4-(3-benzyloxybenzyloxy)benzoic acid methyl ester | 814920-59-7

• 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: 4-(3-benzyloxybenzyloxy)benzoic acid methyl ester
• 英文别名: Methyl 4-[(3-phenylmethoxyphenyl)methoxy]benzoate
• CAS: 814920-59-7
• 化学式: C₂₂H₂₀O₄
• 分子量: 348.398
• InChiKey: OORNRTFFUZHYQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-benzyloxybenzyloxy)benzoic acid methyl ester 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 四溴化碳 、 四丁基溴化铵 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.3h， 生成 1-[2-(2,4-Dichlorophenyl)-3-[[4-[(3-phenylmethoxyphenyl)methoxy]phenyl]methoxy]propyl]-1,2,4-triazole
  参考文献：
  名称：

  Synthesis, Fungicidal Activity, and QSAR of a Series of 2-Dichlorophenyl-3-triazolylpropyl Ethers

  摘要：

  A series of new alkyl and arylalkyl ethers of 2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propanol, related to the fungicide tetraconazole, were synthesized and tested in vitro or in vivo against seven common pathogens in comparison with tetraconazole. In vitro, most of them exhibited a broad spectrum of activity and an efficacy of the same order of magnitude of the standard, but the activity was influenced by the nature of the substituents. A QSAR study showed that lipophilicity is a major positive parameter in affecting the activity; the second relevant parameter is mu, whereas geometrical descriptors indicate that linear and narrow substituents are more suitable than wide ones. In in vivo assays some compounds had good activity on bean rust, either protective or curative. Sterol analysis showed that the mechanism of action is due to inhibition of 14 alpha-demethylase.

  DOI：

  10.1021/jf9906432
• 作为产物：
  描述：

  3-苄氧基溴苄 、 对羟基苯甲酸甲酯 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 6.0h， 以57%的产率得到4-(3-benzyloxybenzyloxy)benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis, Fungicidal Activity, and QSAR of a Series of 2-Dichlorophenyl-3-triazolylpropyl Ethers

  摘要：

  A series of new alkyl and arylalkyl ethers of 2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propanol, related to the fungicide tetraconazole, were synthesized and tested in vitro or in vivo against seven common pathogens in comparison with tetraconazole. In vitro, most of them exhibited a broad spectrum of activity and an efficacy of the same order of magnitude of the standard, but the activity was influenced by the nature of the substituents. A QSAR study showed that lipophilicity is a major positive parameter in affecting the activity; the second relevant parameter is mu, whereas geometrical descriptors indicate that linear and narrow substituents are more suitable than wide ones. In in vivo assays some compounds had good activity on bean rust, either protective or curative. Sterol analysis showed that the mechanism of action is due to inhibition of 14 alpha-demethylase.

  DOI：

  10.1021/jf9906432

文献信息

• Benzamides as ppar modulators
  申请人：Fernandez Serrat Anna

  公开号：US20060160894A1

  公开（公告）日：2006-07-20

  Compounds of general structure (I), wherein the central benzene ring may be substituted in the meta- or para-position; -A is an optionally substituted hydroxyl, alkoxyl, hydroxylamine, alkoxylamine or amine radical; -W is an N- and C-linked biradical selected from several possibilities; and -Z is a carbon radical selected from several possibilities. These compounds are PPARγ and PPARγ/PPARδ modulators and, therefore, are useful for the prophylactic and/or curative treatment of a condition or a disease mediated by these recetpcors.

  一般结构(I)的化合物，其中中心苯环可在元位或对位被取代；-A 是任选取代的羟基、烷氧基、羟胺、烷氧基胺或胺基；-W 是选自几种可能性的 N-和 C-连二自由基；-Z 是选自几种可能性的碳基。这些化合物是 PPARγ 和 PPARγ/PPARδ 调节剂，因此可用于预防和/或治疗由这些调节剂介导的病症或疾病。
• NEW BENZAMIDES AS PPATY MODULATORS
  申请人：LABORATORIOS S.A.L.V.A.T., S.A.

  公开号：EP1644321B1

  公开（公告）日：2011-02-09
• [EN] NEW BENZAMIDES AS PPRTϒ MODULATORS<br/>[FR] NOUVEAUX BENZAMIDES EN TANT QUE MODULATEURS DE PPAR DOLLAR G(G)
  申请人：S A L V A T LAB SA

  公开号：WO2004110983A2

  公开（公告）日：2004-12-23

  Compounds of general structure (I), wherein the central benzene ring may be substituted in the meta- or para-­position; -A is an optionally substituted hydroxyl, alkoxyl, hydroxylamine, alkoxylamine or amine radical; -W is an N- ­and C-linked biradical selected from several possibilities; and -Z is a carbon radical selected from several possibilities. These compounds are PPARϒ and PPARϒ/ PPARδ modulators and, therefore, are useful for the prophylactic and/or curative treatment of a condition or a disease mediated by these recetpcors.
• Synthesis, Fungicidal Activity, and QSAR of a Series of 2-Dichlorophenyl-3-triazolylpropyl Ethers
  作者：Anna Arnoldi、Raffaella Carzaniga、Gabriella Morini、Lucio Merlini、Gandolfina Farina

  DOI：10.1021/jf9906432

  日期：2000.6.1

  A series of new alkyl and arylalkyl ethers of 2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)propanol, related to the fungicide tetraconazole, were synthesized and tested in vitro or in vivo against seven common pathogens in comparison with tetraconazole. In vitro, most of them exhibited a broad spectrum of activity and an efficacy of the same order of magnitude of the standard, but the activity was influenced by the nature of the substituents. A QSAR study showed that lipophilicity is a major positive parameter in affecting the activity; the second relevant parameter is mu, whereas geometrical descriptors indicate that linear and narrow substituents are more suitable than wide ones. In in vivo assays some compounds had good activity on bean rust, either protective or curative. Sterol analysis showed that the mechanism of action is due to inhibition of 14 alpha-demethylase.