13-azido-1-phenyl-2,5,8,11-tetraoxatridecane | 86770-71-0

• 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: 13-azido-1-phenyl-2,5,8,11-tetraoxatridecane
• 英文别名: Benzyl-PEG4-Azido；2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxymethylbenzene
• CAS: 86770-71-0
• 化学式: C₁₅H₂₃N₃O₄
• 分子量: 309.365
• InChiKey: TZGOIDVALYTCRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  51.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  13-azido-1-phenyl-2,5,8,11-tetraoxatridecane 在 钯 氢气 作用下， 以94%的产率得到1-氨基-3,6,9-三噁-11-十一醇
  参考文献：
  名称：

  Gartiser, Thierry; Selve, Claude; Mansuy, Laurence, Journal of Chemical Research, Miniprint, 1984, # 9, p. 2672 - 2691

  摘要：

  DOI：
• 作为产物：
  描述：

  1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 13-azido-1-phenyl-2,5,8,11-tetraoxatridecane
  参考文献：
  名称：

  Lack of Effect of the Length of Oligoglycine- and Oligo(ethylene glycol)-Derived para-Substituents on the Affinity of Benzenesulfonamides for Carbonic Anhydrase II in Solution

  摘要：

  Using H-1 NMR spectroscopy, values of T-2 have been determined for the methylene protons of the oligoglycine moieties of para-substituted benzenesulfonamides having structures H2NO2SC6H4CO(Gly)(n)OH (n = 1-6) bound at the active site of bovine carbonic anhydrase II (CA, EC 4.2.1.1). These values have been correlated with measurements of dissociation constants of these complexes, in order to infer motion of these ligands when bound to the enzyme. Motion of glycines 1-3 (those closest to the aryl ring) is hindered by their proximity to the protein; motion of glycines 4-6 is relatively unhindered. Despite the restriction to motion inferred for glycines 1-3, the values of K-d for the six compounds (n = 1-6, 1-6) are indistinguishable within experimental uncertainty (+/-20%): K-d in mu M (n) 0.30 (1); 0.26 (2); 0.33 (3); 0.37 (4); 0.37 (5); 0.34 (6). There is, therefore, an unexpected compensation of the loss in conformational entropy on binding by another contributor to the free energy.

  DOI：

  10.1021/ja00091a005

文献信息

• A MedChem toolbox for cereblon-directed PROTACs
  作者：Christian Steinebach、Izidor Sosič、Stefanie Lindner、Aleša Bricelj、Franziska Kohl、Yuen Lam Dora Ng、Marius Monschke、Karl G. Wagner、Jan Krönke、Michael Gütschow

  DOI：10.1039/c9md00185a

  日期：——

  A modular chemistry toolbox was developed for cereblon-directed PROTACs.

  为 cereblon 定向 PROTACs 开发了一个模块化化学工具箱。

• [EN] SMALL-MOLECULE INHIBITORS FOR THE Β-CATENIN/B-CELL LYMPHOMA 9 PROTEIN−PROTEIN INTERACTION<br/>[FR] INHIBITEURS À PETITES MOLÉCULES POUR L'INTERACTION PROTÉINE-PROTÉINE DE LYMPHOME À LYMPHOCYTES T/β-CATÉNINE
  申请人：H LEE MOFFITT CANCER CT & RES

  公开号：WO2021055936A1

  公开（公告）日：2021-03-25

  Disclosed are inhibitors for the β-catenin/B-cell lymphoma 9 interaction. The inhibitors are selective for β-catenin/B-cell lymphoma 9 over β-catenin/ E-cadherin PPI interaction. Methods of using the disclosed compounds to treat cancer are also disclosed.

  本文披露了β-连接蛋白/B细胞淋巴瘤9相互作用的抑制剂。这些抑制剂对β-连接蛋白/B细胞淋巴瘤9的选择性高于β-连接蛋白/E-钙粘蛋白PPI相互作用。还披露了使用这些披露的化合物来治疗癌症的方法。
• Synthesis of arabinose glycosyl sulfamides as potential inhibitors of mycobacterial cell wall biosynthesis
  作者：Kajitha Suthagar、Andrew J.A. Watson、Brendan L. Wilkinson、Antony J. Fairbanks

  DOI：10.1016/j.ejmech.2015.07.050

  日期：2015.9

  A series of arabinose glycosyl sulfamides with varying alkyl chain types and lengths were synthesised as mimics of decaprenolphosphoarabinose (DPA), and as potential inhibitors of mycobacterial cell wall biosynthesis. Unprecedented conversion of the desired furanose to the thermodynamically more stable pyranose form occurred during final de-protection. Biological testing against Mycobacterium smegmatis revealed low to moderate anti-mycobacterial activity with marked dependence on alkyl chain length, which in the case of mono-substituted sulfamides was maximal for a C-10 chain. (C) 2015 Elsevier Masson SAS. All rights reserved.
• WO2007/112100
  申请人：——

  公开号：——

  公开（公告）日：——
• Reduction d'azides en amines par le formiate d'ammonium par “Transfert d'Hydrogene Catalyse” (CTH)
  作者：T. Gartiser、C. Selve、J.-J. Delpuech

  DOI：10.1016/s0040-4039(00)81722-0

  日期：——