1-(2-羟基-3,5-二甲基苯基)-2-苯基乙酮 | 93433-76-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2-羟基-3,5-二甲基苯基)-2-苯基乙酮
• 英文名称: 4,6-dimethyl-2-(phenylacetyl)phenol
• 英文别名: 1-(2-hydroxy-3,5-dimethylphenyl)-2-phenylethan-1-one；2.4-Dimethyl-6-phenacetyl-phenol；2-hydroxy-3,5-dimethyl-deoxybenzoin；2-Hydroxy-3,5-dimethyl-desoxybenzoin；4,6-dimethyl-2-(2-phenylacetyl)phenol；1-(2-hydroxy-3,5-dimethylphenyl)-2-phenylethanone
• CAS: 93433-76-2
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: MEYUEKFYIOVPFT-UHFFFAOYSA-N

物化性质

• 沸点：
  201-203 °C(Press: 10 Torr)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  1-(2-羟基-3,5-二甲基苯基)-2-苯基乙酮 在 吡啶 、 甲醇 、 sodium hydroxide 、 selenium(IV) oxide 、 氢溴酸 、 双氧水 、 sodium methylate 、 乙酸酐 、 溶剂黄146 作用下， 生成 2-羟基-3-甲基-苯甲酸
  参考文献：
  名称：

  Thermische Umlagerung von Acetoxy-cyclohexadienonen, 3. Mitt.: Die thermische Umlagerung 2,4,6-trisubstituierter Acetoxy-cyclohexadienone

  摘要：

  DOI：

  10.1007/bf00901317
• 作为产物：
  描述：

  <2.4-Dimethyl-phenyl>-phenacetylester 在 aluminum (III) chloride 作用下， 以 氯苯 为溶剂， 反应 3.0h， 生成 1-(2-羟基-3,5-二甲基苯基)-2-苯基乙酮
  参考文献：
  名称：

  通过TsOH介导的串联反应合成7-羟基-6H-萘并[2,3-c]香豆素。

  摘要：

  已经开发出使用可用的1-（2-羟基苯基）-2-苯基乙酮和Meldrum酸合成7-羟基-6 H-萘[2,3- c ]香豆素的简洁有效的方法。这种转化涉及串联的羟醛反应/内酯化/弗里德-克来福特反应，形成内酯环和苯环。以水和丙酮为副产物显示出高原子经济性。机理研究证明了Meldrum酸的两个作用：（i）作为串联反应的试剂，以及（ii）作为Friedel-Crafts反应的催化剂。此外，7-羟基-6 H-萘[2,3- c]香豆素进一步通过芳基乙炔基，芳基，和氰基基团，得到d-π-A的化合物具有优良的荧光发射（有效地官能化Φ ˚F = 0.14-0.78）。

  DOI：

  10.1039/d0cc04452k

文献信息

• Novel cerebroprotective agents with central nervous system stimulating activity. 2. Synthesis and pharmacology of the 1-(acylamino)-7-hydroxyindan derivatives
  作者：Yasuo Oshiro、Youji Sakurai、Tatsuyoshi Tanaka、Tetsuro Kikuchi、Tsuyoshi Hirose、Katsura Tottori

  DOI：10.1021/jm00111a014

  日期：1991.7

  In a continuous search for a novel cerebroprotective drug with a central nervous system (CNS) stimulating activity, a series of 1-(acylamino)-7-hydroxyindan derivatives has been synthesized and tested for its dual activities. The cerebroprotective activities of the compounds in this series were evaluated in terms of their effect on the survival of mice in hypoxic conditions (210 mmHg), and their CNS

  在不断寻找具有中枢神经系统（CNS）刺激活性的新型脑保护药物时，已合成了一系列1-（酰基氨基）-7-羟基茚满衍生物，并对其双重活性进行了测试。根据其对低氧条件下（210 mmHg）小鼠存活的影响，评估了该系列化合物的脑保护活性，并通过评估其对脑震荡引起的昏迷恢复的促进作用，检查了其对中枢神经系统的刺激活性。在小鼠中。几种化合物以30 mg / kg po的剂量延长了低氧条件下小鼠的存活率。该系列中的四种化合物在相同剂量下均表现出CNS刺激作用。其中，7-羟基-1-[[4-（3-甲氧基苯基）-1-哌嗪基]乙酰基]氨基] -2,2,4,6-四甲基茚满（18，OPC-14117），
• 1-amino-2,3-dihydro-1H-indene compounds
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04788130A1

