3,5-Dibromo-4-phenylmethoxyaniline | 179246-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-Dibromo-4-phenylmethoxyaniline
• CAS: 179246-23-2
• 化学式: C₁₃H₁₁Br₂NO
• 分子量: 357.044
• InChiKey: KQNATNACCBYPDC-UHFFFAOYSA-N

物化性质

• 熔点：
  106-107 °C
• 沸点：
  435.1±40.0 °C(Predicted)
• 密度：
  1.710±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-Dibromo-4-phenylmethoxyaniline 、 1-环戊烯-1,2-二羧酸酐 生成 2-(4-Benzyloxy-3,5-dibromo-phenylcarbamoyl)-cyclopent-1-enecarboxylic acid
  参考文献：
  名称：

  SAR, species specificity, and cellular activity of cyclopentene dicarboxylic acid amides as DHODH inhibitors

  摘要：

  Novel DHODH inhibitors were developed based on a previously described series by introduction of heteroatoms into the cyclopentene ring and hydroxyl groups attached to it. Also, the hydrophobic biphenyl side chain was replaced with benzyloxy phenyl groups. Activities on human, rat, and mouse enzymes indicate a species specificity of these inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.053
• 作为产物：
  描述：

  benzyl-(2,6-dibromo-4-nitro-phenyl)-ether 在 铁粉 、 氯化铵 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 3,5-Dibromo-4-phenylmethoxyaniline
  参考文献：
  名称：

  SAR, species specificity, and cellular activity of cyclopentene dicarboxylic acid amides as DHODH inhibitors

  摘要：

  Novel DHODH inhibitors were developed based on a previously described series by introduction of heteroatoms into the cyclopentene ring and hydroxyl groups attached to it. Also, the hydrophobic biphenyl side chain was replaced with benzyloxy phenyl groups. Activities on human, rat, and mouse enzymes indicate a species specificity of these inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.053

文献信息

• Enamines as novel antibacterials and their structure–activity relationships
  作者：Zhu-Ping Xiao、Rui-Qin Fang、Huan-Qiu Li、Jia-Yu Xue、Yi Zheng、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2007.11.026

  日期：2008.9

  Twenty-six enamines were synthesized to screen for the antimicrobial activity. Out of the compounds, 22 were reported for the first time. Their chemical structures including E/Z-configurations were clearly determined by 1H NMR, ESI mass spectra and elemental analyses, coupled with three selected single-crystal structures. In general, these synthetic compounds were shown to be more effective to inhibit

  合成了二十六个烯胺以筛选抗微生物活性。在这些化合物中，首次报告了22种化合物。通过1H NMR，ESI质谱和元素分析清楚地确定了它们的化学结构，包括E / Z构型，以及三个选定的单晶结构。通常，这些合成化合物显示出比真菌更有效的抑制细菌生长。最具活性的化合物（E）-3-（4-羟基苯基氨基）-2-（4-氯苯基）丙烯酸乙酯（1b）对MIC为0.5 microg / mL的金黄色葡萄球菌ATCC 6538和荧光假单胞菌显示出显着的抗菌活性ATCC 13525的MIC为1.5 microg / mL，分别优于阳性对照青霉素和卡那霉素。构效关系分析表明：关于A环，在3，5-位取代的化合物比2，4-位取代的衍生物更具活性，并且在2-位的卤素取代的类似物具有与在4-位取代的衍生物基本相同的活性。氮原子周围空间位阻的增加导致无活性的化合物。
• Efficient Reducing System Based on Iron for Conversion of Nitroarenes to Anilines
  作者：Zhu-Ping Xiao、Ying-Chun Wang、Gao-Yu Du、Jun Wu、Tao Luo、Shou-Fu Yi

  DOI：10.1080/00397910903009455

  日期：2010.2.12

  Reduction of nitroarenes with low solubility in EtOH-H2O to anilines easily occurs in a Fe-NH(4)Cl-acetone-H(2)O system, and treatment of the same nitroarenes with Fe-NH(4)Cl-EtOH-H(2)O hardly furnished the corresponding products. Under the reaction condition, the reducible or hydrolysable groups are not affected.
• SUBSTITUTED HETEROAROMATIC COMPOUNDS AND THEIR USE IN MEDICINE
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0782570A1

  公开（公告）日：1997-07-09
• [EN] SUBSTITUTED HETEROAROMATIC COMPOUNDS AND THEIR USE IN MEDICINE<br/>[FR] COMPOSES HETEROAROMATIQUES SUBSTITUES ET LEUR UTILISATION EN MEDECINE
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：WO1996009294A1

  公开（公告）日：1996-03-28

  (EN) The invention is directed towards substituted heteroaromatic compounds which are protein tyrosine kinase inhibitors, in particular substituted quinolines and quinazolines. Methods of their preparation, pharmaceutical compositions including such compounds and their use in medicine, for example in the treatment of psoriasis, fibrosis, atherosclerosis, restenosis, auto-immune disease, allergy, asthma, transplantation rejection, inflammation, thrombosis, nervous system diseases, and cancer.(FR) On décrit des composés hétéroaromatiques substitués qui sont des inhibiteurs des tyrosines kinases, notamment des quinolines et quinazolines substituées. On décrit également des procédés de préparation de ces composés, des compositions pharmaceutiques comprenant de tels composés ainsi que l'utilisation de ceux-ci en médecine, par exemple dans le traitement du psoriasis, des fibroses, de l'athérosclérose, de la resténose, des maladies auto-immunes, des allergies, de l'asthme, du rejet de greffon, des inflammations, de la thrombose, des maladies du système nerveux et du cancer.
• SAR, species specificity, and cellular activity of cyclopentene dicarboxylic acid amides as DHODH inhibitors
  作者：Johann Leban、Martin Kralik、Jan Mies、Michael Gassen、Karin Tentschert、Roland Baumgartner

  DOI：10.1016/j.bmcl.2005.07.053

  日期：2005.11

  Novel DHODH inhibitors were developed based on a previously described series by introduction of heteroatoms into the cyclopentene ring and hydroxyl groups attached to it. Also, the hydrophobic biphenyl side chain was replaced with benzyloxy phenyl groups. Activities on human, rat, and mouse enzymes indicate a species specificity of these inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.