4-bromo-5,7-dimethylindan-1-one | 84092-73-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4-bromo-5,7-dimethylindan-1-one
• 英文别名: 4-Bromo-5,7-dimethyl-2,3-dihydro-1H-inden-1-one；4-bromo-5,7-dimethyl-2,3-dihydroinden-1-one
• CAS: 84092-73-9
• 化学式: C₁₁H₁₁BrO
• 分子量: 239.112
• InChiKey: VAHBZMKDYYNRLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  4-bromo-5,7-dimethylindan-1-one 在 sodium cyanoborohydride 、 zinc(II) iodide 作用下， 以 1,2-二氯乙烷 为溶剂， 以78%的产率得到4-Bromo-5,7-dimethyl-2,3-dihydro-1H-indene
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of alcyopterosin A and illudalane derivatives as anticancer agents

  摘要：

  The synthesis of alcyopterosin A and a series of new derivatives possessing an illudalane skeleton is described. The DNA binding properties of these compounds have been examined and compared to those of reference drugs using a UV spectroscopy technique. The antitumor activity of selected compounds against a panel of 60 human tumor cell lines was tested in the in vitro anticancer screening of the National Cancer Institute. Redox properties were also evaluated. Tested compounds showed significant DNA affinity, derivatives 6 and 15 exhibited remarkable antiproliferative activity and have been identified as new leads in the antitumor strategies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.033
• 作为产物：
  描述：

  2,4-二甲基溴苯 在 三氯化铝 、 硫酸 作用下， 以 二硫化碳 为溶剂， 反应 1.5h， 生成 4-bromo-5,7-dimethylindan-1-one
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of alcyopterosin A and illudalane derivatives as anticancer agents

  摘要：

  The synthesis of alcyopterosin A and a series of new derivatives possessing an illudalane skeleton is described. The DNA binding properties of these compounds have been examined and compared to those of reference drugs using a UV spectroscopy technique. The antitumor activity of selected compounds against a panel of 60 human tumor cell lines was tested in the in vitro anticancer screening of the National Cancer Institute. Redox properties were also evaluated. Tested compounds showed significant DNA affinity, derivatives 6 and 15 exhibited remarkable antiproliferative activity and have been identified as new leads in the antitumor strategies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.033

文献信息

• New 1-indanone thiosemicarbazone derivatives active against BVDV
  作者：Liliana M. Finkielsztein、Eliana F. Castro、Lucas E. Fabián、Graciela Y. Moltrasio、Rodolfo H. Campos、Lucía V. Cavallaro、Albertina G. Moglioni

  DOI：10.1016/j.ejmech.2007.10.023

  日期：2008.8

  Identification of new therapeutic agents for the treatment of viral diseases represents an area of active investigation. In an effort to develop new antiviral compounds, a series of 1-indanone thiosemicarbazone derivatives were synthesized. These derivatives were structurally characterized using several spectroscopic techniques and evaluated against bovine viral diarrhoea virus as a surrogate model for hepatitis C virus. Thiosemicarbazone 2m showed potent anti-bovine viral diarrhoea virus activity with a higher selectivity index (SI = 80.29) than that of ribavirin (SI = 11.64). This result determines the potentiality of these thiosemicarbazones as antiviral agents for the treatment of infections caused by other highly related members of Flaviviridae family, as hepatitis C virus. (c) 2007 Elsevier Masson SAS. All rights reserved.
• Thiosemicarbazones derived from 1-indanones as new anti-Trypanosoma cruzi agents
  作者：María E. Caputto、Lucas E. Fabian、Diego Benítez、Alicia Merlino、Natalia Ríos、Hugo Cerecetto、Graciela Y. Moltrasio、Albertina G. Moglioni、Mercedes González、Liliana M. Finkielsztein

  DOI：10.1016/j.bmc.2011.09.037

  日期：2011.11

  In the present work, we synthesized a series of thiosemicarbazones derived from 1-indanones with good anti-Trypanosoma cruzi activity. Most of them displayed remarkable trypanosomicidal activity. All the compounds showed nonspecific cytotoxicity on human erythrocytes. The ability of the new compounds to inhibit cruzipain, the major cysteine protease of T. cruzi, was also explored. Thiosemicarbazones 12 and 24 inhibited this enzyme at the dose assayed. This interaction was also studied in terms of molecular docking. (C) 2011 Elsevier Ltd. All rights reserved.
• US4111863A
  申请人：——

  公开号：US4111863A

  公开（公告）日：1978-09-05
• US4127730A
  申请人：——

  公开号：US4127730A

  公开（公告）日：1978-11-28
• Design, synthesis, and biological evaluation of alcyopterosin A and illudalane derivatives as anticancer agents
  作者：Liliana M. Finkielsztein、Ana M. Bruno、Sergio G. Renou、Graciela Y. Moltrasio Iglesias

  DOI：10.1016/j.bmc.2005.10.033

  日期：2006.3

  The synthesis of alcyopterosin A and a series of new derivatives possessing an illudalane skeleton is described. The DNA binding properties of these compounds have been examined and compared to those of reference drugs using a UV spectroscopy technique. The antitumor activity of selected compounds against a panel of 60 human tumor cell lines was tested in the in vitro anticancer screening of the National Cancer Institute. Redox properties were also evaluated. Tested compounds showed significant DNA affinity, derivatives 6 and 15 exhibited remarkable antiproliferative activity and have been identified as new leads in the antitumor strategies. (c) 2005 Elsevier Ltd. All rights reserved.