3-溴-3,5-二氟苯甲酮 | 844879-37-4

• 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-溴-3,5-二氟苯甲酮
• 英文名称: (3-bromophenyl)-(3,5-difluorophenyl)methanone
• 英文别名: 3-Bromo-3',5'-difluorobenzophenone
• CAS: 844879-37-4
• 化学式: C₁₃H₇BrF₂O
• 分子量: 297.099
• InChiKey: ZBHZLTXAVLDNTD-UHFFFAOYSA-N

物化性质

• 沸点：
  369.8±42.0 °C(Predicted)
• 密度：
  1.546±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 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：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090
• 安全说明：
  S26,S36/37/39

反应信息

• 作为反应物：
  描述：

  3-溴-3,5-二氟苯甲酮 、 氨基硫脲 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 生成 [(3-bromophenyl)-(3,5-difluorophenyl)ketone]thiosemicarbazone 、 [(3-bromophenyl)-(3,5-difluorophenyl)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
• 作为产物：
  描述：

  3,5-二氟-N-甲氧基-N-甲基苯甲酰胺 、 1,3-二溴苯 在 碘 、 magnesium 作用下， 以 乙醚 为溶剂， 以38%的产率得到3-溴-3,5-二氟苯甲酮
  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

• PHOTOCHROMIC COMPOUNDS AND COMPOSITIONS
  申请人：Transitions Optical, Inc.

  公开号：EP2652552B9

  公开（公告）日：2016-02-17
• Photochromic compounds and compositions
  申请人：He Meng

  公开号：US20110129678A1

  公开（公告）日：2011-06-02

  Described herein are compounds generally comprising an indeno[2′,3′:3,4]naptho[1,2-b]pyran structure. Such compounds may be useful for their photochromic properties, and be used in certain photochromic compositions. Such compositions may further comprise other photochromic compositions and/or materials. Additionally, such compounds and/or compositions may be suitable for preparing certain photochromic articles. Also described herein are methods for preparing certain photochromic compounds, compositions, and articles.
• US8545984B2
  申请人：——

  公开号：US8545984B2

  公开（公告）日：2013-10-01
• 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.