(2-chloro-5-nitrophenyl)(3,4-dimethoxyphenyl)methanone | 128566-14-3

• 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-5-nitrophenyl)(3,4-dimethoxyphenyl)methanone
• 英文别名: 2-chloro-3',4'-dimethoxy-5-nitrobenzophenone；(2-chloro-5-nitrophenyl)-(3,4-dimethoxyphenyl)methanone
• CAS: 128566-14-3
• 化学式: C₁₅H₁₂ClNO₅
• 分子量: 321.717
• InChiKey: KAUXPKRZNSPAFC-UHFFFAOYSA-N

物化性质

• 沸点：
  481.5±45.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-chloro-5-nitrophenyl)(3,4-dimethoxyphenyl)methanone 在 palladium 10% on activated carbon 、 氨 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 三氟乙醇 、 水 、 甲苯 为溶剂， 20.0~150.0 ℃ 、1.24 MPa 条件下， 反应 18.0h， 生成 ethyl 2-(4-(benzo[b]thiophene-2-carboxamido)-2-(3,4-dimethoxybenzoyl)phenylamino)-2-oxoacetate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel human Pin1 inhibitors with benzophenone skeleton

  摘要：

  A series of novel benzophenone derivatives were prepared and their inhibitory activities were evaluated on hPin1. Of all the synthesized compounds, the most active compound displayed inhibitory activities with an IC50 value of 5.99 mu mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The results of this research will shed light on further design and optimization of novel small molecule Pin1 inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.005
• 作为产物：
  描述：

  邻苯二甲醚 、 2-氯-5-硝基苯甲酰氯 在 三氯化铝 作用下， 生成 (2-chloro-5-nitrophenyl)(3,4-dimethoxyphenyl)methanone
  参考文献：
  名称：

  新型二苯甲酮衍生物的合成及其抗肿瘤活性。

  摘要：

  合成了新型的二苯甲酮衍生物，并筛选了其细胞毒性和抗肿瘤活性。使用弗瑞德-克来福特（Friedel-Crafts）缩合反应构建二苯甲酮骨架。在合成的化合物中，吗啉代和硫代吗啉代二苯甲酮3a-d在体外对P388鼠白血病和PC-6人肺癌细胞表现出有效的细胞毒活性，而化合物3a，3c和3j腹膜内给药对它们具有显着的抗肿瘤活性。腹膜内接种小鼠P388细胞引起的恶性腹水。

  DOI：

  10.1248/cpb.45.1470

文献信息

• Antifungal agents based on amides containing a phenyl group
  申请人：Rhone-Poulenc Agrochimie

  公开号：US05342835A1

  公开（公告）日：1994-08-30

  Compounds of formula ##STR1## in which: CYCLE surrounded by a semicircle represents, with the two carbon atoms to which the semicircle is linked, a carbon-containing, optionally heterocyclic, ring containing at least one ethylenic or aromatic bond between the two carbon atoms which carry the --C(Z).dbd.Y group and the phenyl group, Y is oxygen or sulphur, Z is NR.sub.1 R.sub.2, R.sub.1 and R.sub.2, each represents optionally substituted alkyl, alkoxy or cycloalkyl; alkenyl or alkynyl; or --NR.sub.1 R.sub.2 represents saturated or unsaturated heterocyclyl; R.sub.3, R.sub.4 and R.sub.5, each represents a hydrogen or halogen atom (at least one of R.sub.3, R.sub.4 and R.sub.5 being other than hydrogen or halogen); optionally substituted amino; optionally halogenated hydroxylated alkyl, alkoxy, alkylalkoxy or alkylthio; or R.sub.3 and R.sub.4 (in the 3- and 4-positions) can together form a single divalent radical with 3 or 4 members containing 1 or 2 non-adjacent oxygen atoms; are useful as agricultural fungicides.

  公式为##STR1##的化合物，其中：CYCLE被半圆圈包围表示，与半圆圈连接的两个碳原子一起形成含碳的环，该环可选地含有杂环，且在承载--C(Z).dbd.Y基团和苯基的两个碳原子之间至少有一条乙烯基或芳香基键；Y是氧或硫，Z是NR.sub.1 R.sub.2，R.sub.1和R.sub.2分别表示可选的取代烷基、烷氧基或环烷基；烯基或炔基；或--NR.sub.1 R.sub.2表示饱和或不饱和的杂环基；R.sub.3、R.sub.4和R.sub.5分别表示氢或卤素原子（其中至少有一个不是氢或卤素）；可选地取代的氨基；可卤代的羟基化烷基、烷氧基、烷基烷氧基或烷基硫基；或R.sub.3和R.sub.4（在3-和4-位置）可以一起形成一个由3或4个成员组成的单价二元基团，其中包含1或2个非相邻氧原子；这些化合物可用作农业杀菌剂。
• US5342835A
  申请人：——

  公开号：US5342835A

  公开（公告）日：1994-08-30
• US5475132A
  申请人：——

  公开号：US5475132A

  公开（公告）日：1995-12-12
• Synthesis and biological evaluation of novel human Pin1 inhibitors with benzophenone skeleton
  作者：Chang Liu、Jing Jin、Liang Chen、Jie Zhou、Xiaoguang Chen、Decai Fu、Hongrui Song、Bailing Xu

  DOI：10.1016/j.bmc.2012.03.005

  日期：2012.5

  A series of novel benzophenone derivatives were prepared and their inhibitory activities were evaluated on hPin1. Of all the synthesized compounds, the most active compound displayed inhibitory activities with an IC50 value of 5.99 mu mol/L. Preliminary structure-activity relationships were analyzed in details and the binding mode of the titled compounds was predicted using FlexX algorithm. The results of this research will shed light on further design and optimization of novel small molecule Pin1 inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and Antitumor Activity of Novel Benzophenone Derivatives.
  作者：Eiji KUMAZAWA、Kenji HIROTANI、S. Clifford BURFORD、Keiichi KAWAGOE、Tamotsu MIWA、Ikuo MITSUI、Akio EJIMA

  DOI：10.1248/cpb.45.1470

  日期：——

  Novel benzophenone derivatives were synthesized and screened for cytotoxic and antitumor activity. Friedel-Crafts condensation was employed to construct the benzophenone skeleton. Among the compounds synthesized, morpholino and thiomorpholino benzophenones 3a-d exhibited potent cytotoxic activity against P388 murine leukemia and PC-6 human lung carcinoma cells in vitro, and compounds 3a, 3c, and 3j

  合成了新型的二苯甲酮衍生物，并筛选了其细胞毒性和抗肿瘤活性。使用弗瑞德-克来福特（Friedel-Crafts）缩合反应构建二苯甲酮骨架。在合成的化合物中，吗啉代和硫代吗啉代二苯甲酮3a-d在体外对P388鼠白血病和PC-6人肺癌细胞表现出有效的细胞毒活性，而化合物3a，3c和3j腹膜内给药对它们具有显着的抗肿瘤活性。腹膜内接种小鼠P388细胞引起的恶性腹水。