2-(3-羟基苯基)丙酸甲酯 | 103324-20-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-(3-羟基苯基)丙酸甲酯
• 英文名称: methyl 2-(3-hydroxyphenyl)propionate
• 英文别名: methyl 2-(3-hydroxyphenyl)propanoate；(+/-)-2-(3-hydroxy-phenyl)-propionic acid methyl ester；(+/-)-2-(3-Hydroxy-phenyl)-propionsaeure-methylester；methyl 3-(m-hydroxy-phenylpropionate)
• CAS: 103324-20-5
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: GMYIMQYYTKDWNE-UHFFFAOYSA-N

物化性质

• 沸点：
  283.8±15.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  2-(3-羟基苯基)丙酸甲酯 在 吡啶 作用下， 以 二氯甲烷 、 2,3,4-三氟甲苯 为溶剂， 生成
  参考文献：
  名称：

  Discovery of BIIB042, a Potent, Selective, and Orally Bioavailable γ-Secretase Modulator

  摘要：

  We have investigated a novel series of acid-derived gamma-secretase modulators as a potential treatment of Alzheimer's disease. Optimization based on cellular potency and brain pharmacodynamics after oral dosing led to the discovery of 10a (BIIB042). Compound 10a is a potent gamma-secretase modulator, which lowered A beta 42, increased A beta 38, but had little to no effect on A beta 40 levels both in vitro and in vivo. In addition, compound 10a did not affect Notch signaling in our in vitro assessment. Compound 10a demonstrated excellent pharmacokinetic parameters in multiple species. Oral administration of 10a significantly reduced brain A beta 42 levels in CF-1 mice and Fischer rats, as well as plasma A beta 42 levels in cynomolgus monkeys. Compound 10a was selected as a candidate for preclinical safety evaluation.

  DOI：

  10.1021/ml200175q
• 作为产物：
  描述：

  2-(3-(苄氧基)苯基)乙酸甲酯 在 palladium 10% on activated carbon 、 氢气 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 21.0h， 生成 2-(3-羟基苯基)丙酸甲酯
  参考文献：
  名称：

  Discovery of 4-aminomethylphenylacetic acids as γ-secretase modulators via a scaffold design approach

  摘要：

  Starting from literature examples of nonsteroidal anti-inflammatory drugs (NSAIDs)-type carboxylic acid gamma-secretase modulators (GSMs) and using a scaffold design approach, we identified 4-aminomethylphenylacetic acid 4 with a desirable gamma-secretase modulation profile. Scaffold optimization led to the discovery of a novel chemical series, represented by 6b, having improved brain penetration. Further SAR studies provided analog 6q that exhibited a good pharmacological profile. Oral administration of 6q significantly reduced brain A beta 42 levels in mice and rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.047

文献信息

• [EN] CARBOXYLIC ACID-CONTAINING COMPOUNDS, DERIVATIVES THEREOF, AND RELATED METHODS OF USE<br/>[FR] COMPOSÉS CONTENANT DE L'ACIDE CARBOXYLIQUE, LEURS DÉRIVÉS ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：BIOGEN IDEC INC

  公开号：WO2010138901A1

  公开（公告）日：2010-12-02

  Compounds that modulate gamma secretase (e.g., alter the cleavage pattern of gamma secretase) are described herein. Also disclosed are pharmaceutical compositions, methods of modulating the activity of gamma secretase, and methods of treating Alzheimer's Disease using the compounds described herein.

  本文件描述了调节γ-分泌酶（例如，改变γ-分泌酶的切割模式）的化合物。还公开了包含这些化合物的药物组合物、调节γ-分泌酶活性的方法，以及使用本文件描述的化合物治疗阿尔茨海默病的方法。
• PPAR active compounds
  申请人：Lin Jack

  公开号：US20080249137A1

  公开（公告）日：2008-10-09

  Compounds are described that are active on at least one of PPARα, PPARδ, and PPARγ, which are useful for therapeutic and/or prophylactic methods involving modulation of at least one of PPARα, PPARδ, and PPARγ.

  描述了对至少PPARα、PPARδ和PPARγ中的一个活性的化合物，这些化合物对涉及至少PPARα、PPARδ和PPARγ中的一个的治疗和/或预防方法是有用的。
• [EN] 2-ARYL-PROPIONAMIDE DERIVATIVES USEFUL AS BRADYKININ RECEPTOR ANTAGONISTS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DÉRIVÉS DE 1-ARYL-PROPIONAMIDE UTILES COMME ANTAGONISTES DES RÉCEPTEURS DE LA BRADYKININE ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：DOMPE SPA

  公开号：WO2011051375A1

  公开（公告）日：2011-05-05

  (R,S) 2-aryl-propionamide derivatives, or their single enantiomers (R) and (S) are disclosed useful in the treatment or prevention of symptoms and disorders such as pain and inflammation associated with the bradykinin B1 pathway.

  (R,S) 2-芳基丙酰胺衍生物，或其单对映体(R)和(S)，被披露用于治疗或预防与布雷金肽B1途径相关的症状和疾病，如疼痛和炎症。
• 2-aryl-propionamide derivatives useful as bradykinin receptor antagonists and pharmaceutical compositions containing them
  申请人：Dompe S.p.A.

  公开号：EP2316820A1

  公开（公告）日：2011-05-04

  (R,S) 2-aryl-propionamide derivatives, or their single enantiomers (R) and (S) are disclosed useful in the treatment or prevention of symptoms and disorders such as pain and inflammation associated with the bradykinin B1 pathway.

  (R,S) 2-芳基丙酰胺衍生物，或其单对映体(R)和(S)，被披露为在治疗或预防与布雷金肽B1通路相关的疼痛和炎症症状和疾病中有用。
• Compounds and their use in medicine, process for their preparation and pharmaceutical compositions containing them
  申请人：DR. REDDY'S LABORATORIES LIMITED

  公开号：US20030229083A1

  公开（公告）日：2003-12-11

  The present invention relates to novel antidiabetic, hypolipidemic, antiobesity and hypocholesterolemic compounds of formula (I), 1 their derivatives, their analogs, their tautomeric forms, their stereoisomers, their polymorphs, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them.

  本发明涉及具有化学式（I）的新型抗糖尿病、降血脂、抗肥胖和降胆固醇化合物，其衍生物、类似物、互变异构体、立体异构体、多晶形态、药学上可接受的盐、药学上可接受的溶剂化物以及含有它们的药学上可接受的组合物。