7-bromo-6-methoxy-1-tetralone | 1273666-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 7-bromo-6-methoxy-1-tetralone
• 英文别名: 7-bromo-6-methoxy-3,4-dihydronapthalene-1(2H)-one；7-bromo-6-methoxy-3,4-dihydronaphthalene-1(2H)-one；7-Bromo-6-methoxy-3,4-dihydronaphthalen-1(2H)-one；7-bromo-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
• CAS: 1273666-60-6
• 化学式: C₁₁H₁₁BrO₂
• 分子量: 255.111
• InChiKey: KYUUBEHTLWUGRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-bromo-6-methoxy-1-tetralone 在 tris-(dibenzylideneacetone)dipalladium(0) 、 magnesium sulfate 、 对甲苯磺酸 、 lithium tert-butoxide 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 6-bromo-7-methoxy-4-(3,4,5-trimethoxyphenyl)-1,2-dihydronaphthalene
  参考文献：
  名称：

  Conformationnally restricted naphthalene derivatives type isocombretastatin A-4 and isoerianin analogues: Synthesis, cytotoxicity and antitubulin activity

  摘要：

  A novel series of dihydronaphtalene, tetrahydronaphtalene and naphtalene derivatives as restricted analogues of isoCA-4 were designed, synthesized and evaluated for their anticancer properties. High cell growth inhibition against four tumour cell lines was observed at a nanomolar level with dihydronaphtalenes 1d, e and 1h, tetrahydronaphtalene 2c and naphtalene 3c. Structure activity relationships are also considered. These compounds exhibited a significant inhibitory activity toward tubulin polymerization (IC50 = 2-3 mu M), comparable to that of isoCA-4. The effect of the lead compounds le and 2c on the cancer cells tested was associated with cell cycle arrest in the G(2)/M phase. Docking studies reveal that these compounds showed a binding mode similar to those observed with their non-constraint isoCA-4 and isoerianin congeners. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.001
• 作为产物：
  描述：

  6-甲氧基-1-萘满酮 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 水 为溶剂， 反应 5.0h， 生成 7-bromo-6-methoxy-1-tetralone 、 5-溴-6-甲氧基-1-四氢萘酮
  参考文献：
  名称：

  4H-THIENO[3,2-C]CHROMENE-BASED INHIBITORS OF NOTUM PECTINACETYLESTERASE AND METHODS OF THEIR USE

  摘要：

  描述了可以用来抑制Notum果胶乙酰酯酶的化合物，以及包含它们的组合物，以及它们用于治疗影响骨骼的疾病和紊乱的方法。

  公开号：

  US20120302562A1

文献信息

• US20140256784A1
  申请人：——

  公开号：US20140256784A1

  公开（公告）日：2014-09-11
• US9624238B2
  申请人：——

  公开号：US9624238B2

  公开（公告）日：2017-04-18
• [EN] 4H-THIENO[3,2-C]CHROMENE-BASED INHIBITORS OF NOTUM PECTINACETYLESTERASE AND METHODS OF THEIR USE<br/>[FR] INHIBITEUR DE PECTINE ACÉTYLESTÉRASE DE NOTUM À BASE DE 4H-THIÉNO[3,2-C]CHROMÈNE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：LEXICON PHARMACEUTICALS INC

  公开号：WO2012166458A1

  公开（公告）日：2012-12-06

  Compounds that may be used to inhibit Notum Pectinacetylesterase are described, as well as compositions comprising them, and methods of their use to treat diseases and disorders affecting bone.
• 4H-THIENO[3,2-C]CHROMENE-BASED INHIBITORS OF NOTUM PECTINACETYLESTERASE AND METHODS OF THEIR USE
  申请人：BARBOSA Joseph

  公开号：US20120302562A1

  公开（公告）日：2012-11-29

  Compounds that may be used to inhibit Notum Pectinacetylesterase are described, as well as compositions comprising them, and methods of their use to treat diseases and disorders affecting bone.

  描述了可以用来抑制Notum果胶乙酰酯酶的化合物，以及包含它们的组合物，以及它们用于治疗影响骨骼的疾病和紊乱的方法。
• Conformationnally restricted naphthalene derivatives type isocombretastatin A-4 and isoerianin analogues: Synthesis, cytotoxicity and antitubulin activity
  作者：Evelia Rasolofonjatovo、Olivier Provot、Abdallah Hamze、Jordi Rodrigo、Jérome Bignon、Joanna Wdzieczak-Bakala、Déborah Desravines、Joëlle Dubois、Jean-Daniel Brion、Mouad Alami

  DOI：10.1016/j.ejmech.2012.03.001

  日期：2012.6

  A novel series of dihydronaphtalene, tetrahydronaphtalene and naphtalene derivatives as restricted analogues of isoCA-4 were designed, synthesized and evaluated for their anticancer properties. High cell growth inhibition against four tumour cell lines was observed at a nanomolar level with dihydronaphtalenes 1d, e and 1h, tetrahydronaphtalene 2c and naphtalene 3c. Structure activity relationships are also considered. These compounds exhibited a significant inhibitory activity toward tubulin polymerization (IC50 = 2-3 mu M), comparable to that of isoCA-4. The effect of the lead compounds le and 2c on the cancer cells tested was associated with cell cycle arrest in the G(2)/M phase. Docking studies reveal that these compounds showed a binding mode similar to those observed with their non-constraint isoCA-4 and isoerianin congeners. (C) 2012 Elsevier Masson SAS. All rights reserved.