3-(4-chlorophenoxy)-2-(4-chlorophenyl)-5-methoxy-1H-indole | 1330540-07-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(4-chlorophenoxy)-2-(4-chlorophenyl)-5-methoxy-1H-indole
• CAS: 1330540-07-2
• 化学式: C₂₁H₁₅Cl₂NO₂
• 分子量: 384.262
• InChiKey: JQLHOXIHYXKRIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氯苯酚 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 3-(4-chlorophenoxy)-2-(4-chlorophenyl)-5-methoxy-1H-indole
  参考文献：
  名称：

  Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2,3-disubstituted indoles and their antimicrobial activity

  摘要：

  A novel reaction of indole with aryldiazonium salts leading to the formation of 2-aryl-3-(arylazo)indoles was discovered. The products were found to possess potent anti-MRSA and anti-LLVRE activities. The SAR studies indicate that the potentially metabolically labile azo functionality can be replaced with ether oxygen and thioether sulfur atoms without any loss of activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.081

文献信息

• Antibiotic sensitivity-restoring and photosensitive agents
  申请人：NEW MEXICO TECH UNIVERSITY RESEARCH PARK CORPORATION

  公开号：US10239834B2

  公开（公告）日：2019-03-26

  The present disclosure describes a method to treat conditions, including bacterial infections and cancer, using a photosensitive compound that, upon exposure to white light, can be activated. The photosensitive compound can also interact synergistically with antibiotics used concomitantly to kill drug-resistant bacteria. The photosensitive compounds can also be used to inhibit the proliferation of cancer cells.

  本公开描述了一种使用光敏化合物治疗细菌感染和癌症等疾病的方法，该化合物在白光照射下可被激活。光敏化合物还能与同时使用的抗生素产生协同作用，杀死耐药细菌。光敏化合物还可用于抑制癌细胞的增殖。
• Antiproliferative activity of 2,3-disubstituted indoles toward apoptosis-resistant cancers cells
  作者：Igor V. Magedov、Florence Lefranc、Liliya V. Frolova、Laetitia Moreno Y. Banuls、Amanda S. Peretti、Snezna Rogelj、Véronique Mathieu、Robert Kiss、Alexander Kornienko

  DOI：10.1016/j.bmcl.2013.03.110

  日期：2013.6

  Many types of cancer, including glioma, melanoma, NSCLC, among others, are resistant to apoptosis induction and poorly responsive to current therapies with propaptotic agents. We describe a series of 2,3-disubstituted indoles, which display cytostatic rather than cytotoxic effects in cancer cells, and serve as a new chemical scaffold to develop anticancer agents capable of combating apoptosis-resistant cancers associated with dismal prognoses. (C) 2013 Elsevier Ltd. All rights reserved.
• ANTIBIOTIC SENSITIVITY-RESTORING AND PHOTOSENSITIVE AGENTS
  申请人：New Mexico Tech Research Foundation

  公开号：US20180155286A1

  公开（公告）日：2018-06-07

  The present disclosure describes a method to treat conditions, including bacterial infections and cancer, using a photosensitive compound that, upon exposure to white light, can be activated. The photosensitive compound can also interact synergistically with antibiotics used concomitantly to kill drug-resistant bacteria. The photosensitive compounds can also be used to inhibit the proliferation of cancer cells.
• US9834514B2
  申请人：——

  公开号：US9834514B2

  公开（公告）日：2017-12-05
• [EN] ANTIBIOTIC SENSITIVITY-RESTORING AND PHOTOSENSITIVE AGENTS<br/>[FR] AGENTS PHOTOSENSIBLES ET DE RÉTABLISSEMENT DE LA SENSIBILITÉ AUX ANTIBIOTIQUES
  申请人：NEW MEXICO TECH RES FOUND

  公开号：WO2016172193A1

  公开（公告）日：2016-10-27

  The present disclosure describes a method to treat conditions, including bacterial infections and cancer, using a photosensitive compound that, upon exposure to white light, can be activated. The photosensitive compound can also interact synergistically with antibiotics used concomitantly to kill drug-resistant bacteria. The photosensitive compounds can also be used to inhibit the proliferation of cancer cells.