N,N’-di(tert-butoxycarbonyl)-N’’-(3-cyano-5-fluorophenyl)guanidine | 1448633-32-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N’-di(tert-butoxycarbonyl)-N’’-(3-cyano-5-fluorophenyl)guanidine
• 英文别名: tert-butyl N-[N'-(3-cyano-5-fluorophenyl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 1448633-32-6
• 化学式: C₁₈H₂₃FN₄O₄
• 分子量: 378.403
• InChiKey: IIWHKLBWNUZLFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N’-di(tert-butoxycarbonyl)-N’’-(3-cyano-5-fluorophenyl)guanidine 在 盐酸 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 以34%的产率得到1-(3-cyano-5-fluorophenyl)guanidine
  参考文献：
  名称：

  Discovery, synthesis, and structure–activity relationships of 2-aminoquinazoline derivatives as a novel class of metabotropic glutamate receptor 5 negative allosteric modulators

  摘要：

  A virtual screening approach using various in silico methodologies led to the discovery of 2-(m-tolylamino)-7,8-dihydroquinazolin-5(6H)-one (1) as a moderately active negative allosteric modulator (NAM) of the metabotropic glutamate receptor subtype 5 (mGluR5) showing high selectivity against the subtype mGluR1. Modifications of the parent compound by rational design yielded a series of highly potent derivatives which will serve as valuable starting points for further hit-to-lead optimization efforts toward a suitable drug candidate for the treatment of L-DOPA induced dyskinesia. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.049
• 作为产物：
  描述：

  N,N′-二-Boc-硫脲 、 5-氨基-3-氟苯腈 在 三乙胺 、 mercury dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 5.25h， 以34%的产率得到N,N’-di(tert-butoxycarbonyl)-N’’-(3-cyano-5-fluorophenyl)guanidine
  参考文献：
  名称：

  Discovery, synthesis, and structure–activity relationships of 2-aminoquinazoline derivatives as a novel class of metabotropic glutamate receptor 5 negative allosteric modulators

  摘要：

  A virtual screening approach using various in silico methodologies led to the discovery of 2-(m-tolylamino)-7,8-dihydroquinazolin-5(6H)-one (1) as a moderately active negative allosteric modulator (NAM) of the metabotropic glutamate receptor subtype 5 (mGluR5) showing high selectivity against the subtype mGluR1. Modifications of the parent compound by rational design yielded a series of highly potent derivatives which will serve as valuable starting points for further hit-to-lead optimization efforts toward a suitable drug candidate for the treatment of L-DOPA induced dyskinesia. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.049