N-(4-phenoxybutyl)-phthalimide | 124721-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(4-phenoxybutyl)-phthalimide
• 英文别名: 2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione；2-(4-phenoxybutyl)isoindoline-1,3-dione；N-(4-Phenoxy-butyl)-phthalimid；2-(4-phenoxybutyl)isoindole-1,3-dione
• CAS: 124721-39-7
• 化学式: C₁₈H₁₇NO₃
• 分子量: 295.338
• InChiKey: MYQIMOPCPKOERU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-phenoxybutyl)-phthalimide 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 17-methoxy-N-(4-phenoxybutyl)-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaen-16-amine;chloride
  参考文献：
  名称：

  Synthesis, biological evaluation of 9-N-substituted berberine derivatives as multi-functional agents of antioxidant, inhibitors of acetylcholinesterase, butyrylcholinesterase and amyloid-β aggregation

  摘要：

  A series of 9-N-substituted berberine derivatives were synthesized and biologically evaluated as antioxidant and inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase and amyloid-beta aggregation. Most of these compounds exhibited very good antioxidant activities, inhibitive activities of AChE and amyloid-beta aggregation. Among them, compound 8d, (o-methylphenethyl)amino linked at the 9-position of berberine, was found to be a good antioxidant (with 4.05 mu M of Trolox equivalents), potent inhibitor of AChE (an IC50 value of 0.027 mu M), and high active inhibitor of amyloid-beta aggregation (an IC50 value of 2.73 mu M). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.051
• 作为产物：
  描述：

  邻苯二甲酸亚胺 在 苄基三乙基氯化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 24.0h， 生成 N-(4-phenoxybutyl)-phthalimide
  参考文献：
  名称：

  Synthesis, biological evaluation of 9-N-substituted berberine derivatives as multi-functional agents of antioxidant, inhibitors of acetylcholinesterase, butyrylcholinesterase and amyloid-β aggregation

  摘要：

  A series of 9-N-substituted berberine derivatives were synthesized and biologically evaluated as antioxidant and inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase and amyloid-beta aggregation. Most of these compounds exhibited very good antioxidant activities, inhibitive activities of AChE and amyloid-beta aggregation. Among them, compound 8d, (o-methylphenethyl)amino linked at the 9-position of berberine, was found to be a good antioxidant (with 4.05 mu M of Trolox equivalents), potent inhibitor of AChE (an IC50 value of 0.027 mu M), and high active inhibitor of amyloid-beta aggregation (an IC50 value of 2.73 mu M). (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.051

文献信息

• New N-(phenoxydecyl)phthalimide derivatives displaying potent inhibition activity towards α-glucosidase
  作者：Rossana Pascale、Alessia Carocci、Alessia Catalano、Giovanni Lentini、Anna Spagnoletta、Maria Maddalena Cavalluzzi、Francesco De Santis、Annalisa De Palma、Vito Scalera、Carlo Franchini

  DOI：10.1016/j.bmc.2010.06.088

  日期：2010.8

  Several members of a new family of non-sugar-type α-glucosidase inhibitors, bearing a phthalimide moiety connected to a variously substituted phenoxy ring by an alkyl chain, were synthesized and their activities were investigated. The efficacy of the inhibition activity appeared to be governed by the chain length of the substrate. Substrates possessing 10 carbons afforded the highest levels of activity

  合成了一个新的非糖型α-葡萄糖苷酶抑制剂家族的成员，这些抑制剂带有通过烷基链连接到各种取代的苯氧基环上的邻苯二甲酰亚胺部分，并研究了它们的活性。抑制活性的功效似乎由底物的链长决定。具有10个碳原子的底物具有最高水平的活性，其活性比已知的抑制剂1-脱氧野oji霉素（dNM）强一到两个数量级。此外，结构与活性之间的关系研究表明，苯氧基上的吸电子取代基对于该活性起着至关重要的作用。该系列中最有效的衍生物是带有氯原子以及强吸电子基团（例如硝基）的衍生物。
• Quadruple Stimuli-Responsive Mechanized Silica Nanoparticles: A Promising Multifunctional Nanomaterial for Diverse Applications
  作者：ChenDi Ding、Ling Tong、JiaJun Fu

  DOI：10.1002/chem.201704245

  日期：2017.10.26

  Novel quadruple stimuli‐responsive mechanized silica nanoparticles were constructed by installation of supramolecular nanovalves onto the exterior surface of mesoporous silica nanoparticles. The release of cargo molecules is triggered by acid/Zn2+/alkali/reduction potential stimuli. This has potential application in the development of drug delivery systems or construction of smart anticorrosion coatings

