(2-溴苯基)(3-溴苯基)甲酮 | 746651-76-3

• 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: (2-溴苯基)(3-溴苯基)甲酮
• 英文名称: 2,3'-dibromobenzophenone
• 英文别名: (2-bromophenyl)-(3-bromophenyl)methanone
• CAS: 746651-76-3
• 化学式: C₁₃H₈Br₂O
• 分子量: 340.014
• InChiKey: BTFQDVSPLSTAFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  (2-溴苯基)(3-溴苯基)甲酮 、 氨基硫脲 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以44%的产率得到[(3-bromophenyl)-(2-bromophenyl)ketone]thiosemicarbazone
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of potent thiosemicarbazone based cathepsin L inhibitors

  摘要：

  A small library of 36 functionalized benzophenone thiosemicarbazone analogs has been prepared by chemical synthesis and evaluated for their ability to inhibit the cysteine proteases cathepsin L and cathepsin B. Inhibitors of cathepsins L and B have the potential to limit or arrest cancer metastasis. The six most active inhibitors of cathepsin L (IC50 < 85 nM) in this series incorporate a meta-bromo sub-stituent in one aryl ring along with a variety of functional groups in the second aryl ring. These six analogs are selective for their inhibition of cathepsin L versus cathepsin B (IC50 > 10,000 nM). The most active analog in the series, 3-bromophenyl-2'-fluorophenyl thiosemicarbazone 1, also efficiently inhibits cell invasion of the DU-145 human prostate cancer cell line. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.090

文献信息

• [EN] ALKENYL-GROUP-CONTAINING COMPOUND, CURABLE RESIN COMPOSITION, AND CURED OBJECT OBTAINED THEREFROM<br/>[FR] COMPOSÉ CONTENANT UN GROUPE ALCÉNYLE, COMPOSITION DE RÉSINE DURCISSABLE ET OBJET DURCI OBTENU À PARTIR DE CETTE DERNIÈRE<br/>[JA] アルケニル基含有化合物、硬化性樹脂組成物及びその硬化物
  申请人：NIPPON KAYAKU KK

  公开号：WO2019198607A1

  公开（公告）日：2019-10-17

  下記式（１）で表されるアルケニル基含有化合物であり、下記式（１）中のＸのＨａｎｓｅｎ溶解度パラメータの極性項δＰ値が６以上であるアルケニル基含有化合物。（式（１）中、Ｘは任意の有機基を表す。Ｙはアルケニル基を表し、Ｙが複数存在する場合、それらは同一であっても異なっていてもよい。Ｚは水素原子、炭素数１～１５の炭化水素基、または炭素数１～１５のアルコキシ基を表し、Ｚが複数存在する場合、それらは同一であっても異なっていてもよい。ｌは１～６の自然数を表す。ｍおよびｎはそれぞれ０以上の整数であり、ｍ＋ｎ＝１～５を満たし、ｌ個あるｍのうち少なくとも１つは１以上である。）
• Design, synthesis, and biological evaluation of potent thiosemicarbazone based cathepsin L inhibitors
  作者：G.D. Kishore Kumar、Gustavo E. Chavarria、Amanda K. Charlton-Sevcik、Wara M. Arispe、Matthew T. MacDonough、Tracy E. Strecker、Shen-En Chen、Bronwyn G. Siim、David J. Chaplin、Mary Lynn Trawick、Kevin G. Pinney

  DOI：10.1016/j.bmcl.2009.12.090

  日期：2010.2

  A small library of 36 functionalized benzophenone thiosemicarbazone analogs has been prepared by chemical synthesis and evaluated for their ability to inhibit the cysteine proteases cathepsin L and cathepsin B. Inhibitors of cathepsins L and B have the potential to limit or arrest cancer metastasis. The six most active inhibitors of cathepsin L (IC50 < 85 nM) in this series incorporate a meta-bromo sub-stituent in one aryl ring along with a variety of functional groups in the second aryl ring. These six analogs are selective for their inhibition of cathepsin L versus cathepsin B (IC50 > 10,000 nM). The most active analog in the series, 3-bromophenyl-2'-fluorophenyl thiosemicarbazone 1, also efficiently inhibits cell invasion of the DU-145 human prostate cancer cell line. (C) 2010 Elsevier Ltd. All rights reserved.