bis(5-methylndol-3-yl)(4-chlorophenyl)methane | 1115941-35-9

• 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: bis(5-methylndol-3-yl)(4-chlorophenyl)methane
• 英文别名: 3-[(4-chlorophenyl)-(5-methyl-1H-indol-3-yl)methyl]-5-methyl-1H-indole
• CAS: 1115941-35-9
• 化学式: C₂₅H₂₁ClN₂
• 分子量: 384.908
• InChiKey: JEXKVUIATQDNFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  5-甲基吲哚 、 4-氯苯甲醛 在 Lipase from Thermomyces lanuginosus immobilized on particle silica gel 作用下， 以 水 为溶剂， 反应 36.0h， 以98%的产率得到bis(5-methylndol-3-yl)(4-chlorophenyl)methane
  参考文献：
  名称：

  纯水中双（吲哚基）甲烷级联合成的酶法

  摘要：

  开发了一种温和、高效、绿色的方案，用于通过吲哚与醛在纯水中的级联反应，在脂肪酶 TLIM 催化下合成双（吲哚基）甲烷。该方法具有许多优势，例如产率高、底物范围广、程序简单、可重复使用且催化剂用量最少，以及放大的能力。

  DOI：

  10.1039/c9ra10014h

文献信息

• CuBr-catalyzed selective oxidation of N-azomethine: highly efficient synthesis of methine-bridged bis-indole compounds
  作者：Jianguo Yang、Zhijing Wang、Fuyou Pan、Yongmin Li、Weiliang Bao

  DOI：10.1039/c004213g

  日期：——

  An efficient CuBr catalyzed cleavage of C–N bonds in the oxidative cross-dehydrogenative-coupling (CDC) of N-benzyl amines with indoles mediated by tert-butyl hydroperoxide (TBHP) was reported. A series of methine-bridged bis-indole derivatives were successfully synthesized under the optimized reaction conditions.

  据报道，在叔丁基过氧化氢（TBHP）介导的 N-苄胺与吲哚的氧化交叉脱氢偶联（CDC）反应中，CuBr 催化了 C-N 键的高效裂解。在优化的反应条件下，成功合成了一系列甲基桥联双吲哚衍生物。
• [EN] OXIDIZED BIS(3-INDOLYL)METHANES AND USES THEREOF<br/>[FR] BIS(3-INDOLYL)MÉTHANES OXYDÉS ET UTILISATIONS ASSOCIÉES
  申请人：SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INST

  公开号：WO2019183527A1

  公开（公告）日：2019-09-26

  Disclosed herein are compounds capable of inducing apoptosis through promoting Nur77 interaction with Bcl-2 and through modulating mitochondrial activities. Also disclosed herein are compositions and methods using these compounds and compositions. Nur77 is a key regulator of Bcl-2 activities and is capable of converting Bcl-2 from an anti-apoptotic protein to a pro-apoptotic protein. Small molecules that directly modulate the Nur77/Bcl-2 apoptotic pathways are promising for treating diseases with abnormal levels of Bcl-2, Nur77, or combinations thereof, including cancers.

  本文揭示了一些化合物，能够通过促进Nur77与Bcl-2的相互作用以及调节线粒体活性来诱导细胞凋亡。同时，本文还揭示了使用这些化合物和组合物的组成和方法。Nur77是Bcl-2活性的关键调节因子，能够将Bcl-2从抗凋亡蛋白转变为促凋亡蛋白。直接调节Nur77/Bcl-2凋亡途径的小分子对于治疗Bcl-2、Nur77或两者组合异常水平的疾病，包括癌症，是很有前途的。
• OXIDIZED BIS(3-INDOLYL)METHANES AND USES THEREOF
  申请人：Sanford Burnam Prebys Medical Discovery Institute

  公开号：US20210024499A1

  公开（公告）日：2021-01-28

  Disclosed herein are compounds capable of inducing apoptosis through promoting Nur77 interaction with Bcl-2 and through modulating mitochondrial activities. Also disclosed herein are compositions and methods using these compounds and compositions. Nur77 is a key regulator of Bcl-2 activities and is capable of converting Bcl-2 from an anti-apoptotic protein to a pro-apoptotic protein. Small molecules that directly modulate the Nur77/Bc1-2 apoptotic pathways are promising for treating diseases with abnormal levels of Bcl-2, Nur77, or combinations thereof, including cancers.
• Enzymatic approach to cascade synthesis of bis(indolyl)methanes in pure water
  作者：Yajie Fu、Zeping Lu、Ke Fang、Xinyi He、Huajin Xu、Yi Hu

  DOI：10.1039/c9ra10014h

  日期：——

  A mild, efficient, and green protocol was developed for the synthesis of bis(indolyl)methanes catalyzed by lipase TLIM through the cascade reactions of indole with aldehydes in pure water. This methodology offers many superiorities such as excellent yields, wide substrate range, simple procedure, reusable and minimal amount of catalyst, and the ability to be scaled up.

  开发了一种温和、高效、绿色的方案，用于通过吲哚与醛在纯水中的级联反应，在脂肪酶 TLIM 催化下合成双（吲哚基）甲烷。该方法具有许多优势，例如产率高、底物范围广、程序简单、可重复使用且催化剂用量最少，以及放大的能力。