(2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone | 147029-79-6

• 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-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone
• 英文别名: (2-Hydroxy-5-methylphenyl)(2-methylphenyl)methanone；(2-hydroxy-5-methylphenyl)-(2-methylphenyl)methanone
• CAS: 147029-79-6
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: AFDBVNBYJIQPMI-UHFFFAOYSA-N

物化性质

• 熔点：
  95°C
• 沸点：
  332.8±30.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone 在 哌啶 、 盐酸 、 叠氮磷酸二苯酯 、 溶剂黄146 、 三乙胺 作用下， 以 苯 为溶剂， 反应 11.0h， 生成 3-Isocyanato-6-methyl-4-o-tolyl-chromen-2-one
  参考文献：
  名称：

  香豆素和2-喹诺酮的3-脲基衍生物的合成作为有效的酰基辅酶A：胆固醇酰基转移酶抑制剂。

  摘要：

  合成了4-苯基香豆素和4-苯基-2-喹诺酮的新型3-脲基衍生物，并评估了其酰基辅酶A：胆固醇酰基转移酶（ACAT）的抑制活性。这些衍生物以10（-8）至10（-9）M的水平抑制大鼠肠道ACAT的IC50值，并发现当以膳食混合物的形式给予胆固醇喂养的大鼠时，血浆中的胆固醇水平正常化。

  DOI：

  10.1248/cpb.43.616
• 作为产物：
  描述：

  p-tolyl 2-methylbenzoate 在 三氯化铝 作用下， 以 硝基苯 为溶剂， 反应 0.75h， 以90%的产率得到(2-Hydroxy-5-methyl-phenyl)-o-tolyl-methanone
  参考文献：
  名称：

  二苯甲酮衍生物的合成和晶体学分析-潜在的抗炎药。

  摘要：

  以优异的产率实现了取代苯甲酸苯酯1a-j到取代羟基二苯甲酮2a-j的弗里斯重排。2a-j进一步苯甲酰化为苯甲酰氧基二苯甲酮4a-n，二苯甲酮类似物，收率良好。评价所有新合成的化合物的抗炎活性，并与标准药物进行比较。在所研究的化合物中，对位带有氯和甲基取代基的化合物4c，4e，4g，4h和4k在所有测试剂量下均比标准药物具有更强的活性。

  DOI：

  10.1016/j.bmc.2007.02.051

文献信息

• Design, synthesis and molecular docking of benzophenone conjugated with oxadiazole sulphur bridge pyrazole pharmacophores as anti inflammatory and analgesic agents
  作者：Zabiulla、A.R. Gulnaz、Yasser Hussein Eissa Mohammed、Shaukath Ara Khanum

  DOI：10.1016/j.bioorg.2019.103220

  日期：2019.11

  active lipid compounds having diverse hormone like effects are important mediators of the body’s response to pain and inflammation, and are formed from essential fatty acids found in cell membranes. This reaction is catalyzed by cyclooxygenase, a membrane associated enzyme occurring in two isoforms, COX-1 and COX-2. Nonsteroidal anti-inflammatory drugs (NSAIDs) act by inhibiting the activity of COX.

  前列腺素（PG）是一组具有多种激素样作用的生理活性脂质化合物，是人体对疼痛和炎症反应的重要介体，由细胞膜中的必需脂肪酸形成。该反应由环氧合酶催化，环氧合酶是一种与膜相关的酶，以两种同工型COX-1和COX-2发生。非甾体类抗炎药（NSAIDs）通过抑制COX的活性发挥作用。鉴于此，设计，合成，表征并随后评价了与恶二唑硫桥吡唑部分8a-1缀合的一系列新型二苯甲酮的抗炎和镇痛特性。新型类似物8a-1的研究对潜在的抗炎活性显示出高水平的COX-1和COX-2抑制活性。在该系列中，化合物8i在二苯甲酮的苯甲酰基环的对位具有吸电子氟基团，其特征在于对COX-1和COX-2的抑制均具有最高的IC 50值，这与标准药物相当。此外，已经对有效化合物进行了分子对接研究。
• Synthesis of some newer analogues of substituted dibenzoyl phenol as potent anti-inflammatory agents
  作者：Shaukath Ara. Khanum、Venu T. D、Sheena Shashikanth、Aiysha Firdouse

  DOI：10.1016/j.bmcl.2004.08.014

  日期：2004.11

  3a-f, which on Fries rearrangement using microwave irradiation led to a facile synthesis of solely dibenzoyl phenols 4a-f in excellent yield. The newly synthesized compounds were screened for their anti-inflammatory activity and were compared with standard drugs. Out of the compounds studied, the compound 4e showed more potent activity than the standard drugs at all doses tested.

  羟基二苯甲酮1a-f的苯甲酰化作用提供了取代的苯甲酰基苯基苯甲酸酯3a-f，使用微波辐射进行弗里斯重排后，可以轻松地以优异的产率轻松合成仅二苯甲酰基苯酚4a-f。筛选新合成的化合物的抗炎活性，并与标准药物进行比较。在所研究的化合物中，化合物4e在所有测试剂量下均显示出比标准药物更强的活性。
• Glycosylated derivatives of benzophenone, benzhydrol and benzhydril as potential venous antithrombotic agents
  作者：Francois Bellamy、Derek Horton、Jean Millet、Francois Picart、Soth Samreth、Jean Bernard Chazan

  DOI：10.1021/jm00059a015

  日期：1993.4

  A series of glycosylated derivatives of benzophenone, benzhydrol, and benzhydril has been synthesized and evaluated for potential activity as venous antithrombotic agents. Studies on structure-activity relationships revealed that compounds having an electron-withdrawing group in the benzhydril or benzhydrol moiety, and specifically those having the beta-D-xylopyranosyl structure in the sugar moiety, were good antithrombotic agents in a rat model of venous thrombosis.
• Synthesis of benzoyl phenyl benzoates as effective inhibitors for phospholipase A2 and hyaluronidase enzymes
  作者：Shaukath Ara Khanum、Satish Kumar Murari、Bannikuppe Sannanaik Vishwanth、Sheena Shashikanth

  DOI：10.1016/j.bmcl.2005.06.012

  日期：2005.9

  Benzoylation of (hydroxy phenyl) phenyl methanone 2a-g to benzoyl phenyl benzoates 4a-g, a benzophenone analogue, was achieved in good yield. All the newly synthesized compounds were evaluated for their phospholipase A(2) [E.C. 3.1.1.4] and hyaluronidase [E.C. 3.2.1.35] enzyme inhibitory activity in snake venom as source and their structure activity relationship with respect to different groups is reported for the first time. The in vitro PLA(2) enzyme inhibitory activity and in vivo anti-inflammatory activity studies of benzoyl phenyl benzoates are illustrated. (c) 2005 Elsevier Ltd. All rights reserved.
• NEAR-INFRARED-ABSORBING MATERIAL AND NEAR-INFRARED-ABSORBING FILTER
  申请人：KIMURA Keizo

  公开号：US20080073626A1

  公开（公告）日：2008-03-27

  The invention provides a near-infrared-absorbing material comprising at least one first compound selected from the group consisting of a singlet oxygen scavenger, a radical trapping agent and an antioxidant and at least one second compound represented by the following formula (II-1) or (II-2).