5,8-dimethyl-10-phenyl-9,10-dihydro-6H-cyclohepta[b]indole | 1403610-17-2

• 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: 5,8-dimethyl-10-phenyl-9,10-dihydro-6H-cyclohepta[b]indole
• CAS: 1403610-17-2
• 化学式: C₂₁H₂₁N
• 分子量: 287.404
• InChiKey: KXCWXYSVNGSREF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 苯甲醛 、 天然橡胶 在 gallium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 以48%的产率得到5,8-dimethyl-10-phenyl-9,10-dihydro-6H-cyclohepta[b]indole
  参考文献：
  名称：

  镓（III）催化的三组分（4 + 3）环加成反应

  摘要：

  吲哚的直接方法：标题反应在室温下仅一步即可生成环庚[ b ]吲哚衍生物（参见方案）。不需要排除空气或湿气。DFT计算支持逐步环化事件，并且该方法的多功能性通过提供对环庚[ b ]吲哚类似物库的快速访问而得到证明。

  DOI：

  10.1002/anie.201205238

文献信息

• CYCLOALKANYL[B]INDOLES USEFUL AS GLP-1 MODULATORS
  申请人：Trustees of Dartmouth College

  公开号：EP2887804B1

  公开（公告）日：2021-01-27
• Method for Synthesizing Cycloalkanyl[b]indoles, Cycloalkanyl[b]benzofurans, Cycloalkanyl[b]benzothiophenes, Compounds and Methods of Use
  申请人：Trustees of Dartmouth College

  公开号：US20150057326A1

  公开（公告）日：2015-02-26

  A method of synthesizing cycloalkanyl[b]indoles, as well as related cycloalkanyl[b]benzofurans and cycloalkanyl[b]benzothiophenes is provided. The method is a single, multicomponent reaction that combines (1) an indole, benzofuran, or benzothiopene, (2) an aldehyde, ketone, or ketal, and (3) a diene in the presence of an acid, in particular a Ga(III) or In(III) salt. Compositions and methods of using these compounds to stimulate secretion and/or production of glucagon-like peptide-1 or inhibit the activity of Calcitonin Gene-Related Peptide receptor are also provided.
• METHODS OF INHIBITING PCSK9
  申请人：WU Jimmy

  公开号：US20190336480A1

  公开（公告）日：2019-11-07

  Provided herein are methods for inhibiting PCSK9, reducing PCSK9 levels, and for treating or preventing related conditions and disorders, in a subject, which includes administering to a subject an effective amount of a compound which includes derivatized cycloalkyl[b]indoles, e.g., cyclopenta-, cyclohexa- and cyclohepta[b]indoles.
• US9598365B2
  申请人：——

  公开号：US9598365B2

  公开（公告）日：2017-03-21
• [EN] METHODS OF INHIBITING PCSK9<br/>[FR] PROCÉDÉS D'INHIBITION DE PCSK9
  申请人：DARTMOUTH COLLEGE

  公开号：WO2018129205A1

  公开（公告）日：2018-07-12

  Provided herein are methods for inhibiting PCSK9, reducing PCSK9 levels, and for treating or preventing related conditions and disorders, in a subject, which includes administering to a subject an effective amount of a compound which includes derivatized cycloalkyl[ib]indoles, e.g., cyclopenta-, cyclohexa- and cyclohepta[b]indoles.