methyl 6-deoxy-6-thio-α-D-galactopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-deoxy-6-thio-α-D-galactopyranoside
• 英文别名: methyl 6-thio-α-D-galactopyranoside；(2S,3R,4S,5R,6S)-2-methoxy-6-(sulfanylmethyl)oxane-3,4,5-triol
• 化学式: C₇H₁₄O₅S
• 分子量: 210.251
• InChiKey: XDEBRRDIMCXBPG-PZRMXXKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  80.2
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 6-deoxy-6-thio-α-D-galactopyranoside 在 三乙基膦 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以90%的产率得到alpha-d-吡喃半乳糖苷甲酯
  参考文献：
  名称：

  紫外光下脱硫合成脱氧糖苷

  摘要：

  进行这项研究是为了开发一种高效的方法，该方法可以在紫外线，室温，三烷基膦的存在下于0.5小时内完成脱硫。使用这种方法，可以几乎定量地从含硫糖苷生产脱氧糖苷。还讨论了用三乙基膦进行脱硫的反应性比用亚磷酸三乙酯进行脱硫的反应性高得多。

  DOI：

  10.1021/acs.joc.7b00896
• 作为产物：
  描述：

  Α-D-乳酸吡喃糖苷甲酯 在 吡啶 、 甲醇 、 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 methyl 6-deoxy-6-thio-α-D-galactopyranoside
  参考文献：
  名称：

  [EN] THIOSACCHARIDE MUCOLYTIC AGENTS
  [FR] AGENTS MUCOLYTIQUES THIOSACCHARIDIQUES

  摘要：

  公开号：

  WO2014153009A3

文献信息

• NOVEL MEDICAL USES OF THIOL-FUNCTIONALIZED POLYGLYCEROL DERIVATIVES
  申请人：Freie Universität Berlin

  公开号：EP3797783A1

  公开（公告）日：2021-03-31

  The invention relates to further medical uses of a polyglycerol derivative having a linear or dendritic polyglycerol backbone and carrying at least one thiol group covalently bound to the polyglycerol backbone, namely to its use as mucolytic; to its use in treating chronic sinusitis, asthma, chronic bronchitis, cystic fibrosis, chronic obstructive pulmonary disease, emphysema, or bronchiectasis; and to its use in treating chronic inflammatory bowel diseases, constipation, gastrointestinal malabsorption syndrome, irritable bowel syndrome, steatorrhea or diarrhea. The invention further relates to specific thiol-functionalized polyglycerol derivatives and to manufacturing methods for these polyglycerol derivatives.

  本发明涉及一种具有线性或树枝状聚甘油骨架并带有至少一个与聚甘油骨架共价结合的硫醇基团的聚甘油衍生物的进一步医疗用途，即用作粘液溶解剂；用于治疗慢性鼻窦炎、哮喘、慢性支气管炎、囊性纤维化、慢性阻塞性肺病、肺气肿或支气管扩张症；以及用于治疗慢性炎症性肠病、便秘、胃肠道吸收不良综合征、肠易激综合征、脂肪泻或腹泻。本发明还涉及特定的硫醇官能化聚甘油衍生物以及这些聚甘油衍生物的制造方法。
• AIRWAY MUCUS IMPACTION
  申请人：The Regents of the University of California

  公开号：US20190290225A1

  公开（公告）日：2019-09-26

  Provided herein are, inter alia, methods and systems for detecting mucus in the lungs of a subject. Aspects provide methods and systems for the diagnosis, prognosis, characterization, detection, and treatment of asthma, chronic obstructive pulmonary disease, and type 2 inflammation.
• MEDICAL USES OF THIOL-FUNCTIONALIZED POLYGLYCEROL DERIVATIVES
  申请人：FREIE UNIVERSITÄT BERLIN

  公开号：US20220401565A1

  公开（公告）日：2022-12-22

  It is provided a method of treatment of a human or animal patient in need thereof to achieve a reduction of the viscosity of mucus of the patient which is carried out by administering a polyglycerol derivative having a linear or dendritic polyglycerol backbone and carrying at least one thiol group covalently bound to the polyglycerol backbone. It is further provided a method of treatment of a human or animal patient suffering from chronic sinusitis, asthma, chronic bronchitis, cystic fibrosis, chronic obstructive pulmonary disease, emphysema, bronchiectasis, chronic inflammatory bowel diseases, constipation, gastrointestinal malabsorption syndrome, irritable bowel syndrome, steatorrhea or diarrhea by administering a polyglycerol derivative. Further specific thiol-functionalized polyglycerol derivatives and a corresponding manufacturing method are provided.
• [EN] AIRWAY MUCUS IMPACTION<br/>[FR] IMPACTION DE MUCUS DES VOIES RESPIRATOIRES
  申请人：UNIV CALIFORNIA

  公开号：WO2017197360A1

  公开（公告）日：2017-11-16

  Provided herein are, inter alia, methods and systems for detecting mucus in the lungs of a subject. Aspects provide methods and systems for the diagnosis, prognosis, characterization, detection, and treatment of asthma, chronic obstructive pulmonary disease, and type 2 inflammation.
• [EN] NOVEL MEDICAL USES OF THIOL-FUNCTIONALIZED POLYGLYCEROL DERIVATIVES<br/>[FR] NOUVELLES UTILISATIONS MÉDICALES DE DÉRIVÉS DE POLYGLYCÉROL FONCTIONNALISÉS PAR THIOL
  申请人：UNIV BERLIN FREIE

  公开号：WO2021058818A1

  公开（公告）日：2021-04-01

  The invention relates to further medical uses of a polyglycerol derivative having a linear or dendritic polyglycerol backbone and carrying at least one thiol group covalently bound to the polyglycerol backbone, namely to its use as mucolytic; to its use in treating chronic sinusitis, asthma, chronic bronchitis, cystic fibrosis, chronic obstructive pulmonary disease, emphysema, or bronchiectasis; and to its use in treating chronic inflammatory bowel diseases, constipation, gastrointestinal malabsorption syndrome, irritable bowel syndrome, steatorrhea or diarrhea. The invention further relates to specific thiol-functionalized polyglycerol derivatives and to a corresponding manufacturing method.