4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydroinden-1-one | 881190-30-3

• 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-7-methoxy-2,2-dimethyl-2,3-dihydroinden-1-one
• 英文别名: 4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1H-inden-1-one；4-bromo-7-methoxy-2,2-dimethyl-3H-inden-1-one
• CAS: 881190-30-3
• 化学式: C₁₂H₁₃BrO₂
• 分子量: 269.138
• InChiKey: BKASLRCCTWMMMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydroinden-1-one 在 盐酸 、 amalgamated zinc 作用下， 以 乙醇 为溶剂， 以84%的产率得到4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1H-indene
  参考文献：
  名称：

  Illudalic acid as a potential LAR inhibitor: Synthesis, SAR, and preliminary studies on the mechanism of action

  摘要：

  A novel synthesis of the human leukocyte common antigen-related (LAR) phosphatase inhibitor, illudalic acid, has been achieved by a route more amenable to structure modi. cations. A series of simpler analogues of illudalic acid was synthesized and evaluated for potency in inhibiting LAR. The structure -activity relationship (SAR) study has shown that the 5-formyl group and the hemi-acetal lactone are crucial for effective inhibition of LAR activity, and are the key pharmacophores of illudalic acid. The fused dimethylcyclopentene ring moiety evidently helps to enhance the potency of illudalic acid against LAR. A preliminary study of the mechanism of action of illudalic acid against LAR was conducted using electrospray ionization mass spectrometry (ESI-MS) and molecular docking techniques. The results are in full agreement with the described mechanism. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.06.014
• 作为产物：
  描述：

  4-溴-7-甲氧基-1-茚酮 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 21.5h， 以67%的产率得到4-bromo-7-methoxy-2,2-dimethyl-2,3-dihydroinden-1-one
  参考文献：
  名称：

  分子马达的主动机械螺纹**

  摘要：

  提出了一种分子机器，它利用分子马达的光动力单向旋转轨迹，主动地将四甘醇链穿过大环。因此，这种分子装置实现了宏观螺纹的小型化，为机械分子编织或缝纫工艺提供了一个基本的入口步骤。

  DOI：

  10.1002/anie.202201882

文献信息

• Cyclic amine derivative or salt thereof
  申请人：Hayashibe Satoshi

  公开号：US20070197594A1

  公开（公告）日：2007-08-23

  Provided are compounds which are an NMDA antagonist having a broad safety margin and are useful as a treating agent or a preventing agent for Alzheimer's disease, cerebrovascular dementia, Parkinson's disease, ischemic apoplexy, pain, etc. Concretely provided are an amine derivative or its salt characterized in that the amine-containing structure A therein bonds to a 2- or 3-cyclic condensed ring (e.g., indane, tetralone, 4,5,6,7-tetrahydrobenzothiophene, 4,5,6,7-tetrahydrobenzofuran, 7,8-dihydro-6H-indeno[4,5-b]furan, 2,3-dihydro- 1 H-cyclopenta[1]naphthalene) via X 1 (bond or lower alkylene); and an NMDA antagonist containing it as an active ingredient thereof.

  提供的化合物是NMDA受体拮抗剂，具有广泛的安全边界，并可用作治疗或预防阿尔茨海默病、脑血管性痴呆、帕金森病、缺血性卒中、疼痛等药物。具体提供的是胺衍生物或其盐，其特点在于其中含有胺基结构A，通过X1（键或低碳烷基）与2-或3-环状紧缩环（例如茚烷、四氢萘酮、4,5,6,7-四氢苯并噻吩、4,5,6,7-四氢苯并呋喃、7,8-二氢-6H-茚并[4,5-b]呋喃、2,3-二氢-1H-环戊[1]萘烷）结合；以及含有它作为有效成分的NMDA受体拮抗剂。
• Active Mechanical Threading by a Molecular Motor**
  作者：Nicolai N. Bach、Verena Josef、Harald Maid、Henry Dube

  DOI：10.1002/anie.202201882

  日期：2022.5.2

  A molecular machine is presented that uses the light-powered unidirectional rotation trajectory of a molecular motor to actively thread a tetraethylene glycol chain through a macrocyclic ring. This molecular setup thus realizes the miniaturization of macroscopic threading providing a fundamental entry step into mechanical molecular weaving or sewing processes.

  提出了一种分子机器，它利用分子马达的光动力单向旋转轨迹，主动地将四甘醇链穿过大环。因此，这种分子装置实现了宏观螺纹的小型化，为机械分子编织或缝纫工艺提供了一个基本的入口步骤。
• Illudalic acid as a potential LAR inhibitor: Synthesis, SAR, and preliminary studies on the mechanism of action
  作者：Qing Ling、Yue Huang、Yueyang Zhou、Zhengliang Cai、Bing Xiong、Yahui Zhang、Lanping Ma、Xin Wang、Xin Li、Jia Li、Jingkang Shen

  DOI：10.1016/j.bmc.2008.06.014

  日期：2008.8

  A novel synthesis of the human leukocyte common antigen-related (LAR) phosphatase inhibitor, illudalic acid, has been achieved by a route more amenable to structure modi. cations. A series of simpler analogues of illudalic acid was synthesized and evaluated for potency in inhibiting LAR. The structure -activity relationship (SAR) study has shown that the 5-formyl group and the hemi-acetal lactone are crucial for effective inhibition of LAR activity, and are the key pharmacophores of illudalic acid. The fused dimethylcyclopentene ring moiety evidently helps to enhance the potency of illudalic acid against LAR. A preliminary study of the mechanism of action of illudalic acid against LAR was conducted using electrospray ionization mass spectrometry (ESI-MS) and molecular docking techniques. The results are in full agreement with the described mechanism. (C) 2008 Elsevier Ltd. All rights reserved.