4Tert-butoxycarbonylamino-5-phenyl-pent-2-enoic acid ethyl ester

• 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: 4Tert-butoxycarbonylamino-5-phenyl-pent-2-enoic acid ethyl ester
• 英文别名: ethyl 4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-phenylpent-2-enoate
• 化学式: C₁₈H₂₅NO₄
• 分子量: 319.401
• InChiKey: OFLTYWJABWDXRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4Tert-butoxycarbonylamino-5-phenyl-pent-2-enoic acid ethyl ester 在 钯 作用下， 以to give 4-tert-Butoxycarbonylamino-5-phenyl-pentanoic acid ethyl ester (10) (2.10 g, 6.53 mmol)的产率得到ethyl (RS)-4-((tert-butoxycarbonyl)amino)-5-phenylpentanoate
  参考文献：
  名称：

  Nk-2 antagonist basic linear compounds and formulations containing them

  摘要：

  本发明描述了具有公式(I)的化合物，其具有线性结构基本性质，可用作NK-2拮抗剂；还描述了含有所述化合物的药物组合物以及其制备过程。

  公开号：

  US20060223814A1
• 作为产物：
  描述：

  (1-氧代-3-苯基丙烷-2-基)氨基甲酸叔丁酯 、 乙氧甲酰基亚甲基三苯基膦 以 二氯甲烷 为溶剂， 以76%的产率得到4Tert-butoxycarbonylamino-5-phenyl-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Consequence of Hapten Stereochemistry: An Efficacious Methamphetamine Vaccine

  摘要：

  Recent trends in methamphetamine (METH) misuse and overdose suggest society is inadvertently overlooking a brewing METH crisis. In the past decade, psychostimulant-related lethal overdoses and hospitalizations have skyrocketed 127 and 245%, respectively. Unlike the opioid crisis, no pharmaceutical interventions are available for treating METH use disorder or reversing overdose. Herein, we report the first active vaccine that offers protection from lethal (+)-METH challenge in male Swiss Webster mice. This vaccine formulation of (S)MLMH-TT adjuvanted with CpG ODN 1826 + alum successfully raised anti-METH antibodies in high titers, reduced (+)-METH distribution to the brain, and lowered (+)-METH-associated stereotypies in a hyperlocomotion assay. A comparison of enantiomeric haptens and the racemate elucidated the importance of employing (S)-stereochemistry in METH hapten design for optimal protection.

  DOI：

  10.1021/jacs.9b07294

文献信息

• Consequence of Hapten Stereochemistry: An Efficacious Methamphetamine Vaccine
  作者：Margaret E. Olson、Takashi Sugane、Bin Zhou、Kim D. Janda

  DOI：10.1021/jacs.9b07294

  日期：2019.9.11

  Recent trends in methamphetamine (METH) misuse and overdose suggest society is inadvertently overlooking a brewing METH crisis. In the past decade, psychostimulant-related lethal overdoses and hospitalizations have skyrocketed 127 and 245%, respectively. Unlike the opioid crisis, no pharmaceutical interventions are available for treating METH use disorder or reversing overdose. Herein, we report the first active vaccine that offers protection from lethal (+)-METH challenge in male Swiss Webster mice. This vaccine formulation of (S)MLMH-TT adjuvanted with CpG ODN 1826 + alum successfully raised anti-METH antibodies in high titers, reduced (+)-METH distribution to the brain, and lowered (+)-METH-associated stereotypies in a hyperlocomotion assay. A comparison of enantiomeric haptens and the racemate elucidated the importance of employing (S)-stereochemistry in METH hapten design for optimal protection.
• Nk-2 antagonist basic linear compounds and formulations containing them
  申请人：Fattori Daniela

  公开号：US20060223814A1

  公开（公告）日：2006-10-05

  The present invention describes compounds with formula (I) having linear structure basic properties useful as NK-2 antagonists; pharmaceutical compositions containing said compounds are also described and processes for their preparation.

  本发明描述了具有公式(I)的化合物，其具有线性结构基本性质，可用作NK-2拮抗剂；还描述了含有所述化合物的药物组合物以及其制备过程。