2-amino-5-methylphenyl 4-fluorophenyl ketone | 91713-56-3

• 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-amino-5-methylphenyl 4-fluorophenyl ketone
• 英文别名: (2-amino-5-methylphenyl)(4-fluorophenyl)methanone；2-amino-4'-fluoro-5-methylbenzophenone；2-amino-5-methyl-4’-fluorobenzophenone；Methanone, (2-amino-5-methylphenyl)(4-fluorophenyl)-；(2-amino-5-methylphenyl)-(4-fluorophenyl)methanone
• CAS: 91713-56-3
• 化学式: C₁₄H₁₂FNO
• 分子量: 229.254
• InChiKey: WHIAIKVQXGMCTR-UHFFFAOYSA-N

物化性质

• 熔点：
  70-71.5 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  410.2±45.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-5-methylphenyl 4-fluorophenyl ketone 在 四氯化钛 、 三乙胺 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 2-[4-(aminosulfonyl)phenyl]-3-(4-fluorophenyl)-5-methyl-1H-indole
  参考文献：
  名称：

  2,3-Diaryl-substituted indole based COX-2 inhibitors as leads for imaging tracer development

  摘要：

  一系列含有氟或甲氧基的2,3-二芳基取代吲哚化合物通过菲舍尔吲哚合成、麦克默里环化反应或比希勒-默劳反应合成，以寻找正电子发射断层扫描（PET）放射性示踪剂开发的潜在先导化合物。

  DOI：

  10.1039/c4ra05650g
• 作为产物：
  描述：

  N-(2-(4-fluorobenzoyl)-4-methylphenyl)acetamide 在 ammonium hydroxide 、 苯 、 silica gel 、 乙酸乙酯 、 正己烷 、 环己烷 作用下， 以 乙醇 、 盐酸 为溶剂， 反应 16.0h， 以to give 56.3 g (61.5%) of the titled compound as bright yellow crystals, m.p. 70.0°-71.5° C.的产率得到2-amino-5-methylphenyl 4-fluorophenyl ketone
  参考文献：
  名称：

  2-Amino-3-(alkylthiobenzoyl)-phenylacetic acids

  摘要：

  新型2-氨基-3-(烷硫基苯甲酰)苯乙酸、酯和金属盐的化学式为：##STR1## 其中，R为氢或较低的烷基，R.sup.1为氢、较低的烷基或药用可接受的金属阳离子，R.sup.2为氢、卤素、较低的烷基或较低的烷氧基，Am为一级氨基(--NH.sub.2)、甲基氨基或二甲基氨基。这些化合物具有抗炎活性；具有有效的镇痛活性，并抑制血小板聚集。

  公开号：

  US04503073A1

文献信息

• Methods for treating an inflammatory condition or inhibiting JNK
  申请人：——

  公开号：US20040127536A1

  公开（公告）日：2004-07-01

  This invention is generally directed to Indazole Derivatives having the following structure: 1 or pharmaceutically acceptable salt thereof, wherein R 1 , R 2 and A are as defined herein. Such compounds have utility in the treatment of a wide range of diseases and disorders that are responsive to JNK inhibition, such as an inflammatory disease or disorder. Thus, methods of treating such diseases and disorders are also disclosed, as are pharmaceutical compositions containing one or more compounds of the above compounds.

  这项发明通常涉及吲唑衍生物，具有以下结构： 1 或药用可接受的盐，其中R 1 ，R 2 和A如本文所述定义。这类化合物在治疗对JNK抑制剂有响应的广泛疾病和障碍，如炎症性疾病或障碍中具有用途。因此，还披露了治疗这些疾病和障碍的方法，以及包含一个或多个上述化合物的药物组合物。
• Indazole compounds, compositions thereof and methods of treatment therewith
  申请人：Bhagwat S. Shripad

  公开号：US20050009876A1

  公开（公告）日：2005-01-13

  This invention is generally directed to the use of Indazole Compounds for treating or preventing diseases associated with protein kinases, including tyrosine kinases, such as proliferative diseases, inflammatory diseases, abnormal angiogenesis and diseases related thereto, atherosclerosis, macular degeneration, diabetes, obesity, pain and others. The methods comprise the administration to a patient in need thereof of an effective amount of an indazole compound that inhibits, modulates or regulates tyrosine kinase signal transduction. Novel indazole compounds or pharmaceutically acceptable salt thereof are presented herein.

