4-[[(2S)-oxiran-2-yl]methoxy]-1,3-benzothiazol-2-amine | 1528746-89-5

• 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: 4-[[(2S)-oxiran-2-yl]methoxy]-1,3-benzothiazol-2-amine
• CAS: 1528746-89-5
• 化学式: C₁₀H₁₀N₂O₂S
• 分子量: 222.268
• InChiKey: VEPNVCAQZFLVMX-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[[(2S)-oxiran-2-yl]methoxy]-1,3-benzothiazol-2-amine 、 5-氯螺[3H-苯并呋喃-2,4'-哌啶] 以 乙醇 为溶剂， 反应 4.0h， 生成 (2S)-1-[(2-amino-1,3-benzothiazol-4-yl)oxy]-3-(5-chloro-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)propan-2-ol
  参考文献：
  名称：

  Structure activity relationships of fused bicyclic and urea derivatives of spirocyclic compounds as potent CCR1 antagonists

  摘要：

  A series of fused bicyclic and urea derivatives of spirocyclic compounds were designed, synthesised and evaluated in vitro as potent CCR1 antagonists. In particular, 4 (7 nM), 44 (1.3 nM), 48 (0.89 nM) and 50 (0.63 nM) were the most potent hCCR1 antagonists in this series of compounds. Moreover, some of these substances demonstrated good rodent cross-over, especially 46 which exhibited very high rat CCR1 binding affinity with an IC50 value of 16 nM. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.062
• 作为产物：
  描述：

  4-羟基-2-氨基苯并噻唑 、 (S)-(+)- 间硝基苯磺酸缩水甘油酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-[[(2S)-oxiran-2-yl]methoxy]-1,3-benzothiazol-2-amine
  参考文献：
  名称：

  Structure activity relationships of fused bicyclic and urea derivatives of spirocyclic compounds as potent CCR1 antagonists

  摘要：

  A series of fused bicyclic and urea derivatives of spirocyclic compounds were designed, synthesised and evaluated in vitro as potent CCR1 antagonists. In particular, 4 (7 nM), 44 (1.3 nM), 48 (0.89 nM) and 50 (0.63 nM) were the most potent hCCR1 antagonists in this series of compounds. Moreover, some of these substances demonstrated good rodent cross-over, especially 46 which exhibited very high rat CCR1 binding affinity with an IC50 value of 16 nM. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.062

文献信息

• Structure activity relationships of fused bicyclic and urea derivatives of spirocyclic compounds as potent CCR1 antagonists
  作者：Nafizal Hossain、Marguérite Mensonides-Harsema、Martin E. Cooper、Tomas Eriksson、Svetlana Ivanova、Lena Bergström

  DOI：10.1016/j.bmcl.2013.11.062

  日期：2014.1

  A series of fused bicyclic and urea derivatives of spirocyclic compounds were designed, synthesised and evaluated in vitro as potent CCR1 antagonists. In particular, 4 (7 nM), 44 (1.3 nM), 48 (0.89 nM) and 50 (0.63 nM) were the most potent hCCR1 antagonists in this series of compounds. Moreover, some of these substances demonstrated good rodent cross-over, especially 46 which exhibited very high rat CCR1 binding affinity with an IC50 value of 16 nM. (C) 2013 Elsevier Ltd. All rights reserved.