，可以优化分子命中。
• Novel antifungal agent containing heterocyclic compound
  申请人：Nakamoto Kazutaka

  公开号：US20070105943A1

  公开（公告）日：2007-05-10

  The present invention provides an antifungal agent represented by the formula: [wherein A 1 represents a 3-pyridyl group which may have a substituent, a quinolyl group which may have a substituent, or the like; X 1 represents a group represented by the formula —NH—C(═O)—, a group represented by the formula —C(═O)—NH—, or the like; E represents a furyl group, a thienyl group, a pyrrolyl group, a phenyl group, a pyridyl group, a tetrazolyl group, a thiazolyl group or a pyrazolyl group; with the proviso that A 1 may have 1 to 3 substituents, and E has one or two substituents].

  本发明提供了一种抗真菌剂，其表示为以下式子： [其中A1表示一个3-吡啶基团，可能具有取代基，喹啉基团，可能具有取代基或类似物；X1表示由公式—NH—C（═O）—，由公式—C（═O）—NH—或类似物表示的基团；E表示呋喃基团，噻吩基团，吡咯基团，苯基团，吡啶基团，四唑基团，噻唑基团或吡唑基团；但A1可能具有1到3个取代基，E具有一个或两个取代基。]
• Novel Antimalarial Agent Containing Heterocyclic Compound
  申请人：Nakamoto Kazutaka

  公开号：US20090227799A1

  公开（公告）日：2009-09-10

  Disclosed is an antimalarial agent containing a compound represented by the formula: [wherein A 1 represents a 3-pyridyl group that may have a substituent, a 6-quinolyl group that may have a substituent, or the like; X 1 represents a group represented by the formula —C(═O)—NH— or the like; E represents a furyl group, a thienyl group or a phenyl group; with the proviso that A 1 may have one to three substituents, and E has one of two substituents] or a salt thereof or hydrates thereof.

  揭示了一种抗疟疾剂，其包含由下式表示的化合物： [其中A1表示一个3-吡啶基团，可以有取代基，一个6-喹啉基团，可以有取代基或类似物；X1表示一个由公式-C（═O）-NH-或类似物表示的基团；E表示一个呋喃基团，噻吩基团或苯基团；但前提是A1可以有1到3个取代基，E有两个取代基之一]或其盐或水合物。
• NOVEL ANTIFUNGAL AGENT CONTAINING HETEROCYCLIC COMPOUND
  申请人：NAKAMOTO Kazutaka

  公开号：US20110195999A1

  公开（公告）日：2011-08-11

  The present invention provides an antifungal agent represented by the formula: wherein A 1 represents a 3-pyridyl group which may have a substituent, a quinolyl group which may have a substituent, or the like; X 1 represents a group represented by the formula —NH—C(═O)—, a group represented by the formula —C(═O)—NH—, or the like; E represents a furyl group, a thienyl group, a pyrrolyl group, a phenyl group, a pyridyl group, a tetrazolyl group, a thiazolyl group or a pyrazolyl group; with the proviso that A 1 may have 1 to 3 substituents, and E has one or two substituents.

  本发明提供一种抗真菌剂，其化学式如下： 其中，A1代表3-吡啶基，可以有取代基，喹啉基，也可以有取代基等；X1代表由公式—NH—C（═O）—，由公式—C（═O）—NH—等表示的基团；E代表呋喃基，噻吩基，吡咯基，苯基，吡啶基，四唑基，噻唑基或吡唑基；但要求A1可能有1到3个取代基，E有1或2个取代基。