3-甲基-4-羟基苯乙酸乙酯 | 607707-64-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-甲基-4-羟基苯乙酸乙酯
• 英文名称: ethyl (4-hydroxy-3-methylphenyl)acetate
• 英文别名: 3-Methoxy-4-hydroxy-phenylessigsaeureethylester；ethyl 2-(4-hydroxy-3-methylphenyl)acetate
• CAS: 607707-64-2
• 化学式: C₁₁H₁₄O₃
• mdl: MFCD11042866
• 分子量: 194.23
• InChiKey: SFSINBRPRMNWIH-UHFFFAOYSA-N

物化性质

• 密度：
  1.119

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-甲基-4-羟基苯乙酸乙酯 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 2-(4-Hydroxy-3-methylphenyl)ethanol
  参考文献：
  名称：

  [EN] BIPHENYL DERIVATIVES AS MODULATORS OF THE HISTAMINE-H3 RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO
  [FR] DÉRIVÉS DE BIPHÉNYLE COMME MODULATEURS DU RÉCEPTEUR H-3 DE L'HISTAMINE UTILES POUR LE TRAITEMENT DE TROUBLES SE RAPPORTANT À CELUI-CI

  摘要：

  式(Ia)联苯衍生物及其调节H3组胺受体活性的药用组合物。本发明化合物及其药用组合物针对治疗与组胺H3受体相关的一系列疾病的方法，包括认知障碍、癫痫、脑创伤、抑郁症、肥胖症、睡眠与觉醒障碍，如嗜睡症、轮班工作综合征、药物副作用引起的嗜睡、保持警觉以帮助完成任务等、猝倒症、过度嗜睡、嗜睡综合征、时差反应、睡眠呼吸暂停等；注意力缺陷多动障碍(ADHD)、精神分裂症、过敏反应、上呼吸道过敏、过敏性鼻炎、鼻塞、痴呆、阿尔茨海默病、疼痛等。

  公开号：

  WO2009058300A1
• 作为产物：
  描述：

  (4-甲氧基-3-甲基苯基)乙酰氯 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 3-甲基-4-羟基苯乙酸乙酯
  参考文献：
  名称：

  Novel 8-Substituted Dipyridodiazepinone Inhibitors with a Broad-Spectrum of Activity against HIV-1 Strains Resistant to Non-nucleoside Reverse Transcriptase Inhibitors

  摘要：

  A series of novel 8-substituted dipyridodiazepinone-based inhibitors were investigated for their antiviral activity against wild type human immunodeficiency virus (HIV-1) and the clinically prevalent K103N/Y181C mutant virus. Our efforts have resulted in a series of benzoic acid analogues that are potent inhibitors of HIV-1 replication against a panel of HIV-1 strains resistant to non-nucleoside reverse transcriptase inhibitors (NNRTIS). Furthermore, the combination of good antiviral potency, a broad spectrum of activity, and an excellent pharmacokinetic profile provides strong justification for the further development of compound 7 as a potential treatment for wild type and NNRTI-resistant HIV-1 infection.

  DOI：

  10.1021/jm050255t

文献信息

• Non-nucleoside reverse transcriptase inhibitors
  申请人：Mirzadegan Taraneh

  公开号：US20070088053A1

  公开（公告）日：2007-04-19

  The present invention provides for compounds useful for treating an HIV-1 infection, or preventing an HIV-1 infection, or treating AIDS or ARC. The compounds of the invention are of formula I wherein R1-R4 and Ar are as herein defined. Also disclosed in the present invention are methods of treating an HIV-1 infection with compounds defined herein and pharmaceutical compositions containing said compounds.

  本发明提供了用于治疗HIV-1感染、预防HIV-1感染、治疗AIDS或ARC的化合物。本发明的化合物具有以下式I的结构，其中R1-R4和Ar如本文所定义。本发明还公开了使用本文所定义的化合物治疗HIV-1感染的方法以及含有这些化合物的药物组合物。
• Carbene Transfer and Carbene Insertion Reactions Catalyzed by a Mixed-Ligand Copper(I) Complex
  作者：Stefano Brenna、G. Attilio Ardizzoia

  DOI：10.1002/ejoc.201800863

  日期：2018.7.6

  An easily prepared low‐cost copper(I) homogeneous catalyst has been investigated in carbene transfer reactions. High yields and selectivities were achieved in olefin cyclopropanation and O–H and N–H insertions.

