N-benzyloxycarbonylglutamic N,N'-dipropargyldiamide | 1197352-21-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-benzyloxycarbonylglutamic N,N'-dipropargyldiamide
• 英文别名: benzyl N-[1,5-dioxo-1,5-bis(prop-2-ynylamino)pentan-2-yl]carbamate
• CAS: 1197352-21-8
• 化学式: C₁₉H₂₁N₃O₄
• 分子量: 355.393
• InChiKey: IHLQRZAKDFETIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(苄氧羰基)-L-谷氨酸 、 炔丙胺 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以90%的产率得到N-benzyloxycarbonylglutamic N,N'-dipropargyldiamide
  参考文献：
  名称：

  Chemosynthesis of Poly(ε-lysine)-Analogous Polymers by Microwave-Assisted Click Polymerization

  摘要：

  Poly(epsilon-lysine) (epsilon-PL)-analogous click polypeptides with not only similar alpha-amino side groups but also similar main chain to epsilon-PL were chemically synthesized for the first time though click polymerization from aspartic (or glutamic)-acid-based dialkyne and diazide monomers. With microwave-assisting, the reaction time of click polymerization was compressed into 30 min. The polymers were fully characterized by NMR, ATR-FTIR, and SEC-MALLS analysis. The deprotected click polypeptides had similar pK(a) value (7.5) and relatively low cytotoxicity as epsilon-PL and could be used as substitutes of epsilon-PL in biomedical applications, especially in endotoxin selective removal. Poly(ethylene glycol) (PEG)-containing alternating copolymers with a-amino groups were also synthesized and characterized. After deprotection, the polymers could be used as functional gene vector with PEG shadowing system and NCA initiator to get amphiphilic graft polymers.

  DOI：

  10.1021/bm1013662

文献信息

• NOVEL DUAL TARGETING ANTITUMORAL CONJUGATES
  申请人：Dal Pozzo Alma

  公开号：US20110160147A1

  公开（公告）日：2011-06-30

  The present invention relates to dual-targeting cytotoxic compounds of formula (I) and to their preparation. The described compounds are endowed with tumour specific action, incorporating three functional units: a tumour recognition moiety and a tumour selective enzymatic substrate sequence connected together by means of a spacer. These conjugates are designed to guarantee serum stability and, at the same time, the desired action inside the tumour cells as a result of enzymatic cleavability. [(L-D) n E] m -F-D-PI-SI-CT Formula (I).

  本发明涉及公式（I）的双靶向细胞毒性化合物及其制备。所述化合物具有肿瘤特异性作用，包含三个功能单元：肿瘤识别基团和肿瘤选择性酶底物序列通过间隔连接在一起。这些共轭物被设计为保证血清稳定性，同时由于酶的可切性，在肿瘤细胞内产生所需的作用。[(L-D)nE]m-F-D-PI-SI-CT公式（I）。
• NOVEL DUAL TARGETING ANTITUMOURAL CONJUGATES
  申请人：SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP2285396A1

  公开（公告）日：2011-02-23
• [EN] NOVEL DUAL TARGETING ANTITUMOURAL CONJUGATES<br/>[FR] NOUVEAUX CONJUGUÉS ANTITUMORAUX À DOUBLE CIBLAGE
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2009141240A1

  公开（公告）日：2009-11-26

  The present invention relates to dual-targeting cytotoxic compounds of formula (I) and to their preparation. The described compounds are endowed with tumour specific action, incorporating three functional units: a tumour recognition moiety and a tumour selective enzymatic substrate sequence connected together by means of a spacer. These conjugates are designed to guarantee serum stability and, at the same time, the desired action inside the tumour cells as a result of enzymatic cleavability. [(L-D)nE]m-F-D-PI-SI-CT Formula (I).