N-(3-trifluoromethyl-benzyloxy)-phthalimide | 30777-88-9

• 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-(3-trifluoromethyl-benzyloxy)-phthalimide
• 英文别名: N-(3-trifluoromethylphenylmethoxy)phthalimide；N-(3-trifluoromethylbenzyloxy)phthalimide；N-(m-Trifluormethylbenzyloxy)-phthalimid；2-[[3-(trifluoromethyl)phenyl]methoxy]isoindole-1,3-dione
• CAS: 30777-88-9
• 化学式: C₁₆H₁₀F₃NO₃
• 分子量: 321.256
• InChiKey: FECCBZQSGCSEQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(3-trifluoromethyl-benzyloxy)-phthalimide 在 一水合肼 、 盐酸 作用下， 以 甲醇 、 二氯甲烷 、 乙醚 为溶剂， 反应 2.0h， 生成 间三氟甲基苄氧胺盐酸盐
  参考文献：
  名称：

  盐霉素C20-O-烷基/苄基肟衍生物的合成及抗肿瘤活性评价

  摘要：

  通过简洁有效的方法合成了17种C20- O-烷基/苄基肟衍生物。这些衍生物中的大多数对HT-29结肠直肠癌、HGC-27胃癌和MDA-MB-231乳腺癌细胞显示出数十至数百纳摩尔的IC 50值，其抗增殖活性比盐霉素高15-240倍。C20-肟醚化衍生物可以配位钾离子，并进一步调节HT-29细胞中的胞质Ca 2+浓度。效力的显着提高应归因于改性衍生物更好的离子结合和转运能力。此外，C20- O-烷基/苄基肟衍生物显示出比盐霉素更好的选择性指数 (SI)，表明它们具有较低的神经毒性风险。

  DOI：

  10.1039/d1ob02292j
• 作为产物：
  描述：

  N-羟基邻苯二甲酰亚胺 、 3-三氟甲基苯甲醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 N-(3-trifluoromethyl-benzyloxy)-phthalimide
  参考文献：
  名称：

  O-alkylhydroxylamines as rationally-designed mechanism-based inhibitors of indoleamine 2,3-dioxygenase-1

  摘要：

  Indoleamine 2,3-dioxygenase-1 (IDO1) is a promising therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. Recently important advances have been made in understanding IDO1's catalytic mechanism. Although much remains to be discovered, there is strong evidence that the mechanism proceeds through a heme-iron bound alkylperoxy transition or intermediate state. Accordingly, we explored stable structural mimics of the alkylperoxy species and provide evidence that such structures do mimic the alkylperoxy transition or intermediate state. We discovered that O-benzylhydroxylamine, a commercially available compound, is a. potent sub-micromolar inhibitor of IDO1. Structure activity studies of over forty derivatives of O-benzylhydroxylamine led to further improvement in inhibitor potency, particularly with the addition of halogen atoms to the meta position of the aromatic ring. The most potent derivatives and the lead, O-benzylhydroxylamine, have high ligand efficiency values, which are considered an important criterion for successful drug development. Notably, two of the most potent compounds demonstrated nanomolar-level cell-based potency and limited toxicity. The combination of the simplicity of the structures of these compounds and their excellent cellular activity makes them quite attractive for biological exploration of IDO1 function and antitumor therapeutic applications. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.12.028

文献信息

• [EN] ESTRATRIENE DERIVATIVES<br/>[FR] DERIVES D'ESTRATRIENE
  申请人：CRYPTOPHARMA PTY LTD

  公开号：WO2004101595A1

  公开（公告）日：2004-11-25

  Compounds and methods for modulating mesenchymal cell function, for instance smooth muscle and fibroblast proliferation or cytokine expression, and for treating conditions associated with mesenchymal cell function, for instance airway hyperresponsiveness associated with asthma. The compounds also supress inflammation. The compounds are a class of estratriene derivates, and includes various derivatives of 2-methoxyestradiol comprising a group A, including a substituted aromatic substituent in the 2-, 6- or 17- position.

  调节间叶细胞功能的化合物和方法，例如平滑肌和成纤维细胞增殖或细胞因子表达，以及治疗与间叶细胞功能相关的疾病，例如与哮喘相关的气道高反应性。这些化合物还抑制炎症。这些化合物是一类雌三烯衍生物，包括各种2-甲氧基雌二醇衍生物，其中包括A组，包括在2-、6-或17-位置有取代芳香基团。
• Insecticidal substituted-2,4-diamino-5,6,7,8-tetrahydroquinazolines
  申请人：FMC Corporation

  公开号：US05536725A1

  公开（公告）日：1996-07-16

  There is provided an insecticidal composition comprising, in admixture with an agriculturally acceptable carrier, an insecticidally effective amount of a tetrahydroquinazoline compound of the formula ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.5, R.sup.6, R.sup.7, R.sup.8, and R.sup.9 are as defined herein, and methods of using the same. Certain novel substituted-phenyl tetrahydroquinazoline compounds per se are also identified.

  提供一种杀虫组合物，其中与农业可接受的载体混合，含有式（见下图）的四氢喹唑啉化合物的杀虫有效量，其中R、R.sup.1、R.sup.2、R.sup.3、R.sup.5、R.sup.6、R.sup.7、R.sup.8和R.sup.9如本文所定义，并且使用方法。还鉴定了某些新型的取代苯基四氢喹唑啉化合物。
• Estratriene Derivatives
  申请人：Stewart George Alastair

  公开号：US20070275935A1

  公开（公告）日：2007-11-29

  Compounds and methods for modulating mesenchymal cell function, for instance smooth muscle and fibroblast proliferation or cytokine expression, and for treating conditions associated with mesenchymal cell function, for instance airway hyperresponsiveness associated with asthma. The compounds also suppress inflammation. The compounds are a class of estratriene derivates, and includes various derivatives of 2-methoxyestradiol comprising a group A, including a substituted aromatic substituent in the 2-, 6- or 17-position.

  化合物和方法用于调节间充质细胞功能，例如平滑肌和成纤维细胞增殖或细胞因子表达，并用于治疗与间充质细胞功能相关的疾病，例如与哮喘相关的气道过度反应。这些化合物还可抑制炎症。这些化合物是一类雌三烯衍生物，包括2-甲氧基雌二醇的各种衍生物，其中包括A组，包括2-，6-或17-位取代芳香基取代物。
• Benzyloxyamines as Possible Inhibitors of Histamine Biosynthesis
  作者：Glenn H. Hamor、David M. Breslow、Gerald W. Fisch

  DOI：10.1002/jps.2600591209

  日期：1970.12
• HERBICIDAL PYRONES
  申请人：DUNLENA PTY. LIMITED

  公开号：EP0513028A1

  公开（公告）日：1992-11-19