  公开（公告）日：1988-11-29

  Novel 2,3-dihydro-1H-indene derivatives and salts thereof represented by the general formula (1), ##STR1## [wherein R.sup.1 and R.sup.2 are each a hydrogen atom, a lower alkyl group, a phenyl group which may have halogen atoms and/or alkyl groups as the substituents on the phenyl ring; R.sup.3 is a halogen atom or a lower alkyl group; R.sup.4 is a hydrogen atom, a halogen atom, a phenyl-lower alkyl group, a cycloalkyl-lower alkyl group or the like; R.sup.5 is a hydroxyimino group, an alkylamino group or a group of the formula --NHR.sup.8 (wherein R.sup.8 is a hydrogen atom, a halogen-substituted lower alkanoyl group or the like); R.sup.6 is a hydrogen atom or a phenyl group; and R.sup.7 is a hydrogen atom or a lower alkyl group]. The 2,3-dihydro-1H-indene derivatives and salt thereof are useful as improving agents for treating anoxemic and hypoxic symptoms and syndromes accompanied therewith, cerebral activators, amnesia curative agents, presbyophrenia curative agents, treating agents for breathing arrest and improving agents for hypoxia accompanied with potassium cyanide poisoning, as well as useful as anti-inflammatory agents and hypotensive agents.

  新型2,3-二氢-1H-茚衍生物及其盐由通式（1）表示，其中R.sup.1和R.sup.2分别是氢原子、较低的烷基基团、苯基，苯基上可能有卤原子和/或烷基基团作为取代基；R.sup.3是卤原子或较低的烷基基团；R.sup.4是氢原子、卤原子、苯基-较低烷基基团、环烷基-较低烷基基团或类似物；R.sup.5是羟亚胺基、烷基氨基或式--NHR.sup.8的基团（其中R.sup.8是氢原子、卤代较低脂酰基团或类似物）；R.sup.6是氢原子或苯基；R.sup.7是氢原子或较低的烷基基团。这些2,3-二氢-1H-茚衍生物及其盐可用作改善氧缺和缺氧症状及伴随的综合症的治疗剂、脑活化剂、失忆症治疗剂、老年痴呆症治疗剂、呼吸停止治疗剂和改善氰化钾中毒伴随的低氧症的治疗剂，以及作为抗炎剂和降压剂。
• 2,3-dihydro-1H-indene derivatives
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05242919A1

  公开（公告）日：1993-09-07

  Novel 2,3-dihydro-1H-indene derivatives and salts thereof represented by the general formula (1), ##STR1## [wherein R.sup.1 and R.sup.2 are each a hydrogen atom, a lower alkyl group, a phenyl group which may have halogen atoms and/or alkyl groups as the substituents on the phenyl ring; R.sup.3 is a halgoen atom or a lower alkyl group; R.sup.4 is a hydrogen atom, a halogen atom, a phenyl-lower alkyl group, a cycloalkyl-lower alkyl group or the like; R.sup.5 is a hydroxyimino group, an alkylamino group or a group of the formula --NHR.sup.8 (wherein R.sup.8 is a hydrogen atom, a halogen-substituted lower alkanoyl group or the like); R.sup.6 is a hydrogen atom or a phenyl group; and R.sup.7 is a hydrogen atom or a lower alkyl group]. The 2,3-dihydro-1H-indene derivatives and salt thereof are useful as improving agents for treating anoxemic and hypoxic symptoms and syndromes accompanied therewith, cerebral activators, amnesia curvative agents, presbyophrenia curvative agents, treating agents for breathing arrest and improving agents for hypoxia accompanied with potassium cyanide poisoning, as well as useful an anti-inflammatory agents and hypotensive agents.