  这项发明通常涉及使用吲唑化合物来治疗或预防与蛋白激酶相关的疾病，包括酪氨酸激酶，诸如增殖性疾病、炎症性疾病、异常血管生成及其相关疾病、动脉硬化、黄斑变性、糖尿病、肥胖、疼痛等。这些方法包括向有需要的患者施用有效量的吲唑化合物，以抑制、调节或控制酪氨酸激酶信号转导。本文中提供了一种新型的吲唑化合物或其药用可接受的盐。
• Indazole derivatives as JNK inhibitors and compositions and methods related thereto
  申请人：——

  公开号：US20020103229A1

  公开（公告）日：2002-08-01

  Compounds having activity as selective inhibitors of JNK are disclosed. The compounds of this invention are indazole derivatives having the following structure: 1 wherein R 1 , R 2 and A are as defined herein. Such compounds have utility in the treatment of a wide range of conditions that are responsive to JNK inhibition. Thus, methods of treating such conditions are also disclosed, as are pharmaceutical compositions containing one or more compounds of the above compounds.

  本发明公开了作为JNK选择性抑制剂的化合物。本发明的化合物是吲唑衍生物，具有以下结构： 1 其中R 1 ，R 2 和A如本文所述定义。此类化合物在治疗对JNK抑制产生响应的广泛病症方面具有用途。因此，还公开了治疗此类病症的方法，以及包含一个或多个上述化合物的药物组合物。
• Antiinflammatory agents. 3. Synthesis and pharmacological evaluation of 2-amino-3-benzoylphenylacetic acid and analogs
  作者：David A. Walsh、H. Wayne Moran、Dwight A. Shamblee、Ibrahim M. Uwaydah、William J. Welstead、Lawrence F. Sancilio、Warren N. Dannenburg

  DOI：10.1021/jm00377a001

  日期：1984.11

  A series of substituted derivatives of 2-amino-3-benzoylphenylacetic acid (amfenac) has been synthesized and evaluated for antiinflammatory, analgesic, and cyclooxygenase inhibiting activity. Several derivatives including 157 (4'-chloro), 158 (4'-bromo), and 182 (5-chloro, 4'-bromo) were more potent than indomethacin in these assays.

  已经合成了一系列2-氨基-3-苯甲酰基苯基乙酸（氨苯乙酸）的取代衍生物，并评估了它们的抗炎，止痛和环加氧酶活性。在这些测定中，包括157（4'-氯），158（4'-溴）和182（5-氯，4'-溴）的几种衍生物比消炎痛更有效。
• Efficient Friedel–Crafts benzoylation of aniline derivatives with 4-fluorobenzoyl chloride using copper triflate in the synthesis of aminobenzophenones
  作者：Phuong Hoang Tran、Huy Quang Phung、Poul Erik Hansen、Hai Ngoc Tran、Thach Ngoc Le

  DOI：10.1080/00397911.2016.1148164

  日期：2016.5.18

  ABSTRACT An efficient pathway for the synthesis of the aminobenzophenone derivatives via Friedel–Crafts benzoylation using copper triflate as catalyst is proposed. New derivatives are synthesized. The copper triflate could be easily recovered and reused without loss of catalytic activity. Both the use of ionic liquids and microwave heating turned out to be fruitful. GRAPHICAL ABSTRACT

  摘要 提出了一种以三氟甲磺酸铜为催化剂通过 Friedel-Crafts 苯甲酰化合成氨基二苯甲酮衍生物的有效途径。合成了新的衍生物。三氟甲磺酸铜可以很容易地回收和再利用而不会损失催化活性。离子液体和微波加热的使用都证明是卓有成效的。图形概要