[1-(2-Cyano-ethyl)-1H-tetrazol-5-ylmethyl]-carbamic acid tert-butyl ester | 479645-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [1-(2-Cyano-ethyl)-1H-tetrazol-5-ylmethyl]-carbamic acid tert-butyl ester
• CAS: 479645-99-3
• 化学式: C₁₀H₁₆N₆O₂
• 分子量: 252.276
• InChiKey: YBKANNGIGMLFMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.61
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  105.72
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [1-(2-Cyano-ethyl)-1H-tetrazol-5-ylmethyl]-carbamic acid tert-butyl ester 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Inhibition of glutathione S-transferase in rat hepatocytes by a glycine-tetrazole modified S-alkyl–GSH analogue

  摘要：

  Glutathione (GSH) conjugates inhibit enzymes that are involved in drug metabolism and drug resistance, but their cellular uptake is very low. To improve membrane-permeability, we synthesized a novel GSH-conjugate analogue with a tetrazole carboxylate isostere at the glycine position. Introduction of the tetrazole decreases inhibitory potency towards CDNB conjugation by glutathione S-transferase. However, the tetrazole derivative inhibited 2-bromoisovalerylurea conjugation in rat liver cytosol, as well as in hepatocytes. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00247-0
• 作为产物：
  描述：

  [(2-Cyano-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester 在 叠氮基三甲基硅烷 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 反应 16.0h， 以55%的产率得到[1-(2-Cyano-ethyl)-1H-tetrazol-5-ylmethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Inhibition of glutathione S-transferase in rat hepatocytes by a glycine-tetrazole modified S-alkyl–GSH analogue

  摘要：

  Glutathione (GSH) conjugates inhibit enzymes that are involved in drug metabolism and drug resistance, but their cellular uptake is very low. To improve membrane-permeability, we synthesized a novel GSH-conjugate analogue with a tetrazole carboxylate isostere at the glycine position. Introduction of the tetrazole decreases inhibitory potency towards CDNB conjugation by glutathione S-transferase. However, the tetrazole derivative inhibited 2-bromoisovalerylurea conjugation in rat liver cytosol, as well as in hepatocytes. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00247-0