9-methyl-1,2,4-trihydro(4aH)-carbazol-3-one | 25473-70-5

• 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: 9-methyl-1,2,4-trihydro(4aH)-carbazol-3-one
• 英文别名: 1,2-Dihydro-N-methylcarbazol-3(4H)-on；9-methyl-1,2,4,9-tetrahydro-carbazol-3-one；9-methyl-2,3,4,9-tetrahydro-1H-3-carbazolone；9-methyl-1,2,4,9-tetrahydro-3H-carbazol-3-one；9-methyl-2,4-dihydro-1H-carbazol-3-one
• CAS: 25473-70-5
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: WLOVPMGHQFRSIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  溴苯 、 9-methyl-1,2,4-trihydro(4aH)-carbazol-3-one 在 oxonium 、 sodium amide 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以30%的产率得到C₁₉H₁₇NO
  参考文献：
  名称：

  Design of new anticancer drugs. II. Easy arynic access to benzocyclobutacarbazoles, a new family of antitumor agents

  摘要：

  Tetrahydrobenzocyclobutacarbazoles with antitumoral properties were obtained either by arynic condensation of aryl halides with 3-carbazolone enolates or arynic cyclisation of halogenated arylimine enolates of 2-biphenylenones in the presence of the complex base NaNH2-tBuONa. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02186-8
• 作为产物：
  描述：

  3,3-ethylenedioxy-9-methyl-2,3,4,9-tetrahydrocarbazole 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.5h， 以98%的产率得到9-methyl-1,2,4-trihydro(4aH)-carbazol-3-one
  参考文献：
  名称：

  [EN] NOVEL DIPEPTIDYL PEPTIDASE IV INHIBITORS; PROCESSES FOR THEIR PREPARATION AND COMPOSITIONS THEREOF
  [FR] NOUVEAUX INHIBITEURS DE DIPEPTIDYLPEPTIDASE IV, LEURS PROCEDES DE PREPARATION ET COMPOSITIONS LES CONTENANT

  摘要：

  公开号：

  WO2005033099A3

文献信息

• Synthesis and antiproliferative activity of Benzocyclobutacarbazol derivatives. A new class of potential antitumor agents
  作者：S Graf-Christophe、C Kuehm-Caubère、P Renard、B Pfeiffer、A Pierré、S Léonce、P Caubère

  DOI：10.1016/s0960-894x(00)00532-1

  日期：2000.12

  Several benzocyclobutacarbazol derivatives were synthesized and evaluated for their potential cytotoxic properties. A number of these compounds exhibited significant antiproliferative activity with concomitant interaction with the cell cycle and represent a new class of potential anticancer agents.

  合成了几种苯并环丁卡巴唑衍生物，并评估了其潜在的细胞毒性。这些化合物中的许多显示出显着的抗增殖活性以及与细胞周期的相互作用，并且代表了一类新的潜在抗癌剂。
• Novel photoreaction of N-alkyl(p-methoxyphenyl)arylamines assisted by protic acids
  作者：Jinn-Hsuan Ho、Tong-Ing Ho

  DOI：10.1039/b108385f

  日期：2002.1.30

  A novel photochemical transformation from N-alkyl(p-methoxyphenyl)arylamines (1a–1f) to 1,2,4-trihydro(4aH)-carbazol-3-ones (2a–2f) is reported with the assistance of protonation at the dihydrocarbazole intermediate followed by sequential formal [1,5]hydrogen, [1,3]hydrogen shifts and proton assisted hydrolysis.

  据报道，在二氢咔唑中间体质子化的辅助下，通过连续的形式[1,5]氢、[1,3]氢转移和质子辅助水解，从 N-烷基（对甲氧基苯基）芳基胺（1a-1f）到 1,2,4-三氢（4aH）-咔唑-3-酮（2a-2f）发生了一种新颖的光化学转化。
• BIOCATALYSTS AND METHODS FOR SYNTHESIZING DERIVATIVES OF TRYPTAMINE AND TRYPTAMINE ANALOGS
  申请人：Codexis, Inc.

  公开号：US20150072383A1

  公开（公告）日：2015-03-12

  The present disclosure provides engineered transaminase polypeptides for the production of amines, polynucleotides encoding the engineered transaminases, host cells capable of expressing the engineered transaminases, and methods of using the engineered transaminases to prepare compounds useful in the production of active pharmaceutical agents. The present disclosure provides engineered polypeptides having transaminase activity, polynucleotides encoding the polypeptides, methods of the making the polypeptides, and methods of using the polypeptides for the biocatalytic conversion of ketone substrates to amine products. The present enzymes have been engineered to have one or more residue differences as compared to the amino acid sequence of the naturally occurring transaminase of Vibrio fluvialis . In particular, the transaminases of the present disclosure have been engineered for efficient formation of chiral tryptamine derivatives from its corresponding prochiral ketone substrates.
• US9139821B2
  申请人：——

  公开号：US9139821B2

  公开（公告）日：2015-09-22
• US9388395B2
  申请人：——

  公开号：US9388395B2

  公开（公告）日：2016-07-12