1-[3-Methoxy-4-(1,3-oxazol-5-yl)phenyl]-3-(3-methylphenyl)thiourea | 500903-14-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[3-Methoxy-4-(1,3-oxazol-5-yl)phenyl]-3-(3-methylphenyl)thiourea
• CAS: 500903-14-0
• 化学式: C₁₈H₁₇N₃O₂S
• 分子量: 339.418
• InChiKey: JPMFUNSPZSZODA-UHFFFAOYSA-N

物化性质

• 沸点：
  466.6±55.0 °C(Predicted)
• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  91.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[3-Methoxy-4-(1,3-oxazol-5-yl)phenyl]-3-(3-methylphenyl)thiourea 在 氨 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以73%的产率得到N-(3-Methoxy-4-oxazol-5-yl-phenyl)-N''-m-tolyl-guanidine
  参考文献：
  名称：

  Novel guanidine-Based inhibitors of inosine monophosphate dehydrogenase

  摘要：

  A series of novel guanidine-based small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH) was explored. IMPDH catalyzes the rate determining step in guanine nucleotide biosynthesis and is a target for anticancer, immunosuppressive and antiviral therapy. The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00600-5
• 作为产物：
  描述：

  间甲苯异硫氰酸酯 、 3-甲氧基-4-(1,3-噁唑)苯胺 以 二氯甲烷 为溶剂， 以39%的产率得到1-[3-Methoxy-4-(1,3-oxazol-5-yl)phenyl]-3-(3-methylphenyl)thiourea
  参考文献：
  名称：

  Inhibitors of IMPDH enzyme

  摘要：

  本发明涉及一类新型的IMPDH抑制剂化合物。该发明还涉及包含这些化合物的药物组合物。本发明的化合物和药物组合物特别适用于抑制IMPDH酶活性，因此可以优势地用作IMPDH介导的过程的治疗剂。本发明还涉及使用本发明的化合物和相关化合物抑制IMPDH活性的方法。

  公开号：

  US06344465B1

文献信息

• US7329681B2
  申请人：——

  公开号：US7329681B2

  公开（公告）日：2008-02-12
• US7915255B2
  申请人：——

  公开号：US7915255B2

  公开（公告）日：2011-03-29
• Inhibitors of IMPDH enzyme
  申请人：Vertex Pharmaceuticals, Incorporated

  公开号：US06344465B1

  公开（公告）日：2002-02-05

  The present invention relates to a novel class of compounds which are IMPDH inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well suited for inhibiting IMPDH enzyme activity and consequently, may be advantageously used as therapeutic agents for IMPDH mediated processes. This invention also relates to methods for inhibiting the activity of IMPDH using the compounds of this invention and related compounds.

  本发明涉及一类新型的IMPDH抑制剂化合物。该发明还涉及包含这些化合物的药物组合物。本发明的化合物和药物组合物特别适用于抑制IMPDH酶活性，因此可以优势地用作IMPDH介导的过程的治疗剂。本发明还涉及使用本发明的化合物和相关化合物抑制IMPDH活性的方法。
• Novel guanidine-Based inhibitors of inosine monophosphate dehydrogenase
  作者：Edwin J. Iwanowicz、Scott H. Watterson、Chunjian Liu、Henry H. Gu、Toomas Mitt、Katerina Leftheris、Joel C. Barrish、Catherine A. Fleener、Katherine Rouleau、N.Z. Sherbina、Diane L. Hollenbaugh

  DOI：10.1016/s0960-894x(02)00600-5

  日期：2002.10

  A series of novel guanidine-based small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH) was explored. IMPDH catalyzes the rate determining step in guanine nucleotide biosynthesis and is a target for anticancer, immunosuppressive and antiviral therapy. The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for this new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.