N-(2-Hydroxy-2-phenylethyl)-N'-[3-methoxy-4-(5-oxazolyl)phenyl]thiourea | 267648-04-4

• 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-Hydroxy-2-phenylethyl)-N'-[3-methoxy-4-(5-oxazolyl)phenyl]thiourea
• 英文别名: 1-(2-Hydroxy-2-phenylethyl)-3-[3-methoxy-4-(1,3-oxazol-5-yl)phenyl]thiourea
• CAS: 267648-04-4
• 化学式: C₁₉H₁₉N₃O₃S
• 分子量: 369.444
• InChiKey: WXZXVWVIEGKQTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-Hydroxy-2-phenylethyl)-N'-[3-methoxy-4-(5-oxazolyl)phenyl]thiourea 在 3-ethyl-2-chlorobenzoxazolium tetrafluoroborate 、 三乙胺 作用下， 以 乙腈 为溶剂， 以70%的产率得到4,5-Dihydro-N-[3-methoxy-4-(5-oxazolyl)phenyl]-5-phenyl-2-oxazolamine
  参考文献：
  名称：

  A survey of cyclic replacements for the central diamide moiety of inhibitors of inosine monophosphate dehydrogenase

  摘要：

  A series of heterocyclic replacements for the central diamide moiety of 1, a potent small molecule inhibitor of inosine monophosphate dehydrogenase (IMPDH) were explored The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for these new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00641-8
• 作为产物：
  描述：

  3-甲氧基-4-(1,3-噁唑)苯胺 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 N-(2-Hydroxy-2-phenylethyl)-N'-[3-methoxy-4-(5-oxazolyl)phenyl]thiourea
  参考文献：
  名称：

  A survey of cyclic replacements for the central diamide moiety of inhibitors of inosine monophosphate dehydrogenase

  摘要：

  A series of heterocyclic replacements for the central diamide moiety of 1, a potent small molecule inhibitor of inosine monophosphate dehydrogenase (IMPDH) were explored The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for these new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00641-8

文献信息

• [EN] COMPOUNDS DERIVED FROM AN AMINE NUCLEUS THAT ARE INHIBITORS OF IMPDH ENZYME<br/>[FR] COMPOSES DERIVES D'UN NOYAU AMINE INHIBITEURS DE L'ENZYME IMPDH
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2000025780A1

  公开（公告）日：2000-05-11

  The present invention discloses the identification of the novel inhibitors of IMPDH (inosine-5'-monophosphate dehydrogenase). The compounds and pharmaceutical compositions disclosed herein are useful in treating or preventing IMPDH mediated diseases, such as transplant rejection and autoimmune diseases.

  本发明揭示了IMPDH（鸟苷-5'-单磷酸脱氢酶）的新型抑制剂的鉴定。本文所披露的化合物和药物组合物对于治疗或预防IMPDH介导的疾病，如移植排斥和自身免疫疾病，是有用的。
• EP1126843A4
  申请人：——

  公开号：EP1126843A4

  公开（公告）日：2005-06-15
• COMPOUNDS DERIVED FROM AN AMINE NUCLEUS THAT ARE INHIBITORS OF IMPDH ENZYME
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1126843A1

  公开（公告）日：2001-08-29
• US6399773B1
  申请人：——

  公开号：US6399773B1

  公开（公告）日：2002-06-04
• A survey of cyclic replacements for the central diamide moiety of inhibitors of inosine monophosphate dehydrogenase
  作者：T.G.Murali Dhar、Chunjian Liu、William J. Pitts、Junquing Guo、Scott H. Watterson、Henry Gu、Catherine A. Fleener、Katherine Rouleau、N.Z. Sherbina、Joel C. Barrish、Diane Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1016/s0960-894x(02)00641-8

  日期：2002.11

  A series of heterocyclic replacements for the central diamide moiety of 1, a potent small molecule inhibitor of inosine monophosphate dehydrogenase (IMPDH) were explored The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for these new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.