5-phenyl-N-(3-(thiazole-2-carboxamido)propyl)isoxazole-3-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-phenyl-N-(3-(thiazole-2-carboxamido)propyl)isoxazole-3-carboxamide
• 英文别名: 5-phenyl-N-[3-(1,3-thiazole-2-carbonylamino)propyl]-1,2-oxazole-3-carboxamide
• 化学式: C₁₇H₁₆N₄O₃S
• 分子量: 356.405
• InChiKey: BLYHLPBGBSCJID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tert-butyl (3-(5-phenylisoxazole-3-carboxamido)propyl)carbamate 在 (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-phenyl-N-(3-(thiazole-2-carboxamido)propyl)isoxazole-3-carboxamide
  参考文献：
  名称：

  Optimization of a small molecule probe that restores e-cadherin expression

  摘要：

  E-cadherin is a ubiquitous trans-membrane protein that has important functions in cellular contacts and has been shown to play a role in the epithelial mesenchymal transition. We have previously reported the use of an HTS screen to identify compounds that are capable of restoring e-cadherin in cancer cells. Here, we report the additional medicinal chemistry optimization of these molecules, resulting in new molecules that restore e-cadherin expression at low micromolar concentrations. Further, we report preliminary pharmacokinetic data on a compound, ML327, that can be used as a probe of e-cadherin restoration. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.07.104

文献信息

• SMALL MOLECULE MEDIATED TRANSCRIPTIONAL INDUCTION OF E-CADHERIN
  申请人：Vanderbilt University

  公开号：US20160052895A1

  公开（公告）日：2016-02-25

  In one aspect, the invention relates to N-acetamidoalkyl-5-arylisoxazole-3-carboxamide analogs, derivatives thereof, and related compounds, which are useful as mediators of transcriptional induction of E-cadherin; synthesis methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating disorders associated with E-cadherin activity using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  在一个方面，这项发明涉及N-乙酰氨基烷基-5-芳基异噁唑-3-羧酰胺类似物，其衍生物和相关化合物，这些化合物可用作E-钙粘蛋白转录诱导的介质；制备这些化合物的合成方法；包含这些化合物的药物组合物；以及使用这些化合物和组合物治疗与E-钙粘蛋白活性相关的疾病的方法。本摘要旨在作为在特定领域进行搜索的扫描工具，并不意味着限制本发明。
• US9783510B2
  申请人：——

  公开号：US9783510B2

  公开（公告）日：2017-10-10