N-[3-Hydroxy-4-(5-oxazolyl)phenyl]-5-phenyl-2-oxazolamine | 267646-00-4

• 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-[3-Hydroxy-4-(5-oxazolyl)phenyl]-5-phenyl-2-oxazolamine
• 英文别名: 2-Oxazol-5-yl-5-(5-phenyl-oxazol-2-ylamino)-phenol；2-(1,3-oxazol-5-yl)-5-[(5-phenyl-1,3-oxazol-2-yl)amino]phenol
• CAS: 267646-00-4
• 化学式: C₁₈H₁₃N₃O₃
• 分子量: 319.32
• InChiKey: LPAGBGUHZRAGTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  碘乙烷 、 N-[3-Hydroxy-4-(5-oxazolyl)phenyl]-5-phenyl-2-oxazolamine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以20%的产率得到N-[3-Ethoxy-4-(5-oxazolyl)phenyl]-5-phenyl-2-oxazolamine
  参考文献：
  名称：

  Inhibitors of inosine monophosphate dehydrogenase: SARs about the N-[3-Methoxy-4-(5-oxazolyl)phenyl moiety

  摘要：

  The first reported structure-activity relationships (SARs) about the N-[3-methoxy-4-(5-oxazolyi)phenyl moiety for a series of recently disclosed inosine monophosphate dehydrogenase (IMPDH) inhibitors are described. The syntheses and in vitro inhibitory values for IMPDH II, and T-cell proliferation (for select analogues) are given. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00258-0
• 作为产物：
  描述：

  (3-Methoxy-4-oxazol-5-yl-phenyl)-(5-phenyl-oxazol-2-yl)-carbamic acid tert-butyl ester 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到N-[3-Hydroxy-4-(5-oxazolyl)phenyl]-5-phenyl-2-oxazolamine
  参考文献：
  名称：

  Inhibitors of inosine monophosphate dehydrogenase: SARs about the N-[3-Methoxy-4-(5-oxazolyl)phenyl moiety

  摘要：

  The first reported structure-activity relationships (SARs) about the N-[3-methoxy-4-(5-oxazolyi)phenyl moiety for a series of recently disclosed inosine monophosphate dehydrogenase (IMPDH) inhibitors are described. The syntheses and in vitro inhibitory values for IMPDH II, and T-cell proliferation (for select analogues) are given. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00258-0

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。
• [EN] METABOLISM-MODULATING AGENTS AND USES THEREFOR<br/>[FR] AGENTS DE MODULATION DU MÉTABOLISME ET UTILISATIONS ASSOCIÉES
  申请人：UNIV QUEENSLAND

  公开号：WO2006017896A1

  公开（公告）日：2006-02-23

  The present invention is directed to methods and agents for modulating adipogenesis. More particularly, the present invention relates to molecules that modulate the level or functional activity of inosine-5' monophosphate dehydrogenase (IMPDH) and to their use in modulating the accumulation of lipids in adipocytes and/or the differentiation of preadipocytes to adipocytes for treating or preventing adiposity-related conditions including, but not limited to, obesity, lipoma, lipomatosis, cachexia or lipodystrophy or the loss of adipose tissue in trauma or atrophic conditions.

  本发明旨在提供调节脂肪生成的方法和试剂。更具体地，本发明涉及能够调节次黄嘌呤-5'一磷酸脱氢酶（IMPDH）的水平或功能活性的分子，以及它们在调节脂肪细胞中脂质的积累和/或脂肪细胞前体分化为脂肪细胞方面的作用，从而用于治疗或预防与脂肪量相关的疾病，包括但不限于肥胖症、脂肪瘤、脂肪瘤病、恶病质或脂肪营养不良，或由于创伤或萎缩性条件导致的脂肪组织损失。
• 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
• METABOLISM-MODULATING AGENTS AND USES THEREFOR
  申请人：THE UNIVERSITY OF QUEENSLAND

  公开号：EP1786415A1

  公开（公告）日：2007-05-23