benzyl (benzo[d]thiazol-2-yl)methylcarbamate | 1028436-75-0

• 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: benzyl (benzo[d]thiazol-2-yl)methylcarbamate
• CAS: 1028436-75-0
• 化学式: C₁₆H₁₄N₂O₂S
• 分子量: 298.365
• InChiKey: VDNYRYMBHJTULP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  51.22
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  benzyl (benzo[d]thiazol-2-yl)methylcarbamate 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 1.5h， 以88%的产率得到1,3-苯并噻唑-2-甲胺
  参考文献：
  名称：

  Role of benzimidazole (Bid) in the δ-opioid agonist pseudopeptide H-Dmt-Tic-NH-CH2-Bid (UFP-502)☆

  摘要：

  H-Dmt-Tic-NH-CH2-Bid (UFP-502) was the first delta-opioid agonist prepared from the Dmt-Tic pharmacophore. It showed interesting pharmacological properties, such as stimulation of mRNA BDNF expression and antidepression. To evaluate the importance of 1H-benzimidazol-2-yl (Bid) in the induction of delta-agonism, it was substituted by similar heterocycles: The substitution of NH(1) by O or S transforms the reference delta-agonist into delta-antagonists. Phenyl ring of benzimidazole is not important for delta-agonism; in fact 1H-imidazole-2-yl retains delta-agonist activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.032
• 作为产物：
  描述：

  N-o-mercaptophenyl-2-benzoxycarbonylaminoethanamide 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 以1 g的产率得到benzyl (benzo[d]thiazol-2-yl)methylcarbamate
  参考文献：
  名称：

  Role of benzimidazole (Bid) in the δ-opioid agonist pseudopeptide H-Dmt-Tic-NH-CH2-Bid (UFP-502)☆

  摘要：

  H-Dmt-Tic-NH-CH2-Bid (UFP-502) was the first delta-opioid agonist prepared from the Dmt-Tic pharmacophore. It showed interesting pharmacological properties, such as stimulation of mRNA BDNF expression and antidepression. To evaluate the importance of 1H-benzimidazol-2-yl (Bid) in the induction of delta-agonism, it was substituted by similar heterocycles: The substitution of NH(1) by O or S transforms the reference delta-agonist into delta-antagonists. Phenyl ring of benzimidazole is not important for delta-agonism; in fact 1H-imidazole-2-yl retains delta-agonist activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.032

文献信息

• Catalyst-free facile synthesis of 2-substituted benzothiazoles
  作者：Siva S. Panda、Mohamed A. Ibrahim、Alexander A. Oliferenko、Abdullah M. Asiri、Alan R. Katritzky

  DOI：10.1039/c3gc41255e

  日期：——

  2-Substituted benzothiazoles were synthesized in excellent yields by a benzotriazole methodology, with the conditions being efficient, green, economical, and suitable for broad applications in medicinal chemistry and the synthesis of specialty chemicals.

  2个替代 苯并噻唑 合成了高产率的 苯并三唑 方法学，条件是有效，绿色，经济并且适合在药物化学和特种化学合成中广泛应用。
• Room-Temperature Ligand-Free Pd/C-Catalyzed C–S Bond Formation: Synthesis of 2-Substituted Benzothiazoles
  作者：Yannan Cheng、Qian Peng、Weigang Fan、Pixu Li

  DOI：10.1021/jo5002752

  日期：2014.6.20

  The synthesis of 2-substituted benzothiazoles has been achieved via cyclization of o-iodothiobenzanilide derivatives using Pd/C as the catalyst at room temperature. The protocol is ligand-free, additive-free, and high-yielding and involves very mild conditions.