1,6-二叠氮基-1,6-二脱氧-D-甘露醇 | 52868-75-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 1,6-二叠氮基-1,6-二脱氧-D-甘露醇
• 英文名称: 1,6-diazido-1,6-dideoxy-D-mannitol
• 英文别名: 1.6-Diazido-D-mannit；1,6-diazido-D-1,6-dideoxy-mannitol；Mannitol, 1,6-diazido-, D-；(2R,3R,4R,5R)-1,6-diazidohexane-2,3,4,5-tetrol
• CAS: 52868-75-4
• 化学式: C₆H₁₂N₆O₄
• 分子量: 232.199
• InChiKey: YZCLVXZZMAYDMT-KVTDHHQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  110
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 海关编码：
  2929909090

反应信息

• 作为反应物：
  描述：

  1,6-二叠氮基-1,6-二脱氧-D-甘露醇 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以98%的产率得到1,6-diamino-1,6-dideoxy-D-mannitol
  参考文献：
  名称：

  衍生自d-甘露糖醇的新型席夫碱的合成及其抗结核活性。

  摘要：

  d-甘露醇，1,6-二脱氧-1,6-双-{[[（E）-芳亚甲基]氨基} -d-甘露醇的六席夫碱衍生物（6：芳基= XC（6）H（4）：X合成了= o-，m-和p-Cl或NO（2）），并使用Alamar Blue药敏试验评估了其对结核分枝杆菌H（37）Rv的体外抗菌活性，并将活性表示为最低抑菌性浓度（MIC），以微克/毫升为单位。所有三个硝基衍生物均显示出显着活性：（6d：X = o-NO（2）），（6e：X = m-NO（2））和（6f：X = p-NO（2））的活性为12.5分别为25.0和25.0microg / mL。当与一线药物（如乙胺丁醇）相比时，它们可以被视为开发用于治疗耐多药结核病的新的先导化合物的良好起点。新化合物6的表征通常是在光谱上实现的。

  DOI：

  10.1016/j.carres.2009.08.006
• 作为产物：
  描述：

  2,3,4,5-Tetra-O-acetyl-1,6-di-O-methansulfonyl-D-mannit 在 氢氧化钾 、 sodium azide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 1,6-二叠氮基-1,6-二脱氧-D-甘露醇
  参考文献：
  名称：

  Boularand; Kamdem; Imbach, Chimica therapeutica, 1973, vol. 8, # 6, p. 638 - 646

  摘要：

  DOI：

文献信息

• NOVELCROSSLINKING REAGENTS, MACROMOLECULES, THERAPEUTIC CONJUGATES, AND SYNTHETIC METHODS THEREOF
  申请人：CellMosaic, Inc.

  公开号：US20140206903A1

  公开（公告）日：2014-07-24

  The invention provides novel chemical entities based on sugar alcohols. These new chemical entities are biocompatible and biodegradable. The molecules can be made in a single and pure form. The molecular weights of these molecules range from small (<1000 Da) to large (1000-120,000 Da). The sugar alcohol-based molecules can have functional groups throughout the molecule for crosslinking compounds, such as the preparation of antibody-drug conjugates, or to facilitate the delivery of therapeutic proteins, peptides, siRNA, and chemotherapeutic drugs. Also provided are new conjugate entities prepared through sugar alcohol molecules. Methods of synthesizing sugar alcohol-based molecules and conjugates are also within the scope of the invention.

  本发明提供了基于糖醇的新型化合物。这些新型化合物具有生物相容性和生物可降解性。这些分子可以以单一纯形式制备。这些分子的分子量范围从小分子（<1000 Da）到大分子（1000-120,000 Da）。基于糖醇的分子可以在整个分子中具有功能性基团，用于交联化合物，例如制备抗体药物偶联物，或促进治疗性蛋白质、肽、siRNA和化学治疗药物的传递。还提供了通过糖醇分子制备的新型偶联实体。本发明还涉及制备基于糖醇的分子和偶联物的方法。
• Tuning the Regioselectivity of Topochemical Polymerization through Cocrystallization of the Monomer with an Inert Isostere
  作者：Kuntrapakam Hema、Cijil Raju、Subhrajyoti Bhandary、Kana M. Sureshan

  DOI：10.1002/anie.202210733

  日期：2022.10.4

  Tuning the regioselectivity of topochemical reactions is challenging as they occur under reagent- and solvent-free conditions. Employing a cocrystal strategy, we rationally tuned the regiochemistry of a topochemical polymerization. A monomer, known to polymerize topochemically to give a 1 : 1 blend of two differently linked polymers, was cocrystallized with a dummy molecule. This cocrystal underwent

  调整拓扑化学反应的区域选择性具有挑战性，因为它们发生在无试剂和无溶剂条件下。采用共晶策略，我们合理地调整了拓扑化学聚合的区域化学。已知可通过拓扑化学聚合以产生两种不同连接聚合物的 1:1 共混物的单体与虚拟分子共结晶。该共晶体区域选择性地进行了拓扑化学聚合。
• Synthesis of α,ω‐Diazidoalditol Derivatives via Both <i>bis</i>‐ or <i>tris</i>‐Cyclic Sulfites and Peracetylated α,ω‐Dibromoalditols as Bielectrophilic Intermediates
  作者：Virginie Glaçon、Mohammed Benazza、Aniss El Anzi、Daniel Beaupère、Gilles Demailly

  DOI：10.1081/car-120030470

  日期：2004.12.26

  The alpha,omega-diazidoalditol derivatives with erythro, threo, xylo, ribo, D-arabino, D-manno, and D-gluco configuration were efficiently synthesized, respectively, from bis- or tris-cyclic sulfite or peracetylated alpha,omega-dibromoalditol intermediates. The cyclic sulfite intermediates has the advantage to lead directly to the free alpha,omega-diazido-alpha,omega-dideoxyalditols.
• NOVEL CROSSLINKING REAGENTS, MACROMOLECULES, THERAPEUTIC BIOCONJUGATES, AND SYNTHETIC METHODS THEREOF
  申请人：CellMosaic, Inc.

  公开号：US20170065726A1

  公开（公告）日：2017-03-09

  The invention provides novel chemical entities based on sugar alcohols. These new chemical entities are biocompatible and biodegradable. The molecules can be made in a single and pure form. The molecular weights of these molecules range from small (<1000 Da) to large (1000-120,000 Da). The sugar alcohol-based molecules can have functional groups throughout the molecule for crosslinking compounds, such as the preparation of antibody-drug conjugates, or to facilitate the delivery of therapeutic proteins, peptides, siRNA, and chemotherapeutic drugs. Also provided are new conjugate entities prepared through sugar alcohol molecules. Methods of synthesizing sugar alcohol-based molecules and conjugates are also within the scope of the invention.
• US8907079B2
  申请人：——

  公开号：US8907079B2

  公开（公告）日：2014-12-09