1-isopropyl-4-nitro-1H-indole | 1253225-83-0

• 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: 1-isopropyl-4-nitro-1H-indole
• 英文别名: 4-Nitro-1-(propan-2-yl)-1H-indole；4-nitro-1-propan-2-ylindole
• CAS: 1253225-83-0
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: OUGOPDIWVRGSPI-UHFFFAOYSA-N

物化性质

• 沸点：
  342.9±15.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-isopropyl-4-nitro-1H-indole 在 盐酸 、 铁粉 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 生成 1-isopropyl-3,5,5-trimethyl-5,6-dihydro-1H-azepino[4,3,2-cd]indole
  参考文献：
  名称：

  由4-氨基吲哚意外合成azepino [4,3,2- cd ]吲哚

  摘要：

  在盐酸为催化剂的情况下，由4-氨基吲哚和丙酮合成喹啉的过程中，观察到了对Skraup-Doebner-Von Miller反应的意外区域选择性。产物明确地指定为1-烷基-3,5,5-三甲基-5,6-二氢-1 H-叠氮基[4,3,2- cd ]吲哚而不是2,2,4-三甲基-2，基于NMR光谱和X射线晶体学分析的7-二氢-1 H-吡咯并[2,3- h ]喹诺酮。

  DOI：

  10.1016/j.tetlet.2017.02.049
• 作为产物：
  描述：

  4-硝基吲哚 、 2-溴丙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以92%的产率得到1-isopropyl-4-nitro-1H-indole
  参考文献：
  名称：

  由4-氨基吲哚意外合成azepino [4,3,2- cd ]吲哚

  摘要：

  在盐酸为催化剂的情况下，由4-氨基吲哚和丙酮合成喹啉的过程中，观察到了对Skraup-Doebner-Von Miller反应的意外区域选择性。产物明确地指定为1-烷基-3,5,5-三甲基-5,6-二氢-1 H-叠氮基[4,3,2- cd ]吲哚而不是2,2,4-三甲基-2，基于NMR光谱和X射线晶体学分析的7-二氢-1 H-吡咯并[2,3- h ]喹诺酮。

  DOI：

  10.1016/j.tetlet.2017.02.049

文献信息

• OLIGONUCLEOTIDES COMPRISING A MODIFIED OR NON-NATURAL NUCLEOBASE
  申请人：MANOHARAN Muthiah

  公开号：US20090281298A1

  公开（公告）日：2009-11-12

  One aspect of the present invention relates to a double-stranded oligonucleotide comprising at least one non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitroindolyl, nitropyrrolyl, or nitroimidazolyl. In a preferred embodiment, the non-natural nucleobase is difluorotolyl. In certain embodiments, only one of the two oligonucleotide strands comprising the double-stranded oligonucleotide contains a non-natural nucleobase. In certain embodiments, both of the oligonucleotide strands comprising the double-stranded oligonucleotide independently contain a non-natural nucleobase. In certain embodiments, the oligonucleotide strands comprise at least one modified sugar moiety. Another aspect of the present invention relates to a single-stranded oligonucleotide comprising at least one non-natural nucleobase. In a preferred embodiment, the non-natural nucleobase is difluorotolyl. In certain embodiments, the ribose sugar moiety that occurs naturally in nucleosides is replaced with a hexose sugar, polycyclic heteroalkyl ring, or cyclohexenyl group. In certain embodiments, at least one phosphate linkage in the oligonucleotide has been replaced with a phosphorothioate linkage.

  本发明的一个方面涉及至少包含一种非天然核碱基的双链寡核苷酸。在某些实施例中，非天然核碱基是二氟基甲苯基、硝基吲哚基、硝基吡咯基或硝基咪唑基。在一个首选实施例中，非天然核碱基是二氟基甲苯基。在某些实施例中，仅有双链寡核苷酸中的两个寡核苷酸链中的一个包含非天然核碱基。在某些实施例中，包含双链寡核苷酸的两个寡核苷酸链独立地包含非天然核碱基。在某些实施例中，寡核苷酸链包括至少一个修饰的糖基团。本发明的另一个方面涉及至少包含一种非天然核碱基的单链寡核苷酸。在一个首选实施例中，非天然核碱基是二氟基甲苯基。在某些实施例中，核苷中天然存在的核苷糖被替换为六碳糖、多环杂基烷基环或环己烯基团。在某些实施例中，寡核苷酸中的至少一个磷酸酯连接被替换为磷酸硫酯连接。
• Oligonucleotides comprising a ligand tethered to a modified or non-natural nucleobase
  申请人：Manoharan Muthiah

  公开号：US20070054279A1

  公开（公告）日：2007-03-08

  One aspect of the present invention relates to a double-stranded oligonucleotide comprising at least one ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitropyrrolyl, or nitroimidazolyl. In certain embodiments, the ligand is a steroid or aromatic compound. In certain embodiments, only one of the two oligonucleotide strands comprising the double-stranded oligonucleotide contains a ligand tethered to an altered or non-natural nucleobase. In certain embodiments, both of the oligonucleotide strands comprising the double-stranded oligonucleotide independently contain a ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the oligonucleotide strands comprise at least one modified sugar moiety. Another aspect of the present invention relates to a single-stranded oligonucleotide comprising at least one ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitropyrrolyl, or nitroimidazolyl. In certain embodiments, the ligand is a steroid or aromatic compound. In certain embodiments, the ribose sugar moiety that occurs naturally in nucleosides is replaced with a hexose sugar, polycyclic heteroalkyl ring, or cyclohexenyl group. In certain embodiments, at least one phosphate linkage in the oligonucleotide has been replaced with a phosphorothioate linkage.