  在卡宾转移反应中，已经研究了一种易于制备的低成本铜（I）均相催化剂。在烯烃环丙烷化以及OH和NH插入中实现了高收率和选择性。
• BIPHENYL DERIVATIVES AS MODULATORS OF THE HISTAMINE-H3 RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO
  申请人：Arena Pharmaceuticals, Inc.

  公开号：EP2217592A1

  公开（公告）日：2010-08-18
• [EN] BIPHENYL DERIVATIVES AS MODULATORS OF THE HISTAMINE-H3 RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO<br/>[FR] DÉRIVÉS DE BIPHÉNYLE COMME MODULATEURS DU RÉCEPTEUR H-3 DE L'HISTAMINE UTILES POUR LE TRAITEMENT DE TROUBLES SE RAPPORTANT À CELUI-CI
  申请人：ARENA PHARM INC

  公开号：WO2009058300A1

  公开（公告）日：2009-05-07

  Biphenyl derivatives of Formula (Ia) and pharmaceutical compositions thereof that modulate the activity of the H3 histamine receptor. (Ia) Compounds of the present invention and pharmaceutical compositions thereof are directed to methods useful in the treatment of histamine H3-associated disorders, such as cognitive disorders, epilepsy, brain trauma, depression, obesity, disorders of sleep and wakefulness, such as narcolepsy, shift-work syndrome, drowsiness as a side effect from a medication, maintenance of vigilance to aid in completion of tasks and the like, cataplexy, hypersomnia, somnolence syndrome, jet lag, sleep apnea and the like, attention deficit hyperactivity disorder (ADHD), schizophrenia, allergies, allergic responses in the upper airway, allergic rhinitis, nasal congestion, dementia, Alzheimer's disease, pain and the like.

  式(Ia)联苯衍生物及其调节H3组胺受体活性的药用组合物。本发明化合物及其药用组合物针对治疗与组胺H3受体相关的一系列疾病的方法，包括认知障碍、癫痫、脑创伤、抑郁症、肥胖症、睡眠与觉醒障碍，如嗜睡症、轮班工作综合征、药物副作用引起的嗜睡、保持警觉以帮助完成任务等、猝倒症、过度嗜睡、嗜睡综合征、时差反应、睡眠呼吸暂停等；注意力缺陷多动障碍(ADHD)、精神分裂症、过敏反应、上呼吸道过敏、过敏性鼻炎、鼻塞、痴呆、阿尔茨海默病、疼痛等。
• Novel 8-Substituted Dipyridodiazepinone Inhibitors with a Broad-Spectrum of Activity against HIV-1 Strains Resistant to Non-nucleoside Reverse Transcriptase Inhibitors
  作者：Jeff A. O'Meara、Christiane Yoakim、Pierre R. Bonneau、Michael Bös、Michael G. Cordingley、Robert Déziel、Louise Doyon、Jianmin Duan、Michel Garneau、Ingrid Guse、Serge Landry、Eric Malenfant、Julie Naud、William W. Ogilvie、Bounkham Thavonekham、Bruno Simoneau

  DOI：10.1021/jm050255t

  日期：2005.8.1

  A series of novel 8-substituted dipyridodiazepinone-based inhibitors were investigated for their antiviral activity against wild type human immunodeficiency virus (HIV-1) and the clinically prevalent K103N/Y181C mutant virus. Our efforts have resulted in a series of benzoic acid analogues that are potent inhibitors of HIV-1 replication against a panel of HIV-1 strains resistant to non-nucleoside reverse transcriptase inhibitors (NNRTIS). Furthermore, the combination of good antiviral potency, a broad spectrum of activity, and an excellent pharmacokinetic profile provides strong justification for the further development of compound 7 as a potential treatment for wild type and NNRTI-resistant HIV-1 infection.