N-(4-iodophenyl)furan-2-carboxamide | 64078-15-5

• 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: N-(4-iodophenyl)furan-2-carboxamide
• 英文别名: C-176-09；Brenzschleimsaeure-p-iodanilid
• CAS: 64078-15-5
• 化学式: C₁₁H₈INO₂
• mdl: MFCD00454515
• 分子量: 313.095
• InChiKey: SZULKQKLXQZPCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  139-141 °C(Solv: ethanol (64-17-5))
• 沸点：
  284.8±20.0 °C(Predicted)
• 密度：
  1.807±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-iodophenyl)furan-2-carboxamide 在 1,1,3,3-四甲基二硅氧烷 、 三(五氟苯基)硼烷 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以91%的产率得到N-(furan-2-ylmethyl)aniline
  参考文献：
  名称：

  Metal-Free Reduction of Secondary and Tertiary N-Phenyl Amides by Tris(pentafluorophenyl)boron-Catalyzed Hydrosilylation

  摘要：

  Tris(pentafluorophenyl)boron B(C6F5)3 is an effective catalyst for the hydrosilylative reduction of tertiary and N-phenyl secondary amides. It allows for the mild reduction of a variety of these amides in near quantitative yield, with minimal purification, at low temperatures, and with short reaction times. This reduction shows functional group tolerance for alkenes, nitro groups, and aryl halides, including aryl iodides.

  DOI：

  10.1021/jo501299j
• 作为产物：
  描述：

  2-氰基呋喃 、 苯肼,盐酸盐 在 亚硝酸特丁酯 、 碘 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 以47%的产率得到N-苯基-2-呋喃羧酰胺
  参考文献：
  名称：

  碘介导的芳基肼盐酸盐向腈的芳基转移反应

  摘要：

  通过芳基与氰基的芳基N加成反应，开发了碘促进的，无金属，无碱和无溶剂的交叉偶联反应，用于合成各种有用的仲酰胺。该芳基转移反应与用作芳基供体的芳基肼盐酸盐一起进行。标记实验表明，产物中的N原子来自腈的氰基，它们的成本较低。还提出了一种可行的自由基驱动机制。

  DOI：

  10.1016/j.tet.2019.05.034

文献信息

• Insertion of Benzene Rings into the Amide Bond: One-Step Synthesis of Acridines and Acridones from Aryl Amides
  作者：Didier G. Pintori、Michael F. Greaney

  DOI：10.1021/ol902568x

  日期：2010.1.1

  Insertion of benzene rings into the amide bond using the reactive intermediate benzyne is described. Aromatic amides undergo smooth insertion when treated with O-triflatophenyl silane benzyne precursors, producing versatile aminobenzophenone products in good to excellent yield. The process is entirely metal-free and has been exemplified on the synthesis of biologically active acridones and acridines

  描述了使用反应性中间体苯炔将苯环插入酰胺键。用O-三氟苯基硅烷硅烷苯并炔前体处理后，芳族酰胺会顺利插入，从而以高至优异的收率生产出多种用途的氨基二苯甲酮产品。该方法完全不含金属，并已在生物活性a啶和cr啶的合成中得到了例证。
• Compounds that enhance Atoh-1 expression
  申请人：MASSACHUSETTS EYE & EAR INFIRMARY

  公开号：EP2732819A2

  公开（公告）日：2014-05-21

  This invention generally provides compounds, pharmaceutical compositions, and methods for their use, which include methods that result in increased expression in an Atoh1 gene (e.g., Hath1) in a biological cell. More specifically, the invention relates to the treatment of diseases and/or disorders that would benefit from increased Atoh1 expression, e.g. a hearing impairment or imbalance disorder associated with a loss of auditory hair cells, or a disorder associated with abnormal cellular proliferation.

  本发明一般提供化合物、药物组合物及其使用方法，其中包括导致生物细胞中 Atoh1 基因（如 Hath1）表达增加的方法。更具体地说，本发明涉及可从 Atoh1 表达增加中获益的疾病和/或失调症的治疗，例如与听觉毛细胞丧失有关的听力损伤或失调症，或与细胞异常增殖有关的失调症。
• Compounds that enhance Atoh1 expression
  申请人：Massachusetts Eye & Ear Infirmary

  公开号：US10406163B2

  公开（公告）日：2019-09-10

  This invention generally provides compounds, pharmaceutical compositions, and methods for their use, which include methods that result in increased expression in an Atoh1 gene (e.g., Hath1) in a biological cell. More specifically, the invention relates to the treatment of diseases and/or disorders that would benefit from increased Atoh1 expression, e.g., a hearing impairment or imbalance disorder associated with a loss of auditory hair cells, or a disorder associated with abnormal cellular proliferation.

  本发明一般提供化合物、药物组合物及其使用方法，其中包括导致生物细胞中Atoh1基因（如Hath1）表达增加的方法。更具体地说，本发明涉及可从 Atoh1 表达增加中获益的疾病和/或失调症的治疗，例如，与听觉毛细胞丧失有关的听力损伤或失调症，或与细胞异常增殖有关的失调症。
• Efficient delivery of therapeutic molecules to cells of the inner ear
  申请人：Massachusetts Eye and Ear Infirmary

  公开号：US11370823B2

  公开（公告）日：2022-06-28

  Compositions and provided to induce cells of the inner ear to renter the cell cycle and to proliferate. In particular, hair cells are induced to proliferate by administration of a composition which activates the Myc and Notch. Supporting cells are induced to transdifferentiate to hair cells by inhibition of Myc and Notch activity or the activation of Atoh1. Methods of treatment include the intracellular delivery of these molecules to a specific therapeutic target.

  提供了诱导内耳细胞进入细胞周期和增殖的组合物。特别是，通过服用能激活 Myc 和 Notch 的组合物来诱导毛细胞增殖。通过抑制 Myc 和 Notch 的活性或激活 Atoh1，诱导支持细胞向毛细胞转分化。治疗方法包括在细胞内将这些分子输送到特定的治疗靶点。
• JANCEVSKA M.; BOGDANOV B., GODISHEN ZB. PRIRODNO-MAT. UN-T SKOPJE, 1975(1976), A., NO 25-26, 215-221
  作者：JANCEVSKA M.、 BOGDANOV B.

  DOI：——

  日期：——