2-iodo-1-isopropyl-4-nitrobenzene | 1100053-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-iodo-1-isopropyl-4-nitrobenzene
• 英文别名: 2-iodo-4-nitro-1-propan-2-ylbenzene
• CAS: 1100053-97-1
• 化学式: C₉H₁₀INO₂
• 分子量: 291.088
• InChiKey: JFOQZXKNSMZHNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-iodo-1-isopropyl-4-nitrobenzene 在 氢溴酸 、 乙酸酐 、 铜 作用下， 以 溶剂黄146 为溶剂， 生成 2-Hydroxy-5'-nitro-2'-isopropylbiphenyl
  参考文献：
  名称：

  氢键对联苯内旋的影响的核磁共振研究

  摘要：

  已经通过核磁共振技术研究了关于几种联苯衍生物的枢轴键的内旋，使用位于不对称中心附近的异丙基中两个甲基的不同化学位移。比较了 2-甲氧基和 2-羟基衍生物的结果。溶剂效应在 2-羟基衍生物中显着。这些结果与取代基效应一起表明，围绕 2-羟基衍生物的枢轴键旋转的活化能略高于相应的甲基醚的事实可能归因于基态的稳定化。来自分子内 O-H…π 相互作用的存在。红外数据与上述结论一致。

  DOI：

  10.1246/bcsj.44.1683

文献信息

• [EN] BETA-SUBSTITUTED BETA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS AND USES THEREOF<br/>[FR] ACIDES BÊTA-AMINÉS SUBSTITUÉS EN BÊTA ET ANALOGUES À UTILISER EN TANT QU'AGENTS DE CHIMIOTHÉRAPIE ET LEURS UTILISATIONS
  申请人：QUADRIGA BIOSCIENCES INC

  公开号：WO2017024009A1

  公开（公告）日：2017-02-09

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  β-取代β-氨基酸，β-取代β-氨基酸衍生物，β-取代β-氨基酸类似物和（生物）同位素以及它们作为化疗药物的用途被披露。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物的方法以及使用这些化合物治疗癌症的方法。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物在表达LAT1/4F2hc转运蛋白的肿瘤细胞中表现出选择性摄取，并在体内给予受试者后在癌细胞中积累。β-取代β-氨基酸衍生物和β-取代β-氨基酸类似物和（生物）同位素对几种肿瘤类型表现出细胞毒性。
• β-substituted β-amino acids and analogs as chemotherapeutic agents and uses thereof
  申请人：Quadriga Biosciences, Inc.

  公开号：US10017459B2

  公开（公告）日：2018-07-10

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  本研究公开了 β-取代的 β-氨基酸、β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物和（生物）异构体及其作为化疗药物的用途。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物和（生物）异甾烷是选择性的 LAT1/4F2hc 底物，在表达 LAT1/4F2hc 转运体的肿瘤中表现出快速吸收和滞留。此外，还公开了β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物的合成方法以及使用这些化合物治疗癌症的方法。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物在表达LAT1/4F2hc转运体的肿瘤细胞中表现出选择性吸收，并且在体内给受试者用药时会在癌细胞中蓄积。β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物及（生物）异构体对多种肿瘤类型具有细胞毒性。
• Beta-substituted beta-amino acids and analogs as chemotherapeutic agents and uses thereof
  申请人：Quadriga Biosciences, Inc.

  公开号：US10246406B2

  公开（公告）日：2019-04-02

  β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.

  本研究公开了 β-取代的 β-氨基酸、β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物和（生物）异构体及其作为化疗药物的用途。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物和（生物）异甾烷是选择性的 LAT1/4F2hc 底物，在表达 LAT1/4F2hc 转运体的肿瘤中表现出快速吸收和滞留。此外，还公开了β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物的合成方法以及使用这些化合物治疗癌症的方法。β-取代的β-氨基酸衍生物和β-取代的β-氨基酸类似物在表达LAT1/4F2hc转运体的肿瘤细胞中表现出选择性吸收，并且在体内给受试者用药时会在癌细胞中蓄积。β-取代的 β-氨基酸衍生物和 β-取代的 β-氨基酸类似物及（生物）异构体对多种肿瘤类型具有细胞毒性。
• Palladium-Catalyzed Cross-Coupling Reactions of Benzyl Indium Reagents with Aryl Iodides
  作者：Louis S. Chupak、Joanna P. Wolkowski、Yves A. Chantigny

  DOI：10.1021/jo802280m

  日期：2009.2.6

  Herein described is an operationally simple procedure for generating benzyl indium species from readily available benzyl bromides and indium metal followed by in situ palladium-catalyzed coupling with aryl halides. The procedure provides diarylmethanes in modest to excellent yield and tolerates a variety of functional groups in both coupling partners.
• BETA-SUBSTITUTED BETA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS AND USES THEREOF
  申请人：Quadriga Biosciences, Inc.

  公开号：EP3331851A1

  公开（公告）日：2018-06-13