6-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside | 910649-49-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
• 英文别名: 6-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside；[(3S,4S,5R,6R)-4,5-diacetyloxy-6-(6-bromopyridin-3-yl)oxythian-3-yl] acetate
• CAS: 910649-49-9
• 化学式: C₁₆H₁₈BrNO₇S
• 分子量: 448.291
• InChiKey: CWGATHMNNMIICW-SLBVQIDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside 、 三丁基(1-乙氧基乙烯)锡 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 盐酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以68%的产率得到6-acetyl-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
  参考文献：
  名称：

  Palladium-catalyzed C–C coupling: efficient preparation of new 5-thio-β-d-xylopyranosides as oral venous antithrombotic drugs

  摘要：

  First examples of a Suzuki and Stille cross-coupling reaction to prepare derivatives of pyridinyl 5-thio-beta-D-xylopyranosides are described. Some of these compounds are orally active in an animal model of venous thrombosis. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.050

文献信息

• Novel Compounds Derived From 5-Thioxylose And Their Use In Therapeutics
  申请人：Barberousse Veronique

  公开号：US20080293768A1

  公开（公告）日：2008-11-27

  The invention relates to novel 5-thioxylose compounds, preferably derivatives of the 5-thioxylopyranose type, to the process for their preparation and to their use as active principles of drugs intended especially for the treatment or prevention of thrombosis or cardiac insufficiency.

  这项发明涉及新颖的5-硫木糖化合物，优选为5-硫木糖吡喃糖类衍生物，以及它们的制备过程和它们作为药物活性成分的用途，主要用于治疗或预防血栓形成或心脏功能不全。
• Derivatives of 5-Thioxylopyranose and Use of Same for Treatment
  申请人：Barberousse Veronique

  公开号：US20090182013A1

  公开（公告）日：2009-07-16

  The invention relates to new compounds of 5-thioxilose, preferably derivatives of the 5-thioxilopyranose type, and to a method for preparing the same and their use as the active ingredient of drugs mainly intended for treating or inhibiting thrombosis or heart failure or thromboembolic diseases.

  该发明涉及5-硫代木糖的新化合物，优选为5-硫代木糖吡喃糖类的衍生物，以及一种制备这些化合物的方法和它们作为药物活性成分的用途，主要用于治疗或抑制血栓形成、心力衰竭或血栓栓塞性疾病。
• Derivatives of 5-thioxylopyranose and use of same for treatment
  申请人：Laboratoires Fournier S.A.

  公开号：US08093394B2

  公开（公告）日：2012-01-10

  The invention relates to new compounds of 5-thioxilose, preferably derivatives of the 5-thioxilopyranose type, and to a method for preparing the same and their use as the active ingredient of drugs mainly intended for treating or inhibiting thrombosis or heart failure or thromboembolic diseases.

  本发明涉及5-硫代木糖的新化合物，优选为5-硫代木糖吡喃糖衍生物，以及其制备方法和它们作为药物的活性成分的用途，主要用于治疗或抑制血栓形成、心力衰竭或血栓栓塞性疾病。
• Compounds derived from 5-thioxylose and their use in therapeutics
  申请人：Laboratories Fournier S.A.

  公开号：US08148407B2

  公开（公告）日：2012-04-03

  The invention relates to novel 5-thioxylose compounds, preferably derivatives of the 5-thioxylopyranose type, to the process for their preparation and to their use as active principles of drugs intended especially for the treatment or prevention of thrombosis or cardiac insufficiency.

  该发明涉及新型5-硫氧木糖化合物，优选为5-硫氧基吡喃木糖衍生物，以及它们的制备过程和作为药物活性成分的用途，特别是用于治疗或预防血栓形成或心脏功能不全的药物。
• NOUVEAUX COMPOSES DERIVES DU 5-THIOXYLOSE ET LEUR UTILISATION THERAPEUTIQUE
  申请人：LABORATOIRES FOURNIER S.A.

  公开号：EP1861411A2

  公开（公告）日：2007-12-05