diethyl 2-aminoethyl-1-phosphonate hydrochloride

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl 2-aminoethyl-1-phosphonate hydrochloride
• 英文别名: diethyl (2-aminoethyl)phosphonate hydrochloride；2-(diethoxyphosphinyl)ethylamine hydrochloride；(2-amino-ethyl)-phosphonic acid diethyl ester hydrochloride salt；2-diethoxyphosphorylethanamine;hydrochloride
• 化学式: C₆H₁₆NO₃P*ClH
• 分子量: 217.633
• InChiKey: KMPHGKKWADLZQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  61.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 2-aminoethyl-1-phosphonate hydrochloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 P¹-diisopropyl P⁵-diethyl 2-oxo-3-azapentane-1,5-bisphosphonate
  参考文献：
  名称：

  Highly Potent Bisphosphonate Ligands for Phosphoglycerate Kinase

  摘要：

  We have synthesized a series of novel analogs of 1,3-bisphospho-D-glyceric -acid, 1,3-BPG,(3) and evaluated their binding to phosphoglycerate kinase, PGK (EC 2.7.2.3). Nonscissile methane-phosphonic acids replace the two phosphate monoesters of 1,3-BPG and lead to several stable, tight-binding mimics of this intermediate species in glycolysis. Multiple fluorine substitution for hydrogen in the alpha-methylene groups of the phosphonic acid 1,3-BPG analogs markedly improves their binding to PGK as determined by NMR analysis. The best ligands bind some 50-100 times more strongly than does the substrate 3-phospho-D-glyceric acid and show a requirement for PKa3 to be generally below 6.0, while the presence of a beta-carbonyl group seems to be of secondary importance.

  DOI：

  10.1021/jm970839y
• 作为产物：
  描述：

  氰甲基磷酸二乙酯 在 盐酸 、 platinum(IV) oxide 、 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以99.3%的产率得到diethyl 2-aminoethyl-1-phosphonate hydrochloride
  参考文献：
  名称：

  [EN] SMALL MOLECULE MODULATORS OF GSK-3 ACTIVITY
  [FR] MODULATEURS À PETITES MOLÉCULES DE L'ACTIVITÉ DE GSK-3

  摘要：

  提供了可用作底物竞争性抑制剂的化合物，以及在调节（例如抑制）GSK-3活性和治疗与GSK-3相关的生物状况方面的用途。这些化合物可以由规范中描述的公式I、II或III共同表示。

  公开号：

  WO2022044024A1

文献信息

• [EN] INHIBITORS OF FLAVIVIRIDAE VIRUSES<br/>[FR] INHIBITEURS DE VIRUS DE LA FAMILLE DES FLAVIVIRIDAE
  申请人：GILEAD SCIENCES INC

  公开号：WO2011031669A1

  公开（公告）日：2011-03-17

  Provided are compounds of Formula I: and pharmaceutically acceptable salts and esters thereof. The compounds, compositions, and methods provided are useful for the treatment of Flaviviridae virus infections, particularly hepatitis C infections.

  提供的是化合物的化学式I：以及其药学上可接受的盐和酯。所提供的化合物、组合物和方法对于治疗黄病毒科病毒感染特别是丙型肝炎感染是有用的。
• [EN] SMALL MOLECULE MODULATORS OF GSK-3 ACTIVITY<br/>[FR] MODULATEURS À PETITES MOLÉCULES DE L'ACTIVITÉ DE GSK-3
  申请人：UNIV RAMOT

  公开号：WO2022044024A1

  公开（公告）日：2022-03-03

  Compounds usable as substrate-competitive inhibitors of GSK-3, and uses thereof in modulating (e.g., inhibiting) GSK-3 activity and in treating biological conditions associated with GSK-3, are provided. The compounds can be collectively represented by Formula I, II or III, as described in the specification.

  提供了可用作底物竞争性抑制剂的化合物，以及在调节（例如抑制）GSK-3活性和治疗与GSK-3相关的生物状况方面的用途。这些化合物可以由规范中描述的公式I、II或III共同表示。
• Cyclopentadienone Iron Complex-Catalyzed Hydrogenation of Ketones: The Influence of the Charge-Tag on Catalytic Performance
  作者：André Bütikofer、Vera Kesselring、Peter Chen

  DOI：10.1021/acs.organomet.3c00489

  日期：——

  monoacetonitrile dicarbonyl complexes was found to be superior to the in situ activation of the tricarbonyl complex with trimethylamine oxide with an up to 32-fold rate enhancement. CO ligand removal from the tricarbonyl iron complexes with Me3NO was found to be disfavored in protic solvents compared to polar, aprotic solvents. Micelle formation was observed for the negatively charge-tagged complexes, with critical

  通过实验研究了使用环戊二烯酮铁络合物作为催化剂的氢化反应中反应速率差异的原因，这取决于负电荷标签（磺酸盐或膦酸盐）的存在或不存在。基于核磁共振和动力学实验，可以排除电荷标签与催化剂活性位点的直接结合以及影响过渡态能量的电场效应。发现单乙腈二羰基络合物形式的催化剂预活化优于三甲胺氧化物对三羰基络合物的原位活化，速率提高高达 32 倍。发现与极性非质子溶剂相比，在质子溶剂中不利于用 Me 3 NO从三羰基铁络合物中去除 CO 配体。观察到带负电荷标记的复合物形成胶束，临界胶束浓度在 1.75-17 mM 范围内，具体取决于碱金属抗衡离子。发现电荷标记催化剂中叔胺部分的存在是反应速率降低的原因。与带有叔胺基团的不带电复合物相比，发现胶束的存在提高了反应速率。
• US4022761A
  申请人：——

  公开号：US4022761A

  公开（公告）日：1977-05-10
• Highly Potent Bisphosphonate Ligands for Phosphoglycerate Kinase
  作者：David L. Jakeman、Andrew J. Ivory、Michael P. Williamson、G. Michael Blackburn

  DOI：10.1021/jm970839y

  日期：1998.11.1

  We have synthesized a series of novel analogs of 1,3-bisphospho-D-glyceric -acid, 1,3-BPG,(3) and evaluated their binding to phosphoglycerate kinase, PGK (EC 2.7.2.3). Nonscissile methane-phosphonic acids replace the two phosphate monoesters of 1,3-BPG and lead to several stable, tight-binding mimics of this intermediate species in glycolysis. Multiple fluorine substitution for hydrogen in the alpha-methylene groups of the phosphonic acid 1,3-BPG analogs markedly improves their binding to PGK as determined by NMR analysis. The best ligands bind some 50-100 times more strongly than does the substrate 3-phospho-D-glyceric acid and show a requirement for PKa3 to be generally below 6.0, while the presence of a beta-carbonyl group seems to be of secondary importance.