benzyl (2-(1H-tetrazol-5-yl)propan-2-yl)carbamate | 455875-25-9

• 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 (2-(1H-tetrazol-5-yl)propan-2-yl)carbamate
• 英文别名: benzyl N-[2-(1H-1,2,3,4-tetrazol-5-yl)propan-2-yl]carbamate；benzyl N-[2-(2H-tetrazol-5-yl)propan-2-yl]carbamate
• CAS: 455875-25-9
• 化学式: C₁₂H₁₅N₅O₂
• 分子量: 261.283
• InChiKey: ACWOJRCVVWNQMC-UHFFFAOYSA-N

物化性质

• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.8
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  benzyl (2-(1H-tetrazol-5-yl)propan-2-yl)carbamate 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以11.2 g的产率得到benzyl (2-(1-methyl-1H-tetrazol-5-yl)propan-2-yl)carbamate
  参考文献：
  名称：

  Structure–activity relationship studies of novel pyrazole and imidazole carboxamides as cannabinoid-1 (CB1) antagonists

  摘要：

  The synthesis and biological evaluation of novel pyrazole and imidazole carboxamides as CB1 antagonists are described. As a part of eastern amide SAR, various chemically diverse motifs were introduced on rimonabant template. The central pyrazole core was also replaced with its conformationally constrained motif and imidazole moieties. In general, a range of modifications were well tolerated. Several molecules with low- and sub-nanomolar potencies were identified as potent CB1 receptor antagonists. The in vivo proof of principle for weight loss is demonstrated with a lead compound in DIO mice model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.017
• 作为产物：
  描述：

  (1-氰基-1-甲基乙基)氨基甲酸苄酯 在 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 benzyl (2-(1H-tetrazol-5-yl)propan-2-yl)carbamate
  参考文献：
  名称：

  Structure–activity relationship studies of novel pyrazole and imidazole carboxamides as cannabinoid-1 (CB1) antagonists

  摘要：

  The synthesis and biological evaluation of novel pyrazole and imidazole carboxamides as CB1 antagonists are described. As a part of eastern amide SAR, various chemically diverse motifs were introduced on rimonabant template. The central pyrazole core was also replaced with its conformationally constrained motif and imidazole moieties. In general, a range of modifications were well tolerated. Several molecules with low- and sub-nanomolar potencies were identified as potent CB1 receptor antagonists. The in vivo proof of principle for weight loss is demonstrated with a lead compound in DIO mice model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.017

文献信息

• Reducing Platelet Activation, Aggregation and Platelet-Stimulated Thrombosis or Blood Coagulation by Reducing Mitochondrial Respiration
  申请人：Collman James P.

  公开号：US20110301180A1

  公开（公告）日：2011-12-08

  It has been discovered that inhibiting mitochondrial respiration in platelets reduces platelet activation or platelet aggregation. Certain heterocyclic compounds significantly reduced one or more platelet functions including clumping, sticking or platelet-stimulated clotting. Thus diseases or disorders mediated by inappropriately high levels of platelet activation or platelet aggregation can be treated by administering a therapeutically effective amount of a heterocyclic compound or nonheterocyclic mitochondrial inhibitor that significantly reduces one or more platelet functions including clumping, sticking or platelet-stimulated clotting, preferably in a reversible manner.

  已经发现，在血小板中抑制线粒体呼吸可以减少血小板的激活或血小板聚集。某些杂环化合物显著降低了一个或多个血小板功能，包括凝聚、粘附或血小板刺激的凝血。因此，由血小板激活或血小板聚集水平不当高导致的疾病或疾病可以通过给予一种治疗有效量的杂环化合物或非杂环线粒体抑制剂来治疗，该化合物显著降低了一个或多个血小板功能，包括凝聚、粘附或血小板刺激的凝血，最好是以可逆的方式。
• An Expedient Route to the Tetrazole Analogues of α-Amino Acids
  作者：Zachary P. Demko、K. Barry Sharpless

  DOI：10.1021/ol020096x

  日期：2002.7.1

  [GRAPHIC]Convenient conditions are described for the transformation of alpha-aminonitriles to the tetrazole analogues of alpha-amino acids. Refluxing the starting material in water/2-propanol at 80 degreesC with sodium azide and catalytic zinc bromide affords the tetrazole product in yields generally exceeding 90%.
• US9918964B2
  申请人：——

  公开号：US9918964B2

  公开（公告）日：2018-03-20