N-(2-hydroxy-3-phenoxy)propylphthalimide | 24343-32-6

• 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-(2-hydroxy-3-phenoxy)propylphthalimide
• 英文别名: N-(2-hydroxy-3-phenoxypropyl)phthalimide；N-(2-hydroxy-3-phenoxy-propyl)-phthalimide；N-(2-Hydroxy-3-phenoxy-propyl)-phthalimid；2-(2-hydroxy-3-phenoxypropyl)-1H-isoindole-1,3(2H)-dione；2-(2-hydroxy-3-phenoxypropyl)isoindole-1,3-dione
• CAS: 24343-32-6
• 化学式: C₁₇H₁₅NO₄
• 分子量: 297.31
• InChiKey: PKFARSQRDKPBTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxy-3-phenoxy)propylphthalimide 在 甲醇 、 水 、 肼 作用下， 生成 4-(2-hydroxy-3-phenoxy-propylamino)-2H-phthalazin-1-one
  参考文献：
  名称：

  Zur Darstellung einiger Phenoxypropanolamine II. Mitteilung: Aminolyse von Epoxyden

  摘要：

  DOI：

  10.1002/ardp.19592920405
• 作为产物：
  描述：

  N-(2-oxo-3-phenoxy-propyl)-phthalimide 在 乙醇 、 镍 作用下， 生成 N-(2-hydroxy-3-phenoxy)propylphthalimide
  参考文献：
  名称：

  Ing; Ormerod, Journal of Pharmacy and Pharmacology, 1952, vol. 4, p. 21,25

  摘要：

  DOI：

文献信息

• Synthesis of β-phthalimido-alcohols via regioselective ring opening of epoxide by using reusable basic magnetic nano particles and their biological investigation
  作者：Mohammad Ali Zolfigol、Ahmad Reza Moosavi-Zare、Mahmoud Zarei、Abdolkarim Zare、Ehsan Noroozizadeh、Roya Karamian、Mostafa Asadbegy

  DOI：10.1039/c6ra07660b

  日期：——

  In this work, tetra butyl ammonium hydroxide ([Bu4N]OH) and magnetic nano particles (Fe3O4@SiO2@(CH2)3NH2) were introduced as efficient catalysts for the regioselective ring opening of epoxides including aromatic and aliphatic of epoxides to give the corresponding β-phthalimido-alcohols under mild conditions. A various range of β-phthalimido-alcohols as new compounds were prepared and fully characterized

  在这项工作中，引入四丁基氢氧化铵（[Bu 4 N] OH）和磁性纳米颗粒（Fe 3 O 4 @SiO 2 @（CH 2）3 NH 2）作为环氧化物的区域选择性开环的有效催化剂，包括在温和的条件下，形成环氧化物的芳族和脂肪族化合物，得到相应的β-邻苯二甲酰亚胺基醇。制备了各种范围的β-邻苯二甲酰亚胺醇作为新化合物，并通过IR，1 H和13对其进行了全面表征13 C NMR和质谱。还通过DPPH自由基清除测定法研究了合成的化合物的抗氧化性能。结果表明，与BHT（IC 50：0.122 mg mL -1）和抗坏血酸（IC 50：0.146 mg ）相比，所研究的β-邻苯二甲酰亚胺醇衍生物具有有效的抗氧化功能（IC 50：0.142–0.356 mg mL -1）。mL -1）作为标准。这可能是将来用于特殊用途的新型保健食品和药品补充剂。
• An expedient chemo-enzymatic method for the synthesis of optically active masked 1,2-amino alcohols
  作者：Pankaj Gupta、Subhash C. Taneja、Bhahwal A. Shah、Debaraj Mukherjee、Rajinder Parshad、Swapandeep S. Chimni、Ghulam N. Qazi

  DOI：10.1016/j.tetasy.2008.08.004

  日期：2008.8

  of enantiopure masked 1,2-amino alcohols (ee >99%) including their alkyl substituted analogues has been achieved by the regioselective ring opening of epoxides using phthalimide, followed by highly efficient kinetic resolution under mild and environmentally friendly conditions. The addition of co-solvents during kinetic resolution significantly improved the enantioselectivity with reduction in time

  通过使用邻苯二甲酰亚胺在环氧化物上进行区域选择性开环，然后在温和且环境友好的条件下进行高效动力学拆分，可以实现对映体纯的掩蔽的1,2-氨基醇（ee> 99％）（包括烷基取代的类似物）的简便合成。在动力学拆分过程中添加助溶剂可显着提高对映选择性，并减少时间。
• WO2006/62224
  申请人：——

  公开号：——

  公开（公告）日：——
• A New Intramolecular Rearrangement¹
  作者：William T. Caldwell、George C. Schweiker

  DOI：10.1021/ja01140a061

  日期：1952.10
• Anxiety, Cognitive Performance, and Cognitive Decline in Normal Aging
  作者：J. L. Wetherell、C. A. Reynolds、M. Gatz、N. L. Pedersen

  DOI：10.1093/geronb/57.3.p246

  日期：2002.5.1

  A sample of 704 cognitively intact individuals (M age = 63.7 years) performed a battery of cognitive tests on as many as three occasions, at approximately 3-year intervals. The authors used random effects models to analyze cross-sectional relationships between cognitive performance and state anxiety and longitudinal relationships between cognitive change and neuroticism, after controlling for gender, age, and education. Cross-sectionally, higher state anxiety was associated with poorer performance on Wechsler Adult Intelligence Scale Synonyms, WIT III Analogies, Koh's Block Design, two measures of visual learning (Names and Faces and Thurstone's Picture Memory), and, for men, CVB-Scales Digit Span Test and Card Rotations. In longitudinal models, the main effects for neuroticism were significant for Block Design, Symbol Digit, and Names and Faces, but there were no significant interactions among neuroticism, gender, and time. These results provide some support for Eysenck's processing efficiency theory but none for neuroticism as a risk factor for cognitive decline in normal aging.

表征谱图