methyl 3-[2-hydroxy-4-(methoxymethoxy)phenyl]propanoate | 499157-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 3-[2-hydroxy-4-(methoxymethoxy)phenyl]propanoate
• 英文别名: 3-(4-methoxymethoxy-2-hydroxyphenyl)propanoic acid methyl ester
• CAS: 499157-67-4
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: GMWFIMPSCVHNRU-UHFFFAOYSA-N

物化性质

• 沸点：
  371.3±37.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-[2-hydroxy-4-(methoxymethoxy)phenyl]propanoate 在 1,1'-bis(diphenylphosphino)ferrocene N-甲基吗啉 、 吡啶 、 potassium acetate 、 palladium diacetate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 DMF (N,N-dimethyl-formamide) 、 二氯甲烷 为溶剂， 反应 51.17h， 生成 3-(2-((3-methyl-1-(3,5-dimethylphenyl)butyl)carbamoyl)-4-methoxymethoxyphenyl)propanoic acid methyl ester
  参考文献：
  名称：

  EP1431267

  摘要：

  公开号：
• 作为产物：
  描述：

  7-羟基香豆素 在 palladium 10% on activated carbon 氢气 、 sodium hydride 、 N-乙基异丙基胺 作用下， 以 四氢呋喃 、 甲醇 、 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 12.0h， 生成 methyl 3-[2-hydroxy-4-(methoxymethoxy)phenyl]propanoate
  参考文献：
  名称：

  EP1431267

  摘要：

  公开号：

文献信息

• 3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 3: Synthesis, metabolic stability, and biological evaluation of optically active analogs
  作者：Masaki Asada、Tetsuo Obitsu、Atsushi Kinoshita、Toshihiko Nagase、Tadahiro Yoshida、Yoshiyuki Yamaura、Hiroya Takizawa、Ken Yoshikawa、Kazutoyo Sato、Masami Narita、Hisao Nakai、Masaaki Toda、Yoshito Tobe

  DOI：10.1016/j.bmc.2010.03.028

  日期：2010.5

  ic acid analogs possessing the (1R)-1-(3,5-dimethylphenyl)-3-methylbutylamine moiety on the carboxyamide side chain were synthesized and evaluated for their binding affinity for the EP1-4 receptors and their antagonist activity for the EP3 receptor. Rational drug design based on the structure of the metabolites in human liver microsomes led us to the discovery of another series of analogs. Several

  合成了一系列在羧酰胺侧链上具有（1 R）-1-（3,5-二甲基苯基）-3-甲基丁胺部分的3-（2-氨基羰基苯基）丙酸类似物，并评估了它们对EP1的结合亲和力-4受体及其对EP3受体的拮抗活性。基于人肝微粒体代谢物结构的合理药物设计使我们发现了另一系列类似物。进一步评价了几种化合物在口服给药后在大鼠中的体内功效以及药代动力学特征，包括在肝微粒体中的体外稳定性。
• THERAPEUTIC AGENT FOR PSYCHONEUROTIC DISEASE
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP1787657A1

  公开（公告）日：2007-05-23

  The present invention relates to a preventive and/or therapeutic agent for psychoneurotic diseases, comprising an EP3 antagonist represented by the general formula (I): (wherein the meanings of characters are defined in the description). This compound has an antagonistic potency against EP3 and exhibits efficacy through unusual action mechanism as a preventive and/or therapeutic agent for psychoneurotic disorder, psychosomatic disorder, anxiety disorder, depression and disorder caused by stress.

  本发明涉及一种预防和/或治疗心神经疾病的药剂，包括一种由一般公式(I)表示的EP3拮抗剂：（其中字符的含义在描述中定义）。该化合物具有对EP3的拮抗作用，通过不寻常的作用机制作为一种预防和/或治疗心神经紊乱、心身疾病、焦虑症、抑郁症以及由压力引起的疾病的药剂展现出疗效。
• CARBOXYLIC ACID DERIVATIVES AND PHARMACEUTICAL AGENT COMPRISING THE SAME AS ACTIVE INGREDIENT
  申请人：Tani Kousuke

  公开号：US20090318703A1

  公开（公告）日：2009-12-24

  A carboxylic acid derivative of formula (I): wherein R 1 is —COOH, —COOR 6 , etc.; A is a single bond, alkylene, etc.; R 2 is alkyl, alkoxy, etc.; B is a carbocyclic ring or a heterocyclic ring; Q is alkylnene-Cyc2, etc.; D is a linking chain; and R 3 is alkyl, a carbocyclic ring or a heterocyclic ring, or a non-toxic salt thereof. The compound of formula (I) binds to PGE 2 receptor, especially subtypes EP 3 and/or EP 4 and show the antagonizing activity, are useful for the prevention and/or treatment of diseases induced pain, itch, urticaria, allergy, urinary frequency, urinary disturbance, Alzheimer's disease, cancer, dysmenorrhea, endometriosis, etc.

