1-苄基-6,7-二氢-1氢-吲哚-4(5氢)-酮 | 115310-16-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-苄基-6,7-二氢-1氢-吲哚-4(5氢)-酮
• 英文名称: 1,5,6,7-tetrahydro-1-(phenylmethyl)indazol-4-one
• 英文别名: 1-benzyl-1,5,6,7-tetrahydro-4H-indazol-4-one；1,5,6,7-tetrahydro-1-benzyl-4H-indazol-4-one；1-benzyl-6,7-dihydro-5H-indazol-4-one
• CAS: 115310-16-2
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: KZRACVAICNSDTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苄基-6,7-二氢-1氢-吲哚-4(5氢)-酮 在 乙醇 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 生成 1,4,5,6-tetrahydro-1-methyl-6-(phenylmethyl)benzo<1,2-c:3,4-c'>dipyrazole
  参考文献：
  名称：

  Peet, Norton P.; LeTourneau, Michael E., Heterocycles, 1991, vol. 32, # 1, p. 41 - 72

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-环己二酮 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-苄基-6,7-二氢-1氢-吲哚-4(5氢)-酮
  参考文献：
  名称：

  Pyrazolo[3,4-h]quinolines promising photosensitizing agents in the treatment of cancer

  摘要：

  A new series of pyrazolo[3,4-h]quinolines, heteroanalogues of angelicin was conveniently prepared with a broad substitution pattern. A large number of derivatives was obtained and the cellular photocytotoxicity was evaluated in vitro against 5 different human tumor cell lines with GI(50) values reaching the nanomolar level (14.52-0.04 mu M). Selected compounds were able to photoinduce a massive cell death with the involvement of mitochondria. Their photodamage cellular targets were proteins and lipids and they did not cause any kind of DNA photodamage. This latter event is of considerable importance in the modulation of long term side effects, generally associated with the use of classical furocoumarins. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.08.003

文献信息

• Dipyrazoles and their use as bronchodilators
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04734430A1

  公开（公告）日：1988-03-29

  A group of variously methyl-substituted[1,2-c:3,4-c']dipyrazoles, cyclohepta[1,2-c:3,4-c']dipyrazoles, and cyclopenta[1,2-c:3,4-c']dipyrazoles useful as bronchodilators are described herein. The compounds are prepared by reacting a 1,3-diketone with hydrazine or methylhydrazine to give tricyclic products optionally followed by catalytic dehydrogenation and/or alkylation with a strong base and methyl iodide to give various other compounds within the scope of the invention.

  本文描述了一组不同甲基取代的[1,2-c:3,4-c']二吡唑，环庚[1,2-c:3,4-c']二吡唑和环戊[1,2-c:3,4-c']二吡唑，它们作为支气管扩张剂具有用途。这些化合物是通过将1,3-二酮与肼或甲基肼反应制备得到的三环产物，随后可以选择性地进行催化脱氢和/或与强碱和碘甲烷烷基化反应以得到发明范围内的各种其他化合物。
• 1,5,6,7-Tetrahydro-4H-indazol-4-ones as human neutrophil elastase (HNE) inhibitors
  作者：Niccolo Cantini、Letizia Crocetti、Gabriella Guerrini、Claudia Vergelli、Igor A. Schepetkin、Marco Pallecchi、Gianluca Bartolucci、Mark T. Quinn、Elisabetta Teodori、Maria Paola Giovannoni

  DOI：10.1016/j.bmcl.2021.128380

  日期：2021.11

  Human neutrophil elastase (HNE) is a serine protease that is expressed in polymorphonuclear neutrophils. It has been recognized as an important therapeutic target for treating inflammatory diseases, especially related to the respiratory system, but also for various types of cancer. Thus, compounds able to inhibit HNE are of great interest in medicinal chemistry. In the present paper, we report the

  人中性粒细胞弹性蛋白酶 (HNE) 是一种在多形核中性粒细胞中表达的丝氨酸蛋白酶。它已被认为是治疗炎症性疾病的重要治疗靶点，尤其是与呼吸系统相关的炎症性疾病，也可用于治疗各种类型的癌症。因此，能够抑制 HNE 的化合物在药物化学中引起了极大的兴趣。在本文中，我们报告了一系列新的 HNE 抑制剂的合成和生物学评价，这些抑制剂具有创新的 1,5,6,7-tetrahydro-4H-indazol-4-one 核心，是作为我们之前的分子修饰而开发的报道了基于吲唑的 HNE 抑制剂。由于 1,5,6,7-tetrahydro-4 H-indazol-4-one 骨架可以两种可能的互变异构形式出现，酰化/烷基化反应导致两种异构体的混合物，通常广泛不平衡，有利于一种形式。使用分析技术和核磁共振光谱，我们对异构体对进行了表征和分离，并确认了用于生物测试的化合物。化合物对 HNE 抑制活性的分析表明它们是有效的抑制剂，K
• AROMATIC COMPOUND PRODUCTION METHOD
  申请人：FUJIFILM Corporation

  公开号：US20180215716A1

  公开（公告）日：2018-08-02

  Provided is a method for producing an aromatic compound, which can produce a particular aromatic compound at high yield and can be industrially utilized. According to the invention, there is provided a method for producing an aromatic compound, including an aromatization reaction which includes reacting an oxime compound represented by Formula (1) with an acylating agent in the presence of a hydroquinone compound and a palladium compound, and thus obtaining an aromatic compound.

  提供了一种生产芳香化合物的方法，该方法可以高产地生产特定的芳香化合物，并且可以在工业上得到利用。根据本发明，提供了一种生产芳香化合物的方法，包括芳香化反应，其中包括在氢醌化合物和钯化合物的存在下，将由式（1）表示的肟化合物与酰化试剂反应，从而得到芳香化合物。
• 1,5,6,7-tetrahydro-4H-indazol-4-ones
  申请人：Dr. Karl Thomae GmbH

  公开号：US05468766A1

  公开（公告）日：1995-11-21

  Pharmaceutical compositions are described which contain 1,5,6,7-tetrahydro-4H-indazol-4-ones of the formula ##STR1## some of these substances themselves being new. The pharmaceutical compositions may be used as analgesics, antipyretics and antiphlogistics.

  本文描述了含有1,5,6,7-四氢-4H-吲唑酮的药物组合物，其化学式为##STR1## 其中一些物质本身是新的。这种药物组合物可以用作镇痛剂、解热剂和消炎药。
• Dipyrazoles useful as bronchodilators
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0276833A2

  公开（公告）日：1988-08-03

  A group of variously methyl-substituted[1,2-c:3,4-c']dipyrazoles, cyclohepta[1,2-c:3,4-c']dipyrazoles, and cyclopenta[1,2-c:3,4-c']dipyrazoles useful as bronchodilators are described herein. The compounds are prepared by reacting a 1,3-diketone with hydrazine or methylhydrazine to give tricyclic products optionally followed by catalytic dehydrogenation and/or alkylation with a strong base and methyl iodide to give various other compounds within the scope of the invention.

  本文描述了一组不同甲基取代的[1,2-c:3,4-c']二吡唑、环庚[1,2-c:3,4-c']二吡唑和环戊[1,2-c:3,4-c']二吡唑，可用作支气管扩张剂。 这些化合物的制备方法是将 1,3-二酮与肼或甲肼反应，得到三环产物，然后用强碱和甲基碘催化脱氢和/或烷基化，得到本发明范围内的各种其他化合物。