azidocyclobutane | 33670-49-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: azidocyclobutane
• 英文别名: Cyclobutylazid；Azidocyclobutane
• CAS: 33670-49-4
• 化学式: C₄H₇N₃
• 分子量: 97.1197
• InChiKey: YRHIKQBWJFWSOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  azidocyclobutane 、 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Design, Synthesis, Biological Evaluation, and Docking Studies of (S)-Phenylalanine Derivatives with a 2-Cyanopyrrolidine Moiety as Potent Dipeptidyl Peptidase 4 Inhibitors

  摘要：

  A novel series of (S)‐phenylalanine derivatives with a 2‐cyanopyrrolidine moiety were designed and synthesized through a rational drug design strategy. Biological evaluation revealed that most tested compounds were potent dipeptidyl peptidase 4 (DPP‐4) inhibitors; among them, the cyclopropyl‐substituted phenylalanine derivative 11h displayed the most potent DPP‐4 inhibitory activity with an IC50 value of 0.247 μm. In addition, molecular docking analysis of the representative compounds 11h, 11k, and 15a were performed, which not only revealed the impact of binding modes on DPP‐4 inhibitory activity but also provided additional methodological values for design and optimization.

  DOI：

  10.1111/cbdd.12139
• 作为产物：
  描述：

  环丁基胺 生成 azidocyclobutane
  参考文献：
  名称：

  A Convenient Generation of Cycloalkyl Azides from the Corresponding Amines

  摘要：

  DOI：

  10.1055/s-1971-21735

文献信息

• Bifunctional Furfuryl Cations Strategy: Three-Component Synthesis of Enamidyl Triazoles
  作者：Hengtuo Yang、Jing Gou、Jiawei Guo、Dongyu Duan、Yu-Ming Zhao、Binxun Yu、Ziwei Gao

  DOI：10.1002/chem.201504330

  日期：2016.1.4

  A new multicomponent synthesis of functionalized enamidyl triazoles starting from simple and readily available starting materials is described. A simple treatment of a dichloromethane solution of an azide, amine, and 5‐bromo‐2‐furylcarbinol with a Lewis acid provides the enamidyl triazole in good to high yield. A triple domino sequence, formal [3+2] cycloaddition/ring‐opening/amidation, is involved

  描述了一种从简单易得的起始原料开始的功能化的烯丙基三唑的新的多组分合成。用路易斯酸对叠氮化物，胺和5-溴-2-呋喃基甲醇的二氯甲烷溶液进行简单处理，即可得到高至高收率的ena酰胺基三唑。这个新的骨架生成反应涉及到三重多米诺序列，即正式的[3 + 2]环加成/开环/酰胺化。
• 一种三氮唑衍生物及其制备方法和用途
  申请人：苏州朗睿生物医药有限公司

  公开号：CN117624166A

  公开（公告）日：2024-03-01

  本发明公开了一种式Ⅰ所示的三氮唑化合物或其同位素标记化合物、或其光学异构体、几何异构体、互变异构体或异构体混合物、或其药学上可接受的盐、或其前体药、或其代谢物及其制备方法和用作TRK激酶抑制剂用途，以及包含该衍生物的药物组合物。#imgabs0#
• Optimization of Covalent MKK7 Inhibitors <i>via</i> Crude Nanomole-Scale Libraries
  作者：Paul Gehrtz、Shir Marom、Mike Bührmann、Julia Hardick、Silke Kleinbölting、Amit Shraga、Christian Dubiella、Ronen Gabizon、Jan N. Wiese、Matthias P. Müller、Galit Cohen、Ilana Babaev、Khriesto Shurrush、Liat Avram、Efrat Resnick、Haim Barr、Daniel Rauh、Nir London

  DOI：10.1021/acs.jmedchem.1c02206

  日期：2022.8.11
• A Convenient Generation of Cycloalkyl Azides from the Corresponding Amines
  作者：T. R. STEINHEIMER、D. S. WULFMAN、L. N. MCCULLAGH

  DOI：10.1055/s-1971-21735

  日期：——
• Design, Synthesis, Biological Evaluation, and Docking Studies of (<i>S</i>)-Phenylalanine Derivatives with a 2-Cyanopyrrolidine Moiety as Potent Dipeptidyl Peptidase 4 Inhibitors
  作者：Yang Liu、Yizhe Wu、Haoshu Wu、Li Tang、Peng Wu、Tao Liu、Yongzhou Hu

  DOI：10.1111/cbdd.12139

  日期：2013.8

  A novel series of (S)‐phenylalanine derivatives with a 2‐cyanopyrrolidine moiety were designed and synthesized through a rational drug design strategy. Biological evaluation revealed that most tested compounds were potent dipeptidyl peptidase 4 (DPP‐4) inhibitors; among them, the cyclopropyl‐substituted phenylalanine derivative 11h displayed the most potent DPP‐4 inhibitory activity with an IC50 value of 0.247 μm. In addition, molecular docking analysis of the representative compounds 11h, 11k, and 15a were performed, which not only revealed the impact of binding modes on DPP‐4 inhibitory activity but also provided additional methodological values for design and optimization.