  化学式为（I）的羧酸衍生物：其中R1为—COOH，—COOR6等；A为单键，烷基等；R2为烷基，烷氧基等；B为碳环或杂环；Q为烷基烯-Cyc2等；D为连接链；R3为烷基，碳环或杂环，或其无毒盐。化合物（I）与PGE2受体结合，特别是亚型EP3和/或EP4，并显示拮抗活性，对于预防和/或治疗由疼痛、瘙痒、荨麻疹、过敏、尿频、尿液障碍、阿尔茨海默病、癌症、痛经、子宫内膜异位症等引起的疾病有用。
• Carboxylic acid derivative compounds and drugs comprising these compounds as the active ingredient
  申请人：Tani Kousuke

  公开号：US20060258728A1

  公开（公告）日：2006-11-16

  A carboxylic acid derivative of formula (I): wherein R 1 is —COOH, —COOR 6 , etc.; A is a single bond, alkylene, etc.; R 2 is alkyl, alkoxy, etc.; B is a carbocyclic ring or a heterocyclic ring; Q is alkylnene-Cyc2, etc.; D is a linking chain; and R 3 is alkyl, a carbocyclic ring or a heterocyclic ring, or a non-toxic salt thereof. The compound of formula (I) binds to PGE 2 receptor, especially subtypes EP 3 and/or EP 4 and show the antagonizing activity, are useful for the prevention and/or treatment of diseases induced pain, itch, urticaria, allergy, urinary frequency, urinary disturbance, Alzheimer's disease, cancer, dysmenorrhea, endometriosis, etc.

  化学式为（I）的羧酸衍生物：其中R1为—COOH，—COOR6等；A为单键，烷基等；R2为烷基，烷氧基等；B为碳环或杂环；Q为烷基烯-Cyc2等；D为连接链；R3为烷基，碳环或杂环，或其无毒盐。化合物（I）与PGE2受体结合，特别是亚型EP3和/或EP4，并显示拮抗活性，可用于预防和/或治疗因疼痛、瘙痒、荨麻疹、过敏、尿频、尿障碍、阿尔茨海默病、癌症、痛经、子宫内膜异位症等引起的疾病。
• Carboxylic acid compounds
  申请人：Asada Masaki

  公开号：US20070167498A1

  公开（公告）日：2007-07-19

  The present invention relates to a carboxylic acid compound of formula (I): wherein R 1 is H, alkyl; m is 2, 3; n is 0-2; R 2 is phenyl, naphthyl, benzofuran, benzothiophene; Q is —CH 2 —O-Cyc1, —CH 2 -Cyc2, -L-Cyc3; R 3a and R 3b each independently is hydrogen, alkyl or taken together form tetrahydro-2H-pyran; a pharmaceutically acceptable salt thereof, a method for producing a process of the preparation thereof and a pharmaceutical agent comprising the same as an active ingredient. The compound of formula (I) have an antagonizing activity against PGE 2 receptor, specifically EP 3 receptor which is subtype thereof, and are useful for the prevention and/or treatment of itching, pain, urinary disturbance or stress disease.

  本发明涉及一种化学式（I）的羧酸化合物：其中，R1为H，烷基；m为2，3；n为0-2；R2为苯基，萘基，苯并呋喃基，苯并噻吩基；Q为—CH2—O-Cyc1，— -Cyc2，-L-Cyc3；R3a和R3b各自独立地为氢，烷基或共同形成四氢-2H-吡喃基；其药学上可接受的盐，制备方法及其作为活性成分的制药剂。化合物（I）具有对PGE2受体的拮抗活性，特别是其亚型EP3受体，并且对于预防和/或治疗瘙痒，疼痛，尿路障碍或压力性疾病有用。