tert-butyl 4-(5-methyl-1,3-thiazol-2-yl)-1-piperazinecarboxylate | 1019637-75-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(5-methyl-1,3-thiazol-2-yl)-1-piperazinecarboxylate
• 英文别名: 1-Boc-4-(5-Methylthiazol-2-yl)piperazine；tert-butyl 4-(5-methyl-1,3-thiazol-2-yl)piperazine-1-carboxylate
• CAS: 1019637-75-2
• 化学式: C₁₃H₂₁N₃O₂S
• 分子量: 283.395
• InChiKey: ZJUFDEBHFSHIQX-UHFFFAOYSA-N

物化性质

• 沸点：
  397.6±52.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  73.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(5-methyl-1,3-thiazol-2-yl)-1-piperazinecarboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 乙酸乙酯 为溶剂， 反应 2.0h， 以739 mg的产率得到1-(5-methyl-1,3-thiazol-2-yl)piperazine monohydrochloride
  参考文献：
  名称：

  Design and synthesis of DPP-IV inhibitors lacking the electrophilic nitrile group

  摘要：

  A series of (4 beta-substituted)-L-prolylpyrrolidine analogs lacking the electrophilic nitrile function were synthesized and their dipeptidyl peptidase IV (DPP-IV) inhibitory activity and duration of ex vivo activity were evaluated. Structural optimization of a N-(3-phenyl-1,2,4-thiadiazol-5-yl) piperazine analog 8, which was found by high-speed analog synthesis, was carried out to improve the potency and duration of action. A representative compound 26 was evaluated to assess its effect on the plasma glucose level after the oGTT (oral glucose tolerance test) in normal rats. Structure-activity relationships (SAR) are also presented. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.031
• 作为产物：
  描述：

  1-(2-噻唑)-4-(叔丁氧基羰基)哌嗪 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以95%的产率得到tert-butyl 4-(5-methyl-1,3-thiazol-2-yl)-1-piperazinecarboxylate
  参考文献：
  名称：

  Design and synthesis of DPP-IV inhibitors lacking the electrophilic nitrile group

  摘要：

  A series of (4 beta-substituted)-L-prolylpyrrolidine analogs lacking the electrophilic nitrile function were synthesized and their dipeptidyl peptidase IV (DPP-IV) inhibitory activity and duration of ex vivo activity were evaluated. Structural optimization of a N-(3-phenyl-1,2,4-thiadiazol-5-yl) piperazine analog 8, which was found by high-speed analog synthesis, was carried out to improve the potency and duration of action. A representative compound 26 was evaluated to assess its effect on the plasma glucose level after the oGTT (oral glucose tolerance test) in normal rats. Structure-activity relationships (SAR) are also presented. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.031

文献信息

• POLYCYCLIC INDAZOLE DERIVATIVES THAT ARE ERK INHIBITORS
  申请人：Schering Corporation

  公开号：EP1966151B1

  公开（公告）日：2011-10-05