2,5-吡咯烷二酮,1-[(甲氧基乙酰基)氧代]- | 161742-67-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 2,5-吡咯烷二酮,1-[(甲氧基乙酰基)氧代]-
• 英文名称: 1-[(methoxyacetyl)oxy]pyrrolidine-2,5-dione
• 英文别名: 2,5-dioxopyrrolidin-1-yl 2-methoxyacetate；N-Hydroxysuccinimidyl methoxyacetate；succinimidyl methoxyacetate；methoxyacetic acid N-hydroxysuccinimidyl ester；(2,5-dioxopyrrolidin-1-yl) 2-methoxyacetate
• CAS: 161742-67-2
• 化学式: C₇H₉NO₅
• mdl: MFCD22193834
• 分子量: 187.152
• InChiKey: KDVRYSGGAUUSIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  紫杉醇 、 2,5-吡咯烷二酮,1-[(甲氧基乙酰基)氧代]- 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到2'-O-(methoxyacetyl)paclitaxel
  参考文献：
  名称：

  Highly Water Soluble Taxol Derivatives: 7-Polyethylene Glycol Carbamates and Carbonates

  摘要：

  The first examples of highly water soluble taxol derivatives (0.1 mmol/mL) were prepared by the attachment of polyethylene glycol (molecular weight 2-5 kD) at the 7-position of taxol via a methane or carbonate linkage. When lower molecular weight polyethylene glycols (350 and 750) were used, the solubilities were considerably lower (1.87 x 10(-3) mmol/mL) but still substantially greater than taxol itself. Additional 7-substituted taxol derivatives were also prepared by utilizing small molecules consisting of sugars and ionic and multifunctional compounds. However, most of these derivatives had solubilities, calculated from HPLC retention times, that did not differ significantly from taxol itself. The use of methoxyacetate as a protecting group during these syntheses is discussed.

  DOI：

  10.1021/jo00107a010
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 甲氧基乙酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以64%的产率得到2,5-吡咯烷二酮,1-[(甲氧基乙酰基)氧代]-
  参考文献：
  名称：

  Highly Water Soluble Taxol Derivatives: 7-Polyethylene Glycol Carbamates and Carbonates

  摘要：

  The first examples of highly water soluble taxol derivatives (0.1 mmol/mL) were prepared by the attachment of polyethylene glycol (molecular weight 2-5 kD) at the 7-position of taxol via a methane or carbonate linkage. When lower molecular weight polyethylene glycols (350 and 750) were used, the solubilities were considerably lower (1.87 x 10(-3) mmol/mL) but still substantially greater than taxol itself. Additional 7-substituted taxol derivatives were also prepared by utilizing small molecules consisting of sugars and ionic and multifunctional compounds. However, most of these derivatives had solubilities, calculated from HPLC retention times, that did not differ significantly from taxol itself. The use of methoxyacetate as a protecting group during these syntheses is discussed.

  DOI：

  10.1021/jo00107a010

文献信息

• [EN] PI-3 KINASE INHIBITOR PRODRUGS<br/>[FR] PROMEDICAMENTS D'INHIBITEURS DE PI-3 KINASE
  申请人：SEMAFORE PHARMACEUTICALS INC

  公开号：WO2004089925A1

  公开（公告）日：2004-10-21

  The invention provides novel prodrugs of inhibitors of PI-3 kinase. The novel compounds are LY294002 and analogs thereof comprising a reversibly quaternized amine.

  这项发明提供了PI-3激酶抑制剂的新型前药。这些新型化合物是LY294002及其类似物，包括可逆性季铵化胺。
• [EN] BIS TRIDENTATE W3O2 CLUSTERS FOR X-RAY IMAGING<br/>[FR] AGRÉGATS DE LIGANDS TRIDENTÉS BIS DE W3O2 POUR L'IMAGERIE PAR RAYONS X
  申请人：BAYER IP GMBH

  公开号：WO2013000970A1

  公开（公告）日：2013-01-03

  The present invention describes a new class of highly stable W3O2 Clusters, a method for their preparation, their use as X-ray contrast agents and the intermediates tri- or tetracarboxylic acids as desired tridentate ligand resources.

  本发明描述了一种新型高稳定性的W3O2团簇，以及它们的制备方法，它们作为X射线造影剂的用途，以及作为三齿或四齿羧酸中间体的所需三齿配体资源。
• Bis Tridentate W3O2 Clusters for X-Ray imaging
  申请人：Bayer Intellectual Property GmbH

  公开号：EP2540321A1

  公开（公告）日：2013-01-02

  The present invention describes a new class of highly stable W3O2 Clusters, a method for their preparation, their use as X-ray contrast agents and the intermediates tri- or tetracarboxylic acids as desired tridentate ligand resources.

  该发明描述了一类新型高稳定性的W3O2团簇，一种制备它们的方法，它们作为X射线造影剂的用途，以及作为三齿配体资源所需的三酸或四酸中间体。
• BIO-ORTHOGONAL DRUG ACTIVATION
  申请人：KONINKLIJKE PHILIPS N.V.

  公开号：US20160106859A1

  公开（公告）日：2016-04-21

  The invention relates to a Prodrug activation method, for therapeutics, wherein use is made of abiotic reactive chemical groups that exhibit bio-orthogonal reactivity towards each other. The invention also relates to a Prodrug kit comprising at least one Prodrug and at least one Activator, wherein the Prodrug comprises a Drug and a first Bio-orthogonal Reactive Group (the Trigger), and wherein the Activator comprises a second Bio-orthogonal Reactive Group. The invention also relates to targeted therapeutics used in the above-mentioned method and kit. The invention particularly pertains to antibody-drug conjugates and to bi- and trispecific antibody derivatives.

  该发明涉及一种用于治疗学的原药激活方法，其中使用了表现出彼此生物正交反应性的非生物活性化学基团。该发明还涉及一种包含至少一种原药和至少一种激活剂的试剂盒，其中原药包含药物和第一个生物正交反应基团（触发器），而激活剂包含第二个生物正交反应基团。该发明还涉及在上述方法和试剂盒中使用的靶向治疗剂。该发明特别适用于抗体药物偶联物和双特异性及三特异性抗体衍生物。
• BRYOSTATIN ANALOGUES AND METHODS OF MAKING AND USING THEREOF
  申请人：Keck Gary E.

  公开号：US20110269713A1

  公开（公告）日：2011-11-03

  Described herein are tricyclic macrolactones. The macrolactones have a high binding affinity for PKC. The compounds described herein can be used in a number of therapeutic applications including cancer and Alzheimer's prevention and treatment. The compounds described herein can also treat memory loss. Also described herein are methods for producing macrolactones. The methods permit the high-yield synthesis of macrolactones in fewer steps and with a higher degree of substitution and specificity.

  本文描述的是三环大环内酯。这些大环内酯对蛋白激酶C（PKC）具有很高的结合亲和力。本文描述的化合物可用于多种治疗应用，包括癌症和阿尔茨海默病的预防和治疗。本文描述的化合物还可以用于治疗记忆丧失。本文还描述了生产大环内酯的方法。这些方法允许在更少的步骤中以更高的置换度和特异性高产合成大环内酯。