(4,5-dimethyl-thiazol-2-yl)-(2,4,6-trimethyl-phenyl)-amine | 1417718-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (4,5-dimethyl-thiazol-2-yl)-(2,4,6-trimethyl-phenyl)-amine
• 英文别名: (4,5-Dimethyl-Thiazol-2-Yl)-(2,4,6-Trimethyl-Phenyl)-Amine；4,5-dimethyl-N-(2,4,6-trimethylphenyl)-1,3-thiazol-2-amine
• CAS: 1417718-40-1
• 化学式: C₁₄H₁₈N₂S
• 分子量: 246.376
• InChiKey: FAVSSNSDMFVWEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2,4,6-三甲基苯基)硫脲 、 3-溴-2-丁酮 在 水 、 Brine 、 Sodium sulfate-III 、 silica gel 、 ethyl acetate n-hexane 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 1.0h， 以to give the desired product as a pale yellow solid (40 mg, 65%)的产率得到(4,5-dimethyl-thiazol-2-yl)-(2,4,6-trimethyl-phenyl)-amine
  参考文献：
  名称：

  MODULATORS OF EXCHANGE PROTEINS DIRECTLY ACTIVATED BY CAMP (EPACS)

  摘要：

  本发明的实施例涉及抑制EPAC蛋白活性的化合物及其使用方法。发明人开发了一种灵敏且强大的高通量筛选（HTS）检测方法，以识别EPAC特异性抑制剂（Tsalkova等人（2012）PLOS ONE 7（1）：e30441）。

  公开号：

  US20150110809A1

文献信息

• [EN] MODULATORS OF EXCHANGE PROTEINS DIRECTLY ACTIVATED BY CAMP (EPACS)<br/>[FR] MODULATEURS DE PROTÉINES D'ÉCHANGE DIRECTEMENT ACTIVÉES PAR L'AMPC (EPAC)
  申请人：UNIV TEXAS

  公开号：WO2013119931A1

  公开（公告）日：2013-08-15

  Embodiments of the invention are directed to compounds that inhibit an activity of EP AC proteins and methods of using the same. The inventors have developed a sensitive and robust high throughput screening (HTS) assay for the purpose of identifying EPAC specific inhibitors (Tsalkova et al. (2012) PLOS ONE 7(1 ):e30441).

  该发明的实施例涉及抑制EPAC蛋白活性的化合物以及使用这些化合物的方法。发明人已经开发了一种敏感且稳健的高通量筛选（HTS）测定方法，用于识别EPAC特异性抑制剂（TSalkova等人（2012年）PLOS ONE 7(1)：e30441）。
• Identification and Characterization of Small Molecules as Potent and Specific EPAC2 Antagonists
  作者：Haijun Chen、Tamara Tsalkova、Oleg G. Chepurny、Fang C. Mei、George G. Holz、Xiaodong Cheng、Jia Zhou

  DOI：10.1021/jm3014162

  日期：2013.2.14

  EPAC1 and EPAC2, two isoforms of exchange proteins directly activated by cAMP (EPAC), respond to the second messenger cAMP and regulate a wide variety of intracellular processes under physiological and pathophysiological circumstances. Herein, we report the chemical design, synthesis, and pharmacological characterization of three different scaffolds (diarylsulfones, N,N-diarylamines, and arylsulfonamides) as highly potent and selective antagonists of EPAC2. Several selective EPAC2 antagonists have been identified including 20i (HJC0350), which has an apparent IC50 of 0.3 mu M for competing with 8-NBD-cAMP binding of EPAC2 and is about 133-fold more potent than cAMP. Compounds 1 (ESI-05), 14c (HJC0338), and 20i, selected from each series, have exhibited no inhibition of EPAC1-mediated Rap1-GDP exchange activity at 25 mu M, indicating that they are EPAC2-specific antagonists. Moreover, live-cell imaging studies using EPAC1, EPAC2, or PICA FRET sensor also demonstrate that 20i functions as an EPAC2 specific antagonist.
• US9539256B2
  申请人：——

  公开号：US9539256B2

  公开（公告）日：2017-01-10