  通过将超分子纳米阀安装到中孔二氧化硅纳米颗粒的外表面上，构建了新型的四重刺激响应性机械化二氧化硅纳米颗粒。货物分子的释放是由酸/ Zn 2+ /碱/还原电位刺激触发的。这在药物输送系统的开发或智能防腐涂料的构造中具有潜在的应用。
• Bisphosphonic acid derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05280022A1

  公开（公告）日：1994-01-18

  A compound of the formula (I): ##STR1## wherein W is a group of the formula: A--O--(CH.sub.2 .sub.n -- wherein A is a cyclic group which may be substituted, n is an of 2 to 10, or W is a group of the formula: R.sup.1 --X--(CH.sub.2).sub.n' -- wherein R.sup.1 is an alkyl group which may be substituted, X is an oxygen atom or a sulfur atom which may be oxidized, n' is an integer of 4 to 10; R.sup.2 is a hydrogen atom or a lower alkanoyl group; R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different and are a hydrogen atom or a lower alkyl group, or a salt thereof, is useful as a bone resorption inhibitor.

  化合物的式子为(I)：##STR1## 其中W是以下式子的基团：A--O--(CH.sub.2 .sub.n --，其中A是可取代的环状基团，n是2到10的整数，或W是以下式子的基团：R.sup.1 --X--(CH.sub.2).sub.n' --，其中R.sup.1是可取代的烷基基团，X是氧原子或可氧化的硫原子，n'是4到10的整数；R.sup.2是氢原子或低级烷酰基团；R.sup.3，R.sup.4，R.sup.5和R.sup.6相同或不同，是氢原子或低级烷基基团，或其盐，可用作骨吸收抑制剂。
• Non-Anilinic Derivatives of Isothiazol-3(2H)-one 1,1-Dioxides as Liver X Receptor Modulators
  申请人：Broo Anders

  公开号：US20090005353A1

  公开（公告）日：2009-01-01

  The present invention relates to certain novel compounds of the formula (I) to processes for preparing such compounds, to their the utility in modulation of nuclear hormone receptors Liver X Receptor (LXR) α (NR1H3) and/or β (NR1H2) and in treating and/or preventing clinical conditions including cardiovascular diseases such as atherosclerosis; inflammatory diseases, Alzheimer's disease, lipid disorders (dyslipidemias) whether or not associated with insulin resistance, type 2 diabetes and other manifestations of the metabolic syndrome, to methods for their therapeutic use and to pharmaceutical compositions containing them.

  本发明涉及公式（I）的某些新化合物，以及制备这些化合物的方法，它们在调节核激素受体肝X受体（LXR）α（NR1H3）和/或β（NR1H2）以及治疗和/或预防包括心血管疾病如动脉粥样硬化，炎症性疾病，阿尔茨海默病，脂质紊乱（无论是否伴随胰岛素抵抗），2型糖尿病和代谢综合征的其他表现在内的临床疾病中的用途，以及它们的治疗使用方法和含有它们的制药组合物。
• Non-anilinic derivatives of isothiazol-3(2H)-one 1,1-dioxides as liver X receptor modulators
  申请人：AstraZeneca AB

  公开号：US07960380B2

  公开（公告）日：2011-06-14

  The present invention relates to certain novel compounds of the formula (I) to processes for preparing such compounds, to their the utility in modulation of nuclear hormone receptors Liver X Receptor (LXR) α (NR1H3) and/or β (NR1H2) and in treating and/or preventing clinical conditions including cardiovascular diseases such as atherosclerosis; inflammatory diseases, Alzheimer's disease, lipid disorders (dyslipidemias) whether or not associated with insulin resistance, type 2 diabetes and other manifestations of the metabolic syndrome, to methods for their therapeutic use and to pharmaceutical compositions containing them.

  本发明涉及某些新型化合物(I)的公式，以制备这些化合物的过程，以及它们在调节核激素受体肝X受体(LXR)α (NR1H3)和/或β (NR1H2)以及治疗和/或预防包括心血管疾病（如动脉粥样硬化）、炎症性疾病、阿尔茨海默病、脂质紊乱（无论是否与胰岛素抵抗有关）、2型糖尿病和代谢综合征的其他表现在内的临床病症方面的用途，以及它们的治疗用途的方法和含有它们的制药组合物。