diethyl (5-iodopentyl)phosphonate | 1234567-47-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diethyl (5-iodopentyl)phosphonate
• 英文别名: 1-Diethoxyphosphoryl-5-iodopentane
• CAS: 1234567-47-5
• 化学式: C₉H₂₀IO₃P
• 分子量: 334.134
• InChiKey: OSVCMCYGMHOIRC-UHFFFAOYSA-N

物化性质

• 沸点：
  337.1±25.0 °C(Predicted)
• 密度：
  1.435±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  14.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  diethyl (5-iodopentyl)phosphonate 、 ethyl 5-(4-tert-butyl-2-(5-tert-butyl-2-(tert-butyldiphenylsilyloxy)benzyl)-6-(5-tert-butyl-3-(5-tert-butyl-2-(tert-butyldiphenylsilyloxy)benzyl)-2-hydroxybenzyl)phenoxy)pentanoate 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以58%的产率得到ethyl 5-(4-tert-butyl-2-(5-tert-butyl-2-(tert-butyldiphenylsilyloxy)benzyl)-6-(5-tert-butyl-3-(5-tert-butyl-2-(tert-butyldiphenylsilyloxy)benzyl)-2-(5-(diethoxyphosphoryl)pentyloxy)benzyl)phenoxy)pentanoate
  参考文献：
  名称：

  Synthetic approaches to mixed ligand chelators on tert-butylphenol–formaldehyde oligomer (PFO) platforms

  摘要：

  Synthetic approaches to mixed ligand chelators on readily available tert-butylphenol-formaldehyde oligomer, PFO, scaffolds were examined. In a promising approach, tris and tetraphenol oligomers were selectively mono or di protected using tert-butyldiphenyl silyl chloride. The utility of these protected intermediates to prepare representative mixed PFO chelators, carrying ligands such as hydroxamic acid, 3,2-hydroxypyridinones, and others was then demonstrated. The introduction of the ligand tethers onto the phenolic scaffold can be done sequentially under relatively mild conditions that tolerate the presence of other sensitive ligand groups. The differential reactivity of the disilyl derivative 20b, allowed stepwise introduction of two different ligands on the internal phenolic positions. This enabled the introduction of three different ligand groups of choice onto the tetraphenol platform. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.032
• 作为产物：
  描述：

  1,5-二溴戊烷 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 1.5h， 生成 diethyl (5-iodopentyl)phosphonate
  参考文献：
  名称：

  [EN] 3-SUBSTITUTED XANTHINE DERIVATIVES AS MRGPRX4 RECEPTOR MODULATORS
  [FR] DÉRIVÉS DE XANTHINE SUBSTITUÉS EN POSITION 3 UTILISÉS COMME MODULATEURS DU RÉCEPTEUR MRGPRX4

  摘要：

  该发明涉及用于治疗、缓解和/或预防与MRGPRX4受体功能相关的疾病和紊乱的MRGPRX4受体激动剂和拮抗剂，以及包括这些化合物的药物组合物和制备这些化合物的方法。该发明进一步涉及使用这些化合物，单独或与其他治疗剂联合使用，用于缓解、预防和/或治疗疾病和紊乱，特别是用作伤口愈合药物和治疗慢性疼痛和瘙痒的用途。

  公开号：

  WO2022079245A1

文献信息

• Virtual screening, selection and development of a benzindolone structural scaffold for inhibition of lumazine synthase
  作者：Arindam Talukdar、Ekaterina Morgunova、Jianxin Duan、Winfried Meining、Nicolas Foloppe、Lennart Nilsson、Adelbert Bacher、Boris Illarionov、Markus Fischer、Rudolf Ladenstein、Mark Cushman

  DOI：10.1016/j.bmc.2010.03.072

  日期：2010.5

  Virtual screening of a library of commercially available compounds versus the structure of Mycobacterium tuberculosis lumazine synthase identified 2-(2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamido)acetic acid ( 9) as a possible lead compound. Compound 9 proved to be an effective inhibitor of M. tuberculosis lumazine synthase with a K-i of 70 mu M. Lead optimization through replacement of the carboxymethylsulfonamide sidechain with sulfonamides substituted with alkyl phosphates led to a four-carbon phosphate 38 that displayed a moderate increase in enzyme inhibitory activity (K-i 38 mu M). Molecular modeling based on known lumazine synthase/inhibitor crystal structures suggests that the main forces stabilizing the present benzindolone/enzyme complexes involve pi-pi stacking interactions with Trp27 and hydrogen bonding of the phosphates with Arg128, the backbone nitrogens of Gly85 and Gln86, and the side chain hydroxyl of Thr87. (C) 2010 Elsevier Ltd. All rights reserved.