  本发明的一个方面涉及一种双链寡核苷酸，其中至少一个配体被系在改变或非天然核碱基上。在某些实施例中，非天然核碱基是二氟基甲苯基、硝基吡咯基或硝基咪唑基。在某些实施例中，配体是类固醇或芳香化合物。在某些实施例中，只有双链寡核苷酸中的两个寡核苷酸链之一包含系在改变或非天然核碱基上的配体。在某些实施例中，双链寡核苷酸中的两个寡核苷酸链都独立地包含系在改变或非天然核碱基上的配体。在某些实施例中，寡核苷酸链包括至少一个修饰糖基。本发明的另一个方面涉及一种单链寡核苷酸，其中至少一个配体被系在改变或非天然核碱基上。在某些实施例中，非天然核碱基是二氟基甲苯基、硝基吡咯基或硝基咪唑基。在某些实施例中，配体是类固醇或芳香化合物。在某些实施例中，核苷酸中自然存在的核苷糖被替换为六糖、多环杂基烷基环或环己烯基团。在某些实施例中，寡核苷酸中至少一个磷酸酯键被磷酸硫酯键所替代。
• OLIGNUCLEOTIDES COMPRISING A LIGAND TETHERED TO A MODIFIED OR NON-NATURAL NUCLEOBASE
  申请人：MANOHARAN Muthiah

  公开号：US20090312531A1

  公开（公告）日：2009-12-17

  One aspect of the present invention relates to a double-stranded oligonucleotide comprising at least one ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitropyrrolyl, or nitroimidazolyl. In certain embodiments, the ligand is a steroid or aromatic compound. In certain embodiments, only one of the two oligonucleotide strands comprising the double-stranded oligonucleotide contains a ligand tethered to an altered or non-natural nucleobase. In certain embodiments, both of the oligonucleotide strands comprising the double-stranded oligonucleotide independently contain a ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the oligonucleotide strands comprise at least one modified sugar moiety. Another aspect of the present invention relates to a single-stranded oligonucleotide comprising at least one ligand tethered to an altered or non-natural nucleobase. In certain embodiments, the non-natural nucleobase is difluorotolyl, nitropyrrolyl, or nitroimidazolyl. In certain embodiments, the ligand is a steroid or aromatic compound. In certain embodiments, the ribose sugar moiety that occurs naturally in nucleosides is replaced with a hexose sugar, polycyclic heteroalkyl ring, or cyclohexenyl group. In certain embodiments, at least one phosphate linkage in the oligonucleotide has been replaced with a phosphorothioate linkage.

  本发明的一个方面涉及一种双链寡核苷酸，其中至少有一种配体被系着到改变或非自然的核碱基上。在某些实施例中，非自然的核碱基是二氟基甲苯基、硝基吡咯基或硝基咪唑基。在某些实施例中，配体是类固醇或芳香族化合物。在某些实施例中，只有双链寡核苷酸中的两条寡核苷酸链中的一条包含系着到改变或非自然核碱基上的配体。在某些实施例中，双链寡核苷酸中的两条寡核苷酸链都独立地包含系着到改变或非自然核碱基上的配体。在某些实施例中，寡核苷酸链包含至少一个改变的糖基团。本发明的另一个方面涉及一种单链寡核苷酸，其中至少有一种配体被系着到改变或非自然的核碱基上。在某些实施例中，非自然的核碱基是二氟基甲苯基、硝基吡咯基或硝基咪唑基。在某些实施例中，配体是类固醇或芳香族化合物。在某些实施例中，自然存在于核苷中的核糖糖基团被替换为六碳糖、多环杂环烷基环或环己烯基团。在某些实施例中，寡核苷酸中至少有一个磷酸酯键被磷酸硫酯键替换。
• Direct Sensing of Molecular Species by Polyfluors on a DNA Backbone
  申请人：Kool Eric Todd

  公开号：US20120309107A1

  公开（公告）日：2012-12-06

  Nucleoside analogs are provided; and fluorescent sensors comprising the nucleoside analogs. The sensors comprise multiple chromophores built on a DNA backbone, in which all the natural DNA bases are replaced by excimeric or exciplex-forming fluorophores, ligands, quenchers and spacers in thousands of combinations. The sensors find use in the detection and identification of target analytes by fluorescence, e.g., detection of metal ions, neutral organic compounds and anions. The sensors find use in the detection and identification of molecular species in the vapor or gaseous phase, or the liquid phase. The sensors find use in qualitative and quantitative screening and detection methods.
• US7579451B2
  申请人：——

  公开号：US7579451B2

  公开（公告）日：2009-08-25