tert-butyl 5-amino-1H-indole-3-carboxylate | 1408084-03-6

• 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: tert-butyl 5-amino-1H-indole-3-carboxylate
• CAS: 1408084-03-6
• 化学式: C₁₃H₁₆N₂O₂
• 分子量: 232.282
• InChiKey: PDEIWIZISVWMJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 5-amino-1H-indole-3-carboxylate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.0h， 生成 5-[[4-[(3-carboxy-1H-indol-5-yl)amino]-4-oxobutanoyl]amino]-1H-indole-3-carboxylic acid
  参考文献：
  名称：

  Identification of Small-Molecule Enhancers of Arginine Methylation Catalyzed by Coactivator-Associated Arginine Methyltransferase 1

  摘要：

  Arginine methylation, is a common post-translational modification that is crucial in modulating gene expression at multiple critical. levels. The arginine methyltransferases (PRMTs) are envisaged as promising druggable targets,: but their role in physiological and pathological pathways is far from being clear due to the limited number of modulators reported to date. In this effort; enzyme activators can be invaluable tools, useful as gain-of-function reagents to interrogate the biological roles. in cells and in vivo of PRMTs. Yet the identification such molecule's is rarely pursued. Herein we describe a series of aryl ureido acetamido indole carboxylates (dubbed "uracandolates"), able to increase the Methylation of histone (H3) or nonhistone (polyadenylate-bihding protein 1, PABP1) substrates induced by coactivator-associated arginine methyltransferase 1 (CARM1), bath in in vitro and cellular settings. To the best of our knowledge, this is the first report of compounds acting as CARM1 activators.

  DOI：

  10.1021/jm301097p
• 作为产物：
  描述：

  5-硝基吲哚-3-甲酸 在 5%-palladium/activated carbon 、 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 生成 tert-butyl 5-amino-1H-indole-3-carboxylate
  参考文献：
  名称：

  Identification of Small-Molecule Enhancers of Arginine Methylation Catalyzed by Coactivator-Associated Arginine Methyltransferase 1

  摘要：

  Arginine methylation, is a common post-translational modification that is crucial in modulating gene expression at multiple critical. levels. The arginine methyltransferases (PRMTs) are envisaged as promising druggable targets,: but their role in physiological and pathological pathways is far from being clear due to the limited number of modulators reported to date. In this effort; enzyme activators can be invaluable tools, useful as gain-of-function reagents to interrogate the biological roles. in cells and in vivo of PRMTs. Yet the identification such molecule's is rarely pursued. Herein we describe a series of aryl ureido acetamido indole carboxylates (dubbed "uracandolates"), able to increase the Methylation of histone (H3) or nonhistone (polyadenylate-bihding protein 1, PABP1) substrates induced by coactivator-associated arginine methyltransferase 1 (CARM1), bath in in vitro and cellular settings. To the best of our knowledge, this is the first report of compounds acting as CARM1 activators.

  DOI：

  10.1021/jm301097p

文献信息

• AMINOPIPERIDINYL DERIVATIVES AND USES THEREOF
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2268631A1

  公开（公告）日：2011-01-05
• [EN] AMINOPIPERIDINYL DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS AMINOPIPÉRIDINYLE ET LEURS UTILISATIONS
  申请人：HOFFMANN LA ROCHE

  公开号：WO2009118254A1

  公开（公告）日：2009-10-01

  This application discloses aminopiperidinyl compounds of generic Formulae (I) and (II) or pharmaceutically acceptable salts thereof, wherein m, r, Q1, Q2, Q3, R, Ra, R1, R2a, R2b, and R3 are defined as described herein, useful for treatment of diseases associated with monoamine reuptake inhibitors. Also provided are pharmaceutical compositions, methods of using, and methods of preparing the compounds.
• Identification of Small-Molecule Enhancers of Arginine Methylation Catalyzed by Coactivator-Associated Arginine Methyltransferase 1
  作者：Sabrina Castellano、Astrid Spannhoff、Ciro Milite、Fabrizio Dal Piaz、Donghang Cheng、Alessandra Tosco、Monica Viviano、Abdellah Yamani、Agostino Cianciulli、Marina Sala、Vincent Cura、Jean Cavarelli、Ettore Novellino、Antonello Mai、Mark T. Bedford、Gianluca Sbardella

  DOI：10.1021/jm301097p

  日期：2012.11.26

  Arginine methylation, is a common post-translational modification that is crucial in modulating gene expression at multiple critical. levels. The arginine methyltransferases (PRMTs) are envisaged as promising druggable targets,: but their role in physiological and pathological pathways is far from being clear due to the limited number of modulators reported to date. In this effort; enzyme activators can be invaluable tools, useful as gain-of-function reagents to interrogate the biological roles. in cells and in vivo of PRMTs. Yet the identification such molecule's is rarely pursued. Herein we describe a series of aryl ureido acetamido indole carboxylates (dubbed "uracandolates"), able to increase the Methylation of histone (H3) or nonhistone (polyadenylate-bihding protein 1, PABP1) substrates induced by coactivator-associated arginine methyltransferase 1 (CARM1), bath in in vitro and cellular settings. To the best of our knowledge, this is the first report of compounds acting as CARM1 activators.