2-(2-(2-ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzeneamine

• 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: 2-(2-(2-ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzeneamine
• 英文别名: N-[2-[4-chloro-2-[(2-ethoxybenzoyl)amino]phenoxy]phenyl]-2-ethoxybenzamide
• 化学式: C₃₀H₂₇ClN₂O₅
• 分子量: 531.008
• InChiKey: OUBBQWXXNQWKEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  85.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-amino-4-chlorophenoxy)aniline 、 2-乙氧基苯甲酸 以85%的产率得到2-(2-(2-ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzeneamine
  参考文献：
  名称：

  2-(2-(2-Ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzamine inhibits EAT cell induced angiogenesis by down regulation of VEGF secretion

  摘要：

  Compounds containing amide bond play a pivotal role in various pharmaceutical applications. 2-(2-(2-ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzamine 4 is shown to be a potent antiangiogenic agent. In this study, we report the microwave-assisted synthesis, single crystal X-ray structure, and antiangiogenic effect of compound 4 in EAT cell induced angiogenesis. Treatment with compound 4 in vivo demonstrated down regulation of the secretion of VEGF in EAT cells and inhibition of blood vessel formation indicating the potential angioinhibitory effect of the compound in EAT cells. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.074

文献信息

• Synthesis, characterization, antimicrobial and single crystal X-ray crystallographic studies of some new sulfonyl, 4-chloro phenoxy benzene and dibenzoazepine substituted benzamides
  作者：B.S. Priya、S. Nanjunda Swamy、M.V. Tejesvi、Basappa、G. Sarala、S.L. Gaonkar、S. Naveen、J. Shashidhara Prasad、K.S. Rangappa

  DOI：10.1016/j.ejmech.2006.05.011

  日期：2006.11

  A new class of benzamide derivatives 3a(I-VI) and 3b(I-VI), bearing different bioactive moieties were synthesized and evaluated for their efficacy as antimicrobials in vitro. Compounds 3bVI, 3aII, 3aV, 3bIII, 3aVI, 3bII showed significant antibacterial activity and 3bIII, 3bII, 3aIV, 3bV, 3bVI, 3aI exhibit significant antifungal activity. The title compounds are characterized by spectral and elemental

  合成了具有不同生物活性部分的一类新的苯甲酰胺衍生物3a（I-VI）和3b（I-VI），并评估了其作为体外抗菌剂的功效。化合物3bVI，3aII，3aV，3bIII，3aVI，3bII显示出显着的抗菌活性，而3bIII，3bII，3aIV，3bV，3bVI，3aI显示出显着的抗真菌活性。通过光谱和元素分析表征标题化合物。表征了化合物2-甲氧基-N- [4-（噻唑-2-基-氨磺酰基）-苯基]-苯甲酰胺3aII和2-（2-（2-乙氧基苯甲酰氨基）苯乙基）-N-（2-乙氧基苯甲酰基）苯胺3bV的特征由单晶X射线研究。化合物3aII在三斜晶系空间群P-1中的单斜晶系空间群P2（1）和3bV中结晶。化合物3aII和3bV表现出分子间和分子内氢键。
• 2-(2-(2-Ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzamine inhibits EAT cell induced angiogenesis by down regulation of VEGF secretion
  作者：B.S. Priya、C. Anil Kumar、S. Nanjunda Swamy、Basappa、S. Naveen、J. Shashidhara Prasad、K.S. Rangappa

  DOI：10.1016/j.bmcl.2007.02.074

  日期：2007.5

  Compounds containing amide bond play a pivotal role in various pharmaceutical applications. 2-(2-(2-ethoxybenzoylamino)-4-chlorophenoxy)-N-(2-ethoxybenzoyl)benzamine 4 is shown to be a potent antiangiogenic agent. In this study, we report the microwave-assisted synthesis, single crystal X-ray structure, and antiangiogenic effect of compound 4 in EAT cell induced angiogenesis. Treatment with compound 4 in vivo demonstrated down regulation of the secretion of VEGF in EAT cells and inhibition of blood vessel formation indicating the potential angioinhibitory effect of the compound in EAT cells. (c) 2007 Elsevier Ltd. All rights reserved.