2-hydroxy-1-(1'-pyrrolidinyl)-1-buten-3-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-1-(1'-pyrrolidinyl)-1-buten-3-one
• 英文别名: 2-Hydroxy-1-(1'-pyrrolidiyl)-1-buten-3-one；1-pyrrolidin-1-ylbutane-2,3-dione
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: IYGIPNOLOVQSRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-<(2'-carboxy)pyrrolidinyl>-1-deoxy-D-fructose 反应 0.01h， 生成 3-(1'-吡咯烷基)-2-丁酮 、 2,3-二氢-3,5-二羟基-6-甲基-4H-吡喃-4-酮 、 1-吡咯烷-1-基丁烷-1-酮 、 1-(1-吡咯烷基)丙酮 、 1-(1'-吡咯烷基)-2-丁酮 、 2-hydroxy-1-(1'-pyrrolidinyl)-1-buten-3-one
  参考文献：
  名称：

  Pyrolysis/GC/MS Analysis of 1-[(2'-carboxyl)pyrrolidinyl]-1-deoxy-D-fructose (Proline Amadori Compound)

  摘要：

  Pyrolysis/GC/MS was applied to the study of primary and secondary pyrolysis products of 1-[(2'-carboxy)pyrrolidinyl]-1-deoxy-D-fructose (proline Amadori compound). The Amadori product was pyrolyzed on a ribbon probe at 150, 200, 250, 300, an 350 degrees C for 10 s. The main products formed under these conditions were 1-(1'-pyrrolidinyl)-2-propanone, 2-hydroxy-1-(1'-pyrrolidinyl)-1-buten-3-one, and 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one in addition to acetic acid and pyrrolidine. To produce secondary pyrolysis products, the Amadori compound was pyrolyzed at 250 degrees C in a quartz tube for 20 s; 14 secondary pyrolysis products were identified. The majority of the products were also reported to be formed during autoclaving of proline/monosaccharide mixtures at 150 degrees C for 1.5 h in water. In addition, the pyrolysis of D-glucose/proline and the proline Amadori compound was compared.

  DOI：

  10.1021/jf00047a027

文献信息

• Methods of Treating Aneurysmal Dilatation, Blood Vessel Wall Weakness and Specifically Abdominal Aortic and Thoracic Aneurysm Using Matrix Metalloprotease-2 Inhibitors
  申请人：Wood Alastair J.J.

  公开号：US20110082114A1

  公开（公告）日：2011-04-07

  The present invention provides methods of treating aneurysmal dilatation, blood vessel wall weakness, and specifically abdominal aortic aneurysm and thoracic aneurysm by inhibiting MMPs and ADAM-10. Such compounds are useful in the in vitro study of the role of MMPs and ADAM-10 (and its inhibition) in biological processes. The present invention also comprises pharmaceutical compositions comprising one or more MMPs or ADAM-10 inhibitors according to the invention in combination with a pharmaceutically acceptable carrier. Such compositions are useful for the treatment of aneurysmal dilatation or blood vessel wall weakness, for example abdominal aortic aneurysm and thoracic aneurysm. The invention also comprises methods of treating aneurysmal dilatation or blood vessel wall weakness, for example abdominal aortic aneurysm and thoracic aneurysm utilizing the compounds of the invention in conjunction with inhibitors of angiotensin II, including angiotensin II receptor blockers and angiotensin converting enzyme inhibitors, and cyclophilin inhibitors.

  本发明提供了通过抑制MMPs和ADAM-10来治疗动脉瘤扩张、血管壁薄弱，特别是腹主动脉瘤和胸主动脉瘤的方法。这些化合物在体外研究中对MMPs和ADAM-10（及其抑制作用）在生物过程中的作用具有用处。本发明还包括包含根据本发明的一种或多种MMPs或ADAM-10抑制剂与药学上可接受的载体组合的药物组合物。这些组合物对于治疗动脉瘤扩张或血管壁薄弱，例如腹主动脉瘤和胸主动脉瘤，具有用处。本发明还包括利用本发明的化合物与血管紧张素II的抑制剂（包括血管紧张素II受体拮抗剂和血管紧张素转换酶抑制剂）以及环肽酶抑制剂一起治疗动脉瘤扩张或血管壁薄弱的方法。
• ADAM10 and its Uses Related to Infection
  申请人：Rubin Donald H.

  公开号：US20090220514A1

  公开（公告）日：2009-09-03

  The present invention relates to a protein, ADAM10, ADAM10 nucleic acid sequences and ADAM10 proteins encoded by these sequences that are involved in infection by one or more pathogen such as a virus, a parasite, a bacteria or a fungus or are otherwise associated with the life cycle of a pathogen.

  本发明涉及一种蛋白质ADAM10，ADAM10核酸序列和由这些序列编码的ADAM10蛋白质，它们参与感染一种或多种病原体，例如病毒、寄生虫、细菌或真菌，或与病原体的生命周期有关。
• Human Adam-10 Inhibitors
  申请人：Canne Bannen Lynne

  公开号：US20100105953A1

  公开（公告）日：2010-04-29

  The present invention provides compounds useful for inhibiting the ADAM-10 protein, with selectivity versus MMP-1. Such compounds are useful in the in vitro study of the role of ADAM-10 (and its inhibition) in biological processes. The present invention also comprises pharmaceutical compositions comprising one or more ADAM-10 inhibitors according to the invention in combination with a pharmaceutically acceptable carrier. Such compositions are useful for the treatment of cancer, arthritis, and diseases related to angiogenesis. Correspondingly, the invention also comprises methods of treating forms of cancer, arthritis, and diseases related to angiogenesis in which ADAM-10 plays a critical role.

  本发明提供了一些有用的化合物，用于抑制ADAM-10蛋白，与MMP-1具有选择性。这些化合物在ADAM-10（及其抑制）在生物过程中的作用的体外研究中是有用的。本发明还包括药物组合物，其包括根据本发明的一种或多种ADAM-10抑制剂与药学可接受的载体的组合。这样的组合物对于治疗癌症，关节炎和与血管生成相关的疾病是有用的。相应地，本发明还包括治疗癌症，关节炎和与血管生成相关的疾病的方法，其中ADAM-10起关键作用。
• US7629341B2
  申请人：——

  公开号：US7629341B2

  公开（公告）日：2009-12-08
• US7989661B2
  申请人：——

  公开号：US7989661B2

  公开（公告）日：2011-08-02