3-isobutylbenzo[d][1,2,3]triazin-4(3H)-one | 15561-74-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 英文名称: 3-isobutylbenzo[d][1,2,3]triazin-4(3H)-one
• 英文别名: 3-isobutyl-3H-benzo[d][1,2,3]triazin-4-one；3-(2-Methylpropyl)-1,2,3-benzotriazin-4-one
• CAS: 15561-74-7
• 化学式: C₁₁H₁₃N₃O
• 分子量: 203.244
• InChiKey: VTFAKEDOLRWBBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  45
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-2-(3-acetyl-3-methyltriaz-1-en-1-yl)-N-isobutylbenzamide 以 甲醇 为溶剂， 22.0~25.0 ℃ 、300.01 kPa 条件下， 以97 %的产率得到3-isobutylbenzo[d][1,2,3]triazin-4(3H)-one
  参考文献：
  名称：

  可见光介导氮中心诺里什反应连续流动合成苯并三嗪-4(3H)-酮

  摘要：

  我们报告了一种合成取代苯并三嗪-4(3 H )-酮的新方案，该酮是具有重要药理学特性的代表性不足的杂环支架。我们的方法利用无环芳基三嗪前体，在暴露于紫光（420 nm）时发生光环化反应。利用连续流反应器技术，只需 10 分钟的停留时间即可获得优异的产率，且无需任何添加剂或光催化剂。潜在的反应机制似乎是基于经典 Norrish II 型反应的前所未有的变化，并伴随着断裂和 N-N 键的形成。这一有趣的转变的可扩展性、流程稳健性和绿色证书得到了强调。

  DOI：

  10.1021/acs.orglett.4c00248

文献信息

• PROTECTED AMINE LABELS AND USE IN DETECTING ANALYTES
  申请人：Marto Jarrod A.

  公开号：US20120258886A1

  公开（公告）日：2012-10-11

  The invention is directed towards novel amino acid based compounds, which may be isotopically enriched, and methods of use of such compounds for characterising one or more molecules of a sample by mass spectrometry, the method comprising: (a) reacting the one or more molecules with the compound; and (b) characterising the one or more molecules by mass spectrometry.

  该发明涉及新型基于氨基酸的化合物，该化合物可以进行同位素富集，并且使用这种化合物的方法可用于通过质谱法表征样品中的一个或多个分子，该方法包括：(a)将一个或多个分子与该化合物反应;以及(b)通过质谱法表征一个或多个分子。
• In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes
  申请人：California Institute of Technology

  公开号：US10208322B2

  公开（公告）日：2019-02-19

  The present invention provides methods for catalyzing the conversion of an olefin to any compound containing one or more cyclopropane functional groups using heme enzymes. In certain aspects, the present invention provides a method for producing a cyclopropanation product comprising providing an olefinic substrate, a diazo reagent, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce a cyclopropanation product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin cyclopropanation reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.

  本发明提供了使用血红素酶催化烯烃向任何含有一个或多个环丙烷官能团的化合物转化的方法。在某些方面，本发明提供了一种生产环丙烷化产物的方法，包括提供烯烃底物、重氮试剂和血红素酶；以及在反应中将各组分混合足够长的时间以生产环丙烷化产物。在其他方面，本发明提供了能够进行体内和体外烯烃环丙烷化反应的血红素酶，包括其变体和片段。本发明还提供了表达血红素酶的表达载体和宿主细胞。
• Cytochrome P450 BM3 enzyme variants for preparation of cyclopropanes
  申请人：California Institute of Technology

  公开号：US11008596B2

  公开（公告）日：2021-05-18

  The present invention provides methods for catalyzing the conversion of an olefin to any compound containing one or more cyclopropane functional groups using heme enzymes. In certain aspects, the present invention provides a method for producing a cyclopropanation product comprising providing an olefinic substrate, a diazo reagent, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce a cyclopropanation product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin cyclopropanation reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.

  本发明提供了利用血红素酶催化烯烃向任何含有一个或多个环丙烷官能团的化合物转化的方法。在某些方面，本发明提供了一种生产环丙烷化产物的方法，包括提供烯烃底物、重氮试剂和血红素酶；以及在反应中将各组分混合足够长的时间以生产环丙烷化产物。在其他方面，本发明提供了能够进行体内和体外烯烃环丙烷化反应的血红素酶，包括其变体和片段。本发明还提供了表达血红素酶的表达载体和宿主细胞。
• IN VIVO AND IN VITRO OLEFIN CYCLOPROPANATION CATALYZED BY HEME ENZYMES
  申请人：California Institute of Technology

  公开号：US20140242647A1

  公开（公告）日：2014-08-28

  The present invention provides methods for catalyzing the conversion of an olefin to any compound containing one or more cyclopropane functional groups using heme enzymes. In certain aspects, the present invention provides a method for producing a cyclopropanation product comprising providing an olefinic substrate, a diazo reagent, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce a cyclopropanation product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin cyclopropanation reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.
• P-450-CATALYZED ENANTIOSELECTIVE CYCLOPROPANATION OF ELECTRON-DEFICIENT OLEFINS
  申请人：CALIFORNIA INSTITUTE OF TECHNOLOGY

  公开号：US20160032330A1

  公开（公告）日：2016-02-04

  The present invention pertains to the use of engineered variants of enzyme CYP102A, also known as P450-BM3, for cyclopropanation of olefins containing electron-withdrawing groups. One exemplary enzyme variant, referred to as BM3-HStar, contains five mutations away from wild-type P450-BM3, and demonstrates high activity towards cyclopropanation of olefinic substrates using ethyldiazoacetate (EDA) and other carbene transfer reagents. Products of these reactions are potential precursors of levomilnacipran derivatives, a class of compounds that have been shown to be selective inhibitors of monoamine transporters. In addition, cyclopropanation reactions with the P450-BM3 enzyme variants of the invention can be conducted in whole cells expressing the enzyme variants and can proceed under aerobic conditions.