N-(2-benzo[b]thienylmethyl)[3-methoxy-4-(5-oxazolyl)phenyl]amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-benzo[b]thienylmethyl)[3-methoxy-4-(5-oxazolyl)phenyl]amine
• 英文别名: N-(benzothien-2-ylmethyl)-3-methoxy-4-(oxazol-5-yl)aniline；N-(benzothiophen-2-ylmethyl)-3-methoxy-4-oxazol-5-yl-aniline；N-(1-benzothiophen-2-ylmethyl)-3-methoxy-4-(1,3-oxazol-5-yl)aniline
• 化学式: C₁₉H₁₆N₂O₂S
• 分子量: 336.414
• InChiKey: ZDSZKPPWAXKNLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  75.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 N-(2-benzo[b]thienylmethyl)[3-methoxy-4-(5-oxazolyl)phenyl]amine
  参考文献：
  名称：

  Synthesis and antiviral activity of a novel class of (5-oxazolyl)phenyl amines

  摘要：

  A series of novel (5-oxazolyl)phenyl amine derivatives were synthesized and their antiviral activities against the hepatitis C virus (HCV) and the coxsackie virus B3 (CVB3) and B6 (CVB6) were evaluated in vitro. Bioassays showed that the synthesized compounds 17a1, 17a4, 17a6, 17b1, 17d1, 17e2 and 17g3 exhibited potent antiviral activity against HCV (IC50 = 0.28-0.92 mu M) and most synthesized compounds exhibited low cytotoxicity in Huh7.5 cells, compared to telaprevir. The compounds 17a1, 17a4, 17a5, 17a6, 17b1, 17b2, 17g1 and 17g3 showed strong activity against the CVB3 and/or CVB6 at low concentrations (IC50 <2.0 mu M). The (5-oxazolyl)phenyl amines 17a1, 17a4, 17a8, 17b1, 17d1, 17e2, 17f3 and 17g3 were identified as the most active on the biological assays, and will be studied further. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.053

文献信息

• PHENYL-OXAZOLYL DERIVATIVES, PREPARATION METHOD THEREOF, AND RELATED APPLICATION OF THE PHENYL-OXAZOLYL DERIVATIVES AS AN IMPDH INHIBITOR
  申请人：INSTITUTE OF MEDICINAL BIOTECHNOLOGY, CHINESE ACADEMY OF MEDICAL SCIENCES

  公开号：US20150031686A1

  公开（公告）日：2015-01-29

  Disclosed are phenyl-oxazolyl derivatives having a general formula (I), a preparation method thereof, and an application of the phenyl-oxazolyl derivatives as an inosine monophosphate dehydrogenase (IMPDH) inhibitor.

  揭示了具有一般式（I）的苯基-噁唑基衍生物，其制备方法以及将苯基-噁唑基衍生物作为肌醇单磷酸脱氢酶（IMPDH）抑制剂的应用。
• Synthesis and antiviral activity of a novel class of (5-oxazolyl)phenyl amines
  作者：Zhao-Jin Zhong、Da-Jun Zhang、Zong-Gen Peng、Yu-Huan Li、Guang-Zhi Shan、Li-Min Zuo、Lin-Tao Wu、Si-Yang Li、Rong-Mei Gao、Zhuo-Rong Li

  DOI：10.1016/j.ejmech.2013.07.053

  日期：2013.11

  A series of novel (5-oxazolyl)phenyl amine derivatives were synthesized and their antiviral activities against the hepatitis C virus (HCV) and the coxsackie virus B3 (CVB3) and B6 (CVB6) were evaluated in vitro. Bioassays showed that the synthesized compounds 17a1, 17a4, 17a6, 17b1, 17d1, 17e2 and 17g3 exhibited potent antiviral activity against HCV (IC50 = 0.28-0.92 mu M) and most synthesized compounds exhibited low cytotoxicity in Huh7.5 cells, compared to telaprevir. The compounds 17a1, 17a4, 17a5, 17a6, 17b1, 17b2, 17g1 and 17g3 showed strong activity against the CVB3 and/or CVB6 at low concentrations (IC50 <2.0 mu M). The (5-oxazolyl)phenyl amines 17a1, 17a4, 17a8, 17b1, 17d1, 17e2, 17f3 and 17g3 were identified as the most active on the biological assays, and will be studied further. (C) 2013 Elsevier Masson SAS. All rights reserved.