Tert-butyl 4-(1,3-benzothiazol-2-ylcarbamoyl)piperazine-1-carboxylate | 1241164-52-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: Tert-butyl 4-(1,3-benzothiazol-2-ylcarbamoyl)piperazine-1-carboxylate
• CAS: 1241164-52-2
• 化学式: C₁₇H₂₂N₄O₃S
• 分子量: 362.453
• InChiKey: UNHYJZFIRLDBHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-(1,3-benzothiazol-2-ylcarbamoyl)piperazine-1-carboxylate 在 氢溴酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Benzoxazole piperidines as selective and potent somatostatin receptor subtype 5 antagonists

  摘要：

  SAR studies of a recently described SST5R selective benzoxazole piperidine lead series are described with particular focus on the substitution pattern on the benzyl and benzoxazole side-chains. Introduction of a second meta substituent at the benzyl unit significantly lowers residual hH1 activity and insertion of substituents onto the benzoxazole periphery entirely removes remaining h5-HT(2B) activity. Compounds with single digit nM activity, functional antagonism and favorable physicochemical properties endowed with a good pharmacokinetic pro. le in rats are described which should become valuable tools for exploring the pharmacological role of the SST5 receptor in vivo. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.024
• 作为产物：
  描述：

  N-Boc-哌嗪 、 2-isocyanatobenzothiazole 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 Tert-butyl 4-(1,3-benzothiazol-2-ylcarbamoyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Benzoxazole piperidines as selective and potent somatostatin receptor subtype 5 antagonists

  摘要：

  SAR studies of a recently described SST5R selective benzoxazole piperidine lead series are described with particular focus on the substitution pattern on the benzyl and benzoxazole side-chains. Introduction of a second meta substituent at the benzyl unit significantly lowers residual hH1 activity and insertion of substituents onto the benzoxazole periphery entirely removes remaining h5-HT(2B) activity. Compounds with single digit nM activity, functional antagonism and favorable physicochemical properties endowed with a good pharmacokinetic pro. le in rats are described which should become valuable tools for exploring the pharmacological role of the SST5 receptor in vivo. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.024

文献信息

• Benzoxazole piperidines as selective and potent somatostatin receptor subtype 5 antagonists
  作者：Rainer E. Martin、Peter Mohr、Hans Peter Maerki、Wolfgang Guba、Christoph Kuratli、Olivier Gavelle、Alfred Binggeli、Stefanie Bendels、Rubén Alvarez-Sánchez、André Alker、Liudmila Polonchuk、Andreas D. Christ

  DOI：10.1016/j.bmcl.2009.09.024

  日期：2009.11

  SAR studies of a recently described SST5R selective benzoxazole piperidine lead series are described with particular focus on the substitution pattern on the benzyl and benzoxazole side-chains. Introduction of a second meta substituent at the benzyl unit significantly lowers residual hH1 activity and insertion of substituents onto the benzoxazole periphery entirely removes remaining h5-HT(2B) activity. Compounds with single digit nM activity, functional antagonism and favorable physicochemical properties endowed with a good pharmacokinetic pro. le in rats are described which should become valuable tools for exploring the pharmacological role of the SST5 receptor in vivo. (c) 2009 Elsevier Ltd. All rights reserved.