  一种由通式（1）表示的新颖的2,3-二氢-1H-茚衍生物及其盐，其中：##STR1## [其中R.sup.1和R.sup.2均为氢原子，较低的烷基，苯基，其苯环上可能有卤原子和/或烷基作为取代基；R.sup.3为卤原子或较低的烷基；R.sup.4为氢原子，卤原子，苯基-较低烷基，环烷基-较低烷基或类似物；R.sup.5为羟肟基，烷基氨基或公式--NHR.sup.8的基团（其中R.sup.8为氢原子，卤代较低脂肪酰基或类似物）；R.sup.6为氢原子或苯基；R.sup.7为氢原子或较低的烷基]。2,3-二氢-1H-茚衍生物及其盐可作为改善治疗缺氧和低氧症状和综合症的剂量，脑活化剂，改善失忆症的剂量，老年痴呆症的治疗剂量，呼吸停止的治疗剂量和改善氰化钾中毒伴随的低氧症的剂量，以及有用的抗炎剂和降压剂。
• 2,3-dihydro-1H-indene derivatives and their use as pharmaceutical agents
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05055474A1

  公开（公告）日：1991-10-08

  Novel 2,3-dihydro-1H-indene derivatives and salts thereof represented by the general formula (1), ##STR1## [wherein R.sup.1 and R.sup.2 are each a hydrogen atom, a lower alkyl group, a phenyl group which may have halogen atoms and/or alkyl groups as the substituents on the phenyl ring; R.sup.3 is a halogen atom or a lower alkyl group; R.sup.4 is a hydrogen atom, a halogen atom, a phenyl-lower alkyl group, a cycloalkyl-lower alkyl group or the like; R.sup.5 is a hydroxyimino group, an alkylamino group or a group of the formula --NHR.sup.8 (wherein R.sup.8 is a hydrogen atom, a halogen-substituted lower alkanoyl group or the like); R.sup.6 is a hydrogen atom or a phenyl group; and R.sup.7 is a hydrogen atom or a lower alkyl group]. The 2,3-dihydro-1H-indene derivatives and salt thereof are useful as improving agents for treating anoxemic and hypoxic symptoms and syndromes accompanied therewith, cerebral activators, amnesia curative agents, presbyophrenia curative agents, treating agents for breathing arrest and improving agents for hypoxia accompanied with potassium cyanide poisoning, as well as useful as anti-inflammatory agents and hypotensive agents.

  通式（1）所表示的新型2,3-二氢-1H-茚衍生物及其盐，其中R1和R2分别是氢原子、低碳基、苯基，苯环上可能有卤素基团和/或烷基基团作为取代基；R3是卤素原子或低碳基；R4是氢原子、卤素原子、苯基-低碳基、环烷基-低碳基或类似物；R5是羟肟基、烷基氨基或公式--NHR8的基团（其中R8是氢原子、卤素取代的低碳酰基基团或类似物）；R6是氢原子或苯基；R7是氢原子或低碳基。这些2,3-二氢-1H-茚衍生物及其盐可作为改善缺氧和低氧症状和综合征的治疗剂、脑活化剂、改善记忆障碍的治疗剂、老年痴呆症的治疗剂、呼吸骤停的治疗剂和改善氰化钾中毒引起的低氧症状的治疗剂，以及作为抗炎剂和降压剂使用。
• 3-Ylidenephthalides as a new class of transient receptor potential channel TRPA1 and TRPM8 modulators
  作者：Giorgio Ortar、Aniello Schiano Moriello、Enrico Morera、Marianna Nalli、Vincenzo Di Marzo、Luciano De Petrocellis

  DOI：10.1016/j.bmcl.2013.08.039

  日期：2013.10

  Following the recent identification of the naturally occurring 3-ylidene-4,5-dihydrophthalide ligustilide and its oxidation product dehydroligustilide as novel TRPA1 modulators, a series of seventeen 3-ylide-nephthalides was synthesized and tested on TRPA1 and TRPM8 channels. Most of these compounds acted as strong modulators of the two channel types with EC50 and/or IC50 values distinctly lower than those of the reference compounds. (C) 2013 Elsevier Ltd. All rights reserved.