pyrrolidine-1-carbohydrazide | 15970-52-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: pyrrolidine-1-carbohydrazide
• 英文别名: pyrrolidine-1-carboxylic acid hydrazide；Pyrrolidinocarbonyl-hydrazin
• CAS: 15970-52-2
• 化学式: C₅H₁₁N₃O
• 分子量: 129.162
• InChiKey: UHVZEOBQFWGPRN-UHFFFAOYSA-N

物化性质

• 密度：
  1.206±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  58.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  pyrrolidine-1-carbohydrazide 、 氨甲酸,[(1S)-1-甲酰基戊基]-,1,1-二甲基乙基酯 在 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 生成 {(S)-1-[(pyrrolidine-1-carbonyl)-hydrazonomethyl]-pentyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Semicarbazone-based inhibitors of cathepsin K, are they prodrugs for aldehyde inhibitors?

  摘要：

  Starting from potent aldehyde inhibitors with poor drug properties, derivatization to semicarbazones led to the identification of a series of semicarbazone-based cathepsin K inhibitors with greater solubility and better pharmacokinetic profiles than their parent aldehydes. Furthermore, a representative semicarbazone inhibitor attenuated bone resorption in an ex vivo rat calvarial bone resorption model. However, based on enzyme inhibition comparisons at neutral pH, semicarbazone hydrolysis rates, and 13C NMR experiments, these semicarbazones probably function as prodrugs of aldehydes.

  DOI：

  10.1016/j.bmcl.2005.10.108
• 作为产物：
  描述：

  1-吡咯烷羰酰氯 在 肼 作用下， 以 1,4-二氧六环 为溶剂， 生成 pyrrolidine-1-carbohydrazide
  参考文献：
  名称：

  Semicarbazone-based inhibitors of cathepsin K, are they prodrugs for aldehyde inhibitors?

  摘要：

  Starting from potent aldehyde inhibitors with poor drug properties, derivatization to semicarbazones led to the identification of a series of semicarbazone-based cathepsin K inhibitors with greater solubility and better pharmacokinetic profiles than their parent aldehydes. Furthermore, a representative semicarbazone inhibitor attenuated bone resorption in an ex vivo rat calvarial bone resorption model. However, based on enzyme inhibition comparisons at neutral pH, semicarbazone hydrolysis rates, and 13C NMR experiments, these semicarbazones probably function as prodrugs of aldehydes.

  DOI：

  10.1016/j.bmcl.2005.10.108

文献信息

• [EN] ANTIBIOTIC COMPOUNDS<br/>[FR] COMPOSÉS ANTIBIOTIQUES
  申请人：DISCUVA LTD

  公开号：WO2018037223A1

  公开（公告）日：2018-03-01

  The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.

  本发明涉及公式（I）的抗生素化合物，含有这些化合物的组合物，以及使用这些化合物治疗细菌性疾病和感染的方法。这些化合物在治疗革兰氏阳性和/或革兰氏阴性细菌引起的感染和疾病方面具有应用，特别是在治疗由淋病奈瑟菌引起的感染和疾病方面。
• Cascade reactions of nitrogen-substituted isocyanates: a new tool in heterocyclic chemistry
  作者：Jean-François Vincent-Rocan、Ryan A. Ivanovich、Christian Clavette、Kyle Leckett、Julien Bejjani、André M. Beauchemin

  DOI：10.1039/c5sc03197d

  日期：——

  In contrast to normal C-substituted isocyanates, nitrogen-substituted isocyanates (N-isocyanates) are rare. Their high reactivity and amphotheric nature has prevented the scientific community from exploiting their synthetic potential. Recently, we have...

  与普通的碳取代异氰酸酯相比，氮取代异氰酸酯（N-异氰酸酯）很少见。它们的高反应性和两性性质阻碍了科学界开发它们的合成潜力。最近，我们有...
• Semicarbazone-based inhibitors of cathepsin K, are they prodrugs for aldehyde inhibitors?
  作者：Kim K. Adkison、David G. Barrett、David N. Deaton、Robert T. Gampe、Anne M. Hassell、Stacey T. Long、Robert B. McFadyen、Aaron B. Miller、Larry R. Miller、J. Alan Payne、Lisa M. Shewchuk、Kevin J. Wells-Knecht、Derril H. Willard、Lois L. Wright

  DOI：10.1016/j.bmcl.2005.10.108

  日期：2006.2

  Starting from potent aldehyde inhibitors with poor drug properties, derivatization to semicarbazones led to the identification of a series of semicarbazone-based cathepsin K inhibitors with greater solubility and better pharmacokinetic profiles than their parent aldehydes. Furthermore, a representative semicarbazone inhibitor attenuated bone resorption in an ex vivo rat calvarial bone resorption model. However, based on enzyme inhibition comparisons at neutral pH, semicarbazone hydrolysis rates, and 13C NMR experiments, these semicarbazones probably function as prodrugs of aldehydes.