2-chloro-N-(2-methoxy-4-nitrophenyl)benzamide | 299954-60-2

• 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-chloro-N-(2-methoxy-4-nitrophenyl)benzamide
• CAS: 299954-60-2
• 化学式: C₁₄H₁₁ClN₂O₄
• mdl: MFCD00791180
• 分子量: 306.705
• InChiKey: ATYUVVMXQNIFNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-N-(2-methoxy-4-nitrophenyl)benzamide 在 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 乙酸乙酯 为溶剂， 20.0~50.0 ℃ 、101.33 kPa 条件下， 反应 28.25h， 生成 N-(4-(2-chlorobenzamido)-3-methoxyphenyl)tetrahydrofuran-2-carboxamide
  参考文献：
  名称：

  Discovery, Synthesis, and Structure−Activity Relationship Development of a Series of N-(4-Acetamido)phenylpicolinamides as Positive Allosteric Modulators of Metabotropic Glutamate Receptor 4 (mGlu₄) with CNS Exposure in Rats

  摘要：

  Herein we report the discovery, synthesis, and evaluation of a series of N-(4-acetamido)-phenylpico-linamides as positive allosteric modulators of mGlu(4). Compounds from the series show submicromolar potency at both human and rat mGlu(4). In addition, pharmacokinetic studies utilizing subcutaneous dosing demonstrated good brain exposure in rats.

  DOI：

  10.1021/jm101271s
• 作为产物：
  描述：

  邻氯苯甲酰氯 、 2-甲氧基-4-硝基苯胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以72%的产率得到2-chloro-N-(2-methoxy-4-nitrophenyl)benzamide
  参考文献：
  名称：

  酰胺化合物及其衍生物，制备方法、药物组合物和应用

  摘要：

  本发明公开了一类酰胺化合物及其衍生物，制备方法、药物组合物和应用。该类酰胺化合物结构如式(I)，该类酰胺化合物衍生物涉及所述酰胺化合物的立体异构体、互变异构体、代谢产物、代谢前体、前药、溶剂化物、溶剂化物的盐、结晶、药学上可接受的盐或它们的混合物。该类酰胺化合物及其衍生物对吲哚胺2,3‑双加氧酶1具有高效的抑制作用，可用于制备治疗吲哚胺2,3‑双加氧酶1介导的免疫抑制相关疾病的药物，所制备药物在分子水平即可发挥药效，应用广泛，并且该类化合物合成方法简便，易操作。

  公开号：

  CN113061098B

文献信息

• Glutamate receptor photomodulators
  申请人：Consejo Superior De Investigaciones Científicas

  公开号：EP2853565A1

  公开（公告）日：2015-04-01

  The present invention relates to the discovery of particular aromatic compounds of formula (1), possessing activity as modulators of metabotropic glutamate receptors (mGIuR) whose modulatory activity on the receptor may be controlled by irradiation with suitable light resulting in the optical control of receptor biological function, to the use of said compounds as a medicament, and to pharmaceutical compositions comprising said compounds of formula (1).

  本发明涉及发现具有公式（1）的特定芳香化合物，其具有作为代谢型谷氨酸受体（mGluR）调节剂的活性，其对受体的调节活性可以通过适当光照的照射来控制，从而实现对受体生物功能的光控制，以及将所述化合物用作药物的用途，以及包含公式（1）中所述化合物的药物组合物。
• SAR analysis of a series of acylthiourea derivatives possessing broad-spectrum antiviral activity
  作者：James R. Burgeson、Amy L. Moore、Jordan K. Boutilier、Natasha R. Cerruti、Dima N. Gharaibeh、Candace E. Lovejoy、Sean M. Amberg、Dennis E. Hruby、Shanthakumar R. Tyavanagimatt、Robert D. Allen、Dongcheng Dai

  DOI：10.1016/j.bmcl.2012.05.035

  日期：2012.7

  A series of acylthiourea derivatives were designed, synthesized, and evaluated for broad-spectrum antiviral activity with selected viruses from Poxviridae (vaccinia virus) and two different genera of the family Bunyaviridae (Rift Valley fever and La Crosse viruses). A compound selected from a library screen, compound 1, displayed submicromolar antiviral activity against both vaccinia virus (EC50 = 0.25 mu M) and La Crosse virus (EC50 = 0.27 mu M) in cytopathic effect (CPE) assays. SAR analysis was performed to further improve antiviral potency and to optimize drug-like properties of the initial hits. During our analysis, we identified 26, which was found to be nearly fourfold more potent than 1 against both vaccinia and La Crosse viruses. Selected compounds were further tested to more fully characterize the spectrum of antiviral activity. Many of these possessed single digit micromolar and sub-micromolar antiviral activity against a diverse array of targets, including influenza virus (Orthomyxoviridae), Tacaribe virus (Arenaviridae), and dengue virus (Flaviviridae). (C) 2012 Elsevier Ltd. All rights