2-hydroxy-4-(oxiranylmethoxy)benzoic acid methyl ester | 75573-04-5

• 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-4-(oxiranylmethoxy)benzoic acid methyl ester
• 英文别名: 4-(2,3-epoxypropoxy)salicylic acid methyl ester；methyl 2-hydroxy-4-(oxiran-2-ylmethoxy)benzoate
• CAS: 75573-04-5
• 化学式: C₁₁H₁₂O₅
• 分子量: 224.213
• InChiKey: KLNFGBVROWWWHM-UHFFFAOYSA-N

物化性质

• 熔点：
  54-55 °C
• 沸点：
  158-160 °C(Press: 0.5 Torr)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-4-(oxiranylmethoxy)benzoic acid methyl ester 在 sodium 、 苄基三甲基氢氧化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4,4'-<(2-hydroxy-1,3-propenediyl)bis(oxy)>bis(2-hydroxybenzoic acid) diethyl ester
  参考文献：
  名称：

  DSCG样双苯并呋喃的制备

  摘要：

  化合物6,6'-[（（2-羟基-1,3-丙二基）]双（氧基）]双（3-羟基）-2-苯并呋喃甲酸）二乙酯三钠盐三水合物的制备（6）在结构上与色甘酸二钠（DSCG）有关。

  DOI：

  10.1002/jhet.5570170557
• 作为产物：
  描述：

  2,4-二羟基苯甲酸甲酯 、 环氧溴丙烷 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 生成 2-hydroxy-4-(oxiranylmethoxy)benzoic acid methyl ester
  参考文献：
  名称：

  Thienopyrimidines as β3-adrenoceptor agonists: Hit-to-lead optimization

  摘要：

  Resulting from a vHTS based on a pharmacophore alignment on known beta 3-adrenoceptor ligands, an aryloxypropanolamine scaffold comprising a thienopyrimidine moiety was further optimized as a human beta 3-AR agonist, yielding a lead compound with an excellent cellular activity of EC(50) = 20 pM, selectivity over h beta 1- and h beta 2- adrenoceptors and a promising safety profile. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.039

文献信息

• Derivatives of 3-aminopropane-1,2-diol
  申请人：Ciba-Geigy Corporation

  公开号：US04497813A1

  公开（公告）日：1985-02-05

  Derivatives of 3-aminopropane-1,2-diol of the formula ##STR1## in which Ar represents optionally substituted aryl, n represents the number 0 or 1, and alk represents alkylene having 2 to 5 carbon atoms, the nitrogen atom and the oxygen atom, or, if n is zero, the phenyl radical, being separated from one another by at least two carbon atoms, and R.sub.1 and R.sub.2, independently of one another, each represents hydrogen or lower alkyl, or together they represent lower alkylene, oxa-lower alkylene, thia-lower alkylene, aza-lower alkylene or N-lower alkyl-aza-lower alkylene, and salts of such compounds, processes for their manufacture, medicaments containing the new compounds and their use for the treatment of Angina pectoris and cardiac arrhythmia, and as blood pressure-reducing agents, as well as for the treatment of reactive or endogenic states of depression.

  3-氨基丙烷-1,2-二醇的衍生物的化学式为##STR1##其中Ar代表可选择取代的芳基，n代表数字0或1，alk代表具有2至5个碳原子的烷基，氮原子和氧原子，或者如果n为零，则苯基与彼此至少相隔两个碳原子，而R.sub.1和R.sub.2，彼此独立地，每个代表氢或较低的烷基，或者它们一起代表较低的烷基，氧杂环较低的烷基，硫杂环较低的烷基，氮杂环较低的烷基或N-较低烷基-氮杂环较低的烷基，以及这类化合物的盐，其制备方法，含有新化合物的药物以及它们用于治疗心绞痛和心律失常，以及作为降血压剂，以及用于治疗反应性或内源性抑郁状态。
• Aryloxypropanolamines, methods of preparation thereof and use of aryloxypropanolamines as medicaments
  申请人：4SC AG

  公开号：EP1947103A1

  公开（公告）日：2008-07-23

  This invention relates to novel aryloxypropanolamines. The invention also relates to the pharmaceutically acceptable salts and solvates containing said compounds, methods for the preparation thereof and to respective synthesis intermediates. Said compounds have agonistic activity at β3 adrenergic receptors and are useful for treatment of ailments influenced by activation of β3 adrenergic receptors.

  本发明涉及新型芳氧基丙醇胺。该发明还涉及含有所述化合物的药学上可接受的盐和溶剂化物，其制备方法以及相应的合成中间体。所述化合物在β3肾上腺素能受体上具有激动作用，并且可用于治疗受到β3肾上腺素能受体激活影响的疾病。
• ARYLOXYPROPANOLAMINES, METHODS OF PREPARATION THEROF AND USE OF ARYLOXYPROPANOLAMINES AS MEDICAMENTS
  申请人：Tasler Stefan

  公开号：US20080249114A1

  公开（公告）日：2008-10-09

  This invention relates to novel aryloxypropanolamines. The invention also relates to the pharmaceutically acceptable salts and solvates containing said compounds, methods for the preparation thereof and to respective synthetic intermediates. Said compounds have agonistic activity at β3 adrenergic receptors and are useful for treatment of ailments influenced by activation of β3 adrenergic receptors.

  本发明涉及新型芳氧基丙醇胺。该发明还涉及含有所述化合物的药学上可接受的盐和溶剂化合物，其制备方法以及相应的合成中间体。所述化合物在β3肾上腺素能受体上具有激动活性，并且可用于治疗受β3肾上腺素能受体激活影响的疾病。
• SUNDER SH.; PEET N. P., J. HETEROCYCL. CHEM., 1980, 17, NO 5,1117-1118
  作者：SUNDER SH.、 PEET N. P.

  DOI：——

  日期：——
• Derivate des 3-Amino-1,2-propandiols, Verfahren zu ihrer Herstellung und pharmazeutische Präparate enthaltend solche Verbindungen und Verwendung von letzteren
  申请人：CIBA-GEIGY AG

  公开号：EP0015505B1

  公开（公告）日：1984-08-08