6-Methoxy-5-(5-oxazolyl)-2-phenyl-1H-indole | 569352-88-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6-Methoxy-5-(5-oxazolyl)-2-phenyl-1H-indole
• 英文别名: 6-Methoxy-5-oxazol-5-yl-2-phenyl-1H-indole；5-(6-methoxy-2-phenyl-1H-indol-5-yl)-1,3-oxazole
• CAS: 569352-88-1
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: BESGGLGAKGKEOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 6-Methoxy-5-(5-oxazolyl)-2-phenyl-1H-indole 在 sodium hydroxide 、 三氯氧磷 作用下， 生成 6-methoxy-5-(5-oxazolyl)-2-phenyl-1H-indole-3-carboxaldehyde
  参考文献：
  名称：

  Novel indole-based inhibitors of IMPDH: introduction of hydrogen bond acceptors at indole C-3

  摘要：

  The development of a series of novel indole-based inhibitors of 5'-inosine monophosphate dehydrogenase (IMPDH) is described. Various hydrogen bond acceptors at C-3 of the indole were explored. The synthesis and the structure-activity relationships (SARs) derived from in vitro studies are outlined. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00109-4
• 作为产物：
  描述：

  5-Methoxy-4-(5-oxazolyl)-2-(phenylethynyl)benzenamine 在 1-甲基吡咯烷 、 potassium tert-butylate 作用下， 以61%的产率得到6-Methoxy-5-(5-oxazolyl)-2-phenyl-1H-indole
  参考文献：
  名称：

  Novel indole-based inhibitors of IMPDH: introduction of hydrogen bond acceptors at indole C-3

  摘要：

  The development of a series of novel indole-based inhibitors of 5'-inosine monophosphate dehydrogenase (IMPDH) is described. Various hydrogen bond acceptors at C-3 of the indole were explored. The synthesis and the structure-activity relationships (SARs) derived from in vitro studies are outlined. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00109-4

文献信息

• 2-Substituted 5-oxazolyl indole compounds useful as IMPDH inhibitors and pharmaceutical compositions comprising same
  申请人：——

  公开号：US20030232866A1

  公开（公告）日：2003-12-18

  Compounds having the formula (I), 1 are effective as inhibitors of IMPDH enzyme, wherein R 3 is alkyl, substituted alkyl, alkoxy, haloalkoxy, or halogen, preferably methoxy, ethoxy, or trifluoromethoxy; and R 1 , R 2 , R 4 , and R 5 are as defined in the specification.

  具有化学式(I)的化合物作为IMPDH酶的抑制剂具有很好的效果，其中R3是烷基，取代烷基，烷氧基，卤代烷氧基或卤素，优选是甲氧基，乙氧基或三氟甲氧基；而R1、R2、R4和R5如规范中定义。
• [EN] INDOLE COMPOUNDS USEFUL AS IMPDH INHIBITORS<br/>[FR] COMPOSES DE L'INDOLE 2-SUBSTITUE 5-OXAZOLYLE POUVANT ETRE UTILISES COMME INHIBITEURS DE L'IMPDH ET COMPOSITIONS PHARMACEUTIQUES RENFERMANT CES COMPOSES
  申请人：——

  公开号：WO2003099206A3

  公开（公告）日：2004-01-22
• US7008958B2
  申请人：——

  公开号：US7008958B2

  公开（公告）日：2006-03-07
• Novel indole-based inhibitors of IMPDH: introduction of hydrogen bond acceptors at indole C-3
  作者：Scott H. Watterson、T.G.Murali Dhar、Shelley K. Ballentine、Zhongqi Shen、Joel C. Barrish、Daniel Cheney、Catherine A. Fleener、Katherine A. Rouleau、Robert Townsend、Diane L. Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1016/s0960-894x(03)00109-4

  日期：2003.4

  The development of a series of novel indole-based inhibitors of 5'-inosine monophosphate dehydrogenase (IMPDH) is described. Various hydrogen bond acceptors at C-3 of the indole were explored. The synthesis and the structure-activity relationships (SARs) derived from in vitro studies are outlined. (C) 2003 Elsevier Science Ltd. All rights reserved.