3-(3-甲氧基苯甲酰基)苯甲腈 | 750633-59-1

• 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: 3-(3-甲氧基苯甲酰基)苯甲腈
• 英文名称: 3-(3-methoxybenzoyl)benzonitrile
• 英文别名: 3-Cyano-3'-methoxybenzophenone
• CAS: 750633-59-1
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: JANXXVJXZIIACM-UHFFFAOYSA-N

物化性质

• 沸点：
  415.4±30.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 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：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  3-(3-甲氧基苯甲酰基)苯甲腈 在 重铬酸吡啶 、 二异丁基氢化铝 、 caesium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.0h， 生成 (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(3-methoxybenzoyl)benzylidene)piperazine-2,5-dione
  参考文献：
  名称：

  Synthesis and structure–activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents

  摘要：

  KPU-105 (4), a potent anti-microtubule agent that contains a benzophenone was derived from the dike-topiperazine-type vascular disrupting agent (VDA) plinabulin 3, which displays colchicine-like tubulin depolymerization activity. To develop derivatives with more potent anti-microtubule and cytotoxic activities, we further modified the benzophenone moiety of 4. Accordingly, we obtained a 4-fluorobenzophenone derivative 16j that inhibited tumor cell growth in vitro with a subnanomolar IC50 value against HT-29 cells (IC50 = 0.5 nM). Next, the effect of 16j on mitotic spindles was evaluated in HeLa cells. Treatment with 3 nM of 16j partially disrupted the interphase microtubule network. By contrast, treatment with the same concentration of CA-4 barely affected the microtubule network, indicating that 16j exhibited more potent anti-mitotic effects than did CA-4. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.059
• 作为产物：
  描述：

  3-甲氧基苯甲酸 在 正丁基锂 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3-(3-甲氧基苯甲酰基)苯甲腈
  参考文献：
  名称：

  Synthesis and structure–activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents

  摘要：

  KPU-105 (4), a potent anti-microtubule agent that contains a benzophenone was derived from the dike-topiperazine-type vascular disrupting agent (VDA) plinabulin 3, which displays colchicine-like tubulin depolymerization activity. To develop derivatives with more potent anti-microtubule and cytotoxic activities, we further modified the benzophenone moiety of 4. Accordingly, we obtained a 4-fluorobenzophenone derivative 16j that inhibited tumor cell growth in vitro with a subnanomolar IC50 value against HT-29 cells (IC50 = 0.5 nM). Next, the effect of 16j on mitotic spindles was evaluated in HeLa cells. Treatment with 3 nM of 16j partially disrupted the interphase microtubule network. By contrast, treatment with the same concentration of CA-4 barely affected the microtubule network, indicating that 16j exhibited more potent anti-mitotic effects than did CA-4. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.059

文献信息

• [EN] HETEROCYCLIC DERIVATIVES AND USE THEREOF<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES ET LEUR UTILISATION
  申请人：C & C RES LAB

  公开号：WO2014196793A1

  公开（公告）日：2014-12-11

  A heterocyclic derivative represented by formula (I), or a pharmaceutically acceptable salt or a stereoisomer thereof, which has an inhibitory effect on the activation of STAT3 protein, and is useful for the prevention or treatment of diseases associated with the activation of STAT3 protein.

  由式(I)表示的杂环衍生物，或其药用可接受的盐或立体异构体，对STAT3蛋白激活具有抑制作用，并可用于预防或治疗与STAT3蛋白激活相关的疾病。
• Palladium-Catalyzed C−H Activation/Intramolecular Amination Reaction: A New Route to 3-Aryl/Alkylindazoles
  作者：Kiyofumi Inamoto、Tadataka Saito、Mika Katsuno、Takao Sakamoto、Kou Hiroya

  DOI：10.1021/ol0711117

  日期：2007.7.1

  A method for the catalytic C-H activation of hydrazone compounds followed by intramolecular amination is described. It requires the use of a catalytic amount of Pd(OAc)2 in the presence of Cu(OAc)2 and AgOCOCF3, which efficiently effects the cyclization to afford variously substituted indazoles. The reactions proceed under relatively mild conditions and thus tolerate a variety of functional groups

  描述了for化合物的催化CH活化然后进行分子内胺化的方法。它需要在Cu（OAc）2和AgOCOCF3存在下使用催化量的Pd（OAc）2，这有效地实现了环化反应，从而提供了各种取代的吲唑。反应在相对温和的条件下进行，因此可以耐受各种官能团，包括烷氧羰基和氰基以及卤素原子。
• Kinetically Controlled, Highly Chemoselective Acylation of Functionalized Grignard Reagents with Amides by N−C Cleavage
  作者：Guangchen Li、Michal Szostak

  DOI：10.1002/chem.201904678

  日期：2020.1.13

  (iPrMgCl⋅LiCl) permits excellent substrate scope with respect to both the amide and Grignard coupling partners. These reactions enable facile, operationally simple and chemoselective access to tetrahedral intermediates from amides under significantly milder conditions than chelation-controlled intermediates. This novel direct two-component coupling sets the stage for using amides as acylating reagents

  在动力学控制下，通过高度化学选择性的NC裂解，已实现了酰胺与功能化格氏试剂的直接无过渡金属酰化反应。该方法提供了通过瞬态四面体中间体快速收敛的官能化联芳基酮的途径。通用的Turbo-Grignard试剂（iPrMgCl·LiCl）促进了通过原位卤素-镁交换而直接获得功能化Grignard试剂的优点，因此，相对于酰胺和Grignard偶合剂，都具有出色的底物范围。与螯合控制的中间体相比，这些反应能够在较温和的条件下从酰胺中轻松，操作简单且化学选择性地接近酰胺的四面体中间体。
• HETEROCYCLIC DERIVATIVES AND USE THEREOF
  申请人：C&C RESEARCH LABORATORIES

  公开号：US20160108056A1

  公开（公告）日：2016-04-21

  A heterocyclic derivative represented by formula (I), or a pharmaceutically acceptable salt or a stereoisomer thereof, which has an inhibitory effect on the activation of STAT3 protein, and is useful for the prevention or treatment of diseases associated with the activation of STAT3 protein.

  一种杂环衍生物，其化学式表示为(I)，或其药学上可接受的盐或立体异构体，该杂环衍生物具有抑制STAT3蛋白激活的作用，并可用于预防或治疗与STAT3蛋白激活相关的疾病。
• Heterocyclic derivatives and use thereof
  申请人：C&C Research Laboratories

  公开号：US10562912B2

  公开（公告）日：2020-02-18

  A heterocyclic derivative represented by formula (I), or a pharmaceutically acceptable salt or a stereoisomer thereof, which has an inhibitory effect on the activation of STAT3 protein, and is useful for the prevention or treatment of diseases associated with the activation of STAT3 protein.

  一种由式（I）代表的杂环衍生物或其药学上可接受的盐或立体异构体，对 STAT3 蛋白的活化具有抑制作用，可用于预防或治疗与 STAT3 蛋白活化相关的疾病。