2,4-diphenylthiazole-5-carboxylic acid (2-morpholin-4-ylethyl)amide | 1041436-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,4-diphenylthiazole-5-carboxylic acid (2-morpholin-4-ylethyl)amide
• 英文别名: N-(2-morpholinoethyl)-2,4-diphenyl-thiazole-5-carboxamide；N-(2-morpholin-4-ylethyl)-2,4-diphenyl-1,3-thiazole-5-carboxamide
• CAS: 1041436-53-6
• 化学式: C₂₂H₂₃N₃O₂S
• 分子量: 393.51
• InChiKey: UFPUWGWMZVIBCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  82.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(2-氨基乙基)吗啉 、 2,4-二苯基-1,3-噻唑-5-羰酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以88%的产率得到2,4-diphenylthiazole-5-carboxylic acid (2-morpholin-4-ylethyl)amide
  参考文献：
  名称：

  改进的基于 2,4-二芳基噻唑的抗朊病毒剂：改变 C5 上酰胺基的意义导致效力增加

  摘要：

  合成了 2,4-二芳基噻唑-5-羧酸的酰胺衍生物，并在朊病毒病的细胞系模型中测试其功效。因此，从筛选库中鉴定出许多表现出抗朊病毒活性的化合物，与相关的 2,4-二苯基-5-氨基噻唑的酰胺衍生物相比，结果的效力和可重复性得到了提高，这在之前已被记录。因此，“转换”噻唑 C5 上酰胺键的意义揭示了一系列更有希望的潜在朊病毒疾病治疗方法。此外，在文库合成过程中作为副产物分离的 3,5-二芳基-1,2,4-噻二唑提供了一些具有抗朊病毒作用的额外例子，从而增加了新发现的活性化合物的范围。评估与细胞朊病毒蛋白 (PrPÇ）显示，只有在最佳弱亲和力，这表明新发现的抗朊病毒药物不通过与朊病毒直接互动介导其生物学效应Ç。

  DOI：

  10.1002/cmdc.201000217

文献信息

• 2,4-Diarylthiazole antiprion compounds as a novel structural class of antimalarial leads
  作者：Mark J. Thompson、Jennifer C. Louth、Susan M. Little、Beining Chen、Iain Coldham

  DOI：10.1016/j.bmcl.2011.04.090

  日期：2011.6

  A significant intersection between antimalarial and antiprion activity is well established for certain compound classes, specifically for polycyclic antimalarial agents bearing basic nitrogen-containing sidechains (e. g., chloroquine, quinacrine, mefloquine). Screening a recently reported set of antiprion compounds with such sidechains showed these 2,4-diarylthiazole based structures also possess significant antimalarial activity. Of particular note, all but one of the compounds displayed activity against a chloroquine-resistant Plasmodium falciparum strain, identifying them as interesting leads for further development in this context. In addition, three new members of the series showed superior antiprion activity compared to the earlier-reported compounds. (C) 2011 Elsevier Ltd. All rights reserved.
• Compositions and Methods for the Treatment of Degenerative Diseases
  申请人：Beeson Craig Cano

  公开号：US20130137728A1

  公开（公告）日：2013-05-30

  Disclosed are compounds or pharmaceutically acceptable salts thereof, having the structure of formula I. Also disclosed are methods of preventing and/or treating degenerative disease in a subject, comprising administering to said subject a therapeutically effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions for preventing and/or treating de-generative disease in a subject comprising a therapeutically effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof.
• COMPOUNDS, COMPOSITIONS AND METHODS FOR THE TREATMENT OF DEGENERATIVE DISEASES AND DISORDERS
  申请人：MUSC FOUNDATION FOR RESEARCH DEVELOPMENT

  公开号：US20160237074A1

  公开（公告）日：2016-08-18

  Disclosed are compounds or pharmaceutically acceptable salts thereof, having the structure of formula I. Also disclosed are methods of preventing and/or treating degenerative disease in a subject, comprising administering to said subject a therapeutically effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions for preventing and/or treating degenerative disease in a subject comprising a therapeutically effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof.
• [EN] THIAZOLE AND OXAZOLE DERIVATIVES FOR USE IN THE TREATMENT OF PRION DISEASES, CANCER AND CONDITIONS OF THE CENTRAL NERVOUS SYSTEM AS WELL AS IN THE REGULATION OF STEM CELLS<br/>[FR] DÉRIVÉS DE THIAZOLE ET D'OXAZOLE S'UTILISANT DANS LE TRAITEMENT DE MALADIES À PRIONS, DU CANCER ET DE TROUBLES DU SYSTÈME NERVEUX CENTRAL, ET DANS LA RÉGULATION DE CELLULES SOUCHES
  申请人：UNIV SHEFFIELD

  公开号：WO2008090382A1

  公开（公告）日：2008-07-31

  [EN] Compounds of the formula (I) are provided: Fomula (I) wherein X, Y, R1, R2 and R3 are as defined in the specification. The compounds may be useful in the treatment of various diseases and conditions, in particular prion diseases.
  [FR] L'invention concerne des composés représentés par la formule (I), dans laquelle X, Y, R1, R2 et R3 sont tels que définis dans la description. Ces composés peuvent être utiles dans le traitement de diverses maladies et affections, en particulier les maladies à prions.
• [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF DEGENERATIVE DISEASES<br/>[FR] COMPOSITIONS ET MÉTHODES DESTINÉES AU TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：UNIV SOUTH CAROLINA

  公开号：WO2011119869A1

  公开（公告）日：2011-09-29

  Disclosed are compounds or pharmaceutically acceptable salts thereof, having the structure of formula I. Also disclosed are methods of preventing and/or treating degenerative disease in a subject, comprising administering to said subject a therapeutically effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions for preventing and/or treating degenerative disease in a subject comprising a therapeutically effective amount of a compound of formula I, or a pharmaceutically acceptable salt thereof.