(4-溴苯基)(环丁基)甲酮 | 898790-60-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (4-溴苯基)(环丁基)甲酮
• 中文别名: 4-溴苯基环丁甲酮
• 英文名称: 4-bromophenyl cyclobutyl ketone
• 英文别名: (4-bromophenyl)(cyclobutyl)methanone；(4-bromophenyl)-cyclobutylmethanone
• CAS: 898790-60-8
• 化学式: C₁₁H₁₁BrO
• 分子量: 239.112
• InChiKey: AZSFMTLMLOZVLG-UHFFFAOYSA-N

物化性质

• 沸点：
  323.5±25.0 °C(Predicted)
• 密度：
  1.456±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  (4-溴苯基)(环丁基)甲酮 在 copper(I) oxide 、 ammonium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以0.10 g的产率得到4-aminophenyl cyclobutyl ketone
  参考文献：
  名称：

  Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides

  摘要：

  A number of structural analogues of the known toxicant para-aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia-with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1-20; compound 6 metHb% = 74.1 +/- 2). Besides lipophilicity, this structural sub-class suggested there were certain structural requirements for activity, with both branched (10-16) and cyclic (17-20) alkyl analogues exhibiting inferior in vitro metHb induction. Of the four candidates (compounds 4, 6, 13 and 23) evaluated in vivo, 4 exhibited the greatest toxicity. In parallel, aminophenone bioisosteres, including oximes 30-32, sulfoxide 33, sulfone 34 and sulfonamides 35-36, were found to be inferior metHb inducers to lead ketone 4. Closer examination of Hammett substituent constants suggests that a particular combination of the field and resonance parameters may be significant with respect to the redox mechanisms behind PAPPs metHb toxicity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.046
• 作为产物：
  描述：

  4-溴苯甲酸 在 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 、 C₆H₁₀N₃⁽¹⁺⁾*BF₄^(1-) 、 caesium carbonate 、 triethylamine tris(hydrogen fluoride) 、 ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 作用下， 以 二氯甲烷 、 乙酸甲酯 为溶剂， 反应 7.0h， 生成 (4-溴苯基)(环丁基)甲酮
  参考文献：
  名称：

  光氧化还原和 N-杂环卡宾协同催化 Suzuki-Miyaura 型反应：芳酰氟和烷基硼酸的自由基偶联

  摘要：

  通过协同N-杂环卡宾 (NHC) 和光氧化还原催化，揭示了苯甲酰氟与烷基硼酸合成酮的分子间 Suzuki-Miyaura 型反应。各种烷基硼酸无需外部氧化剂或活化剂即可转化为烷基自由基。此外，该催化体系可通过自由基中继过程实现苯乙烯的双官能化。机理实验表明苯甲酸阴离子中间体可能在该反应体系中发挥独特的作用。

  DOI：

  10.1021/acs.orglett.4c00334

文献信息

• [EN] COMPOUNDS FOR THE TREATMENT OF INFLAMMATORY DISORDERS<br/>[FR] COMPOSÉS UTILISABLES POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：SCHERING CORP

  公开号：WO2010054279A1

  公开（公告）日：2010-05-14

  This invention relates to compounds of the Formula (I): (Chemical formula should be inserted here as it appears on abstract in paper form) (I) or a pharmaceutically acceptable salt, solvate or isomer thereof, which can be useful for the treatment of diseases or conditions mediated by MMPs, ADAMs, TACE, aggrecanase, TNF- or combinations thereof.

  本发明涉及式(I)的化合物：（化学式应按照纸质摘要中的形式插入在此处）（I）或其药用可接受的盐、溶剂合物或异构体，可用于治疗由MMPs、ADAMs、TACE、聚集素酶、TNF-或其组合介导的疾病或症状。
• p38 MAP 키나아제 억제제로 항염증 활성을 나타내는 신규 화합물
  申请人：Prazertherapeutics Inc. (주)프레이저테라퓨틱스(120200191076) Corp. No ▼ 110111-7254925BRN ▼184-88-01440

  公开号：KR102298450B1

  公开（公告）日：2021-09-08

  본 발명은 항염증 활성을 나타내는 신규 화합물에 관한 것으로, 본 발명의 화합물은 염증전구물질 (pro-inflammatory cytokines)의 생성에 결정적인 역할을 하여 염증성 질환을 유발하는 것으로 알려진 p38 MAPK에 대하여 우수한 억제효능을 가지므로, 염증성 질환의 치료제로 유용하게 사용될 수 있다.

  本发明涉及一种显示抗炎活性的新化合物，该化合物对于引发炎性疾病的炎症前体物质（前炎症细胞因子）的生成起着决定性作用，因此具有优越的抑制 p38 MAPK 的能力，可以用作治疗炎症性疾病的药物。
• COMPOUNDS FOR THE TREATMENT OF INFLAMMATORY DISORDERS
  申请人：Kozlowski Joseph A.

  公开号：US20120010181A1

  公开（公告）日：2012-01-12

  This invention relates to compounds of the Formula (I): (Chemical formula should be inserted here as it appears on abstract in paper form) (I) or a pharmaceutically acceptable salt, solvate or isomer thereof, which can be useful for the treatment of diseases or conditions mediated by MMPs, ADAMs, TACE, aggrecanase, TNF—or combinations thereof.
• US8541572B2
  申请人：——

  公开号：US8541572B2

  公开（公告）日：2013-09-24
• Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides
  作者：David Rennison、Daniel Conole、Malcolm D. Tingle、Junpeng Yang、Charles T. Eason、Margaret A. Brimble

  DOI：10.1016/j.bmcl.2013.10.046

  日期：2013.12

  A number of structural analogues of the known toxicant para-aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia-with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1-20; compound 6 metHb% = 74.1 +/- 2). Besides lipophilicity, this structural sub-class suggested there were certain structural requirements for activity, with both branched (10-16) and cyclic (17-20) alkyl analogues exhibiting inferior in vitro metHb induction. Of the four candidates (compounds 4, 6, 13 and 23) evaluated in vivo, 4 exhibited the greatest toxicity. In parallel, aminophenone bioisosteres, including oximes 30-32, sulfoxide 33, sulfone 34 and sulfonamides 35-36, were found to be inferior metHb inducers to lead ketone 4. Closer examination of Hammett substituent constants suggests that a particular combination of the field and resonance parameters may be significant with respect to the redox mechanisms behind PAPPs metHb toxicity. (C) 2013 Elsevier Ltd. All rights reserved.