Dehydrocoformycin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Dehydrocoformycin
• 英文别名: 3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,7-dihydroimidazo[4,5-d][1,3]diazepin-8-one
• 化学式: C₁₁H₁₄N₄O₅
• 分子量: 282.25
• InChiKey: PICFAMQFTUCMDC-PNHWDRBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  129
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  Coformycin 、 5-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carboxylic acid 以to produce 3-(β-D-ribofuranosyl)-6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one as an intermediate的产率得到Dehydrocoformycin
  参考文献：
  名称：

  Process for the preparation of 2'-deoxy-2'-halocoformycins or

  摘要：

  本发明的目的是提供一种新型合成2'-脱氧-2'-卤代甲霉素的方法，其在实际上具有高收率的抑制腺苷脱氨酶的活性。因此，提供了一种包括多级反应的过程，使用tert-丁基1-（3,5-二-O-酰基-2-脱氧-2-卤代-β-D-核糖或阿拉伯核糖）-5-氨基咪唑-4-羧酸酯（式（II））作为起始中间体，从而产生2'-脱氧-2'-卤代甲霉素或2'-脱氧-2'-表-2'-卤代甲霉素（式（I-a））以及2'-脱氧-8-表-2'-卤代甲霉素或2'-脱氧-8,2'-二表-2'-卤代甲霉素（式（I-b））的方法。预计2'-脱氧-2'-卤代甲霉素及其表异构体可用作淋巴细胞白血病药物以及各种由腺苷脱氨酶作用引起的疾病的药物。

  公开号：

  US05831072A1

文献信息

• Processes for preparing 2'-deoxy-2'-fluorocoformycin and stereoisomers
  申请人：Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai

  公开号：US05773607A1

  公开（公告）日：1998-06-30

  2'-Deoxy-2'-fluorocoformycin and 2'-deoxy-8-epi-2'-fluorocoformycin are synthesized in this invention through a multi-stage process via 3,5-di-O-benzoyl-2-deoxy-2-fluoro-.alpha.- and -.beta.-D-ribofuranosyl bromides. Further, according to this invention, 2'-deoxy-2'-epi-2'-fluorocoformycin and 2'-deoxy-8,2'-diepi-2'-fluorocoformycin are synthesized by a multi-stage process starting from 3,5-di-O-benzoyl-2-deoxy-2-fluoro-.alpha.-D-arabinofuranosyl bromide. These four 2'-fluoro derivatives of coformycin are novel compounds and have high enzyme-inhibitory activities against adenosine deaminase. In particular, these novel compounds are useful substances which exhibit therapeutic effects on acute lymphocytic leukemias due to their high enzyme-inhibitory activities above-mentioned. In addition, a variety of intermediates are obtained as novel compounds which are useful for the synthesis of the aforesaid novel 2'-fluoro derivatives of coformycin.

  本发明通过经过多阶段的过程，通过3,5-二-O-苯甲酰基-2-脱氧-2-氟-.alpha.-和-.beta.-D-核糖溴化物合成了2'-脱氧-2'-氟可酶霉素和2'-脱氧-8-表-2'-氟可酶霉素。此外，根据本发明，从3,5-二-O-苯甲酰基-2-脱氧-2-氟-.alpha.-D-阿拉伯核糖溴化物开始，通过多阶段过程合成了2'-脱氧-2'-表-2'-氟可酶霉素和2'-脱氧-8,2'-双表-2'-氟可酶霉素。这四种2'-氟可酶霉素衍生物是新化合物，并且对腺苷脱氨酶具有高的酶抑制活性。特别是，这些新化合物是有用的物质，因为它们具有上述高酶抑制活性，对急性淋巴细胞白血病具有治疗作用。此外，还获得了多种中间体作为新化合物，这些中间体对于合成上述新的2'-氟可酶霉素衍生物是有用的。
• 2'-deoxy-2'-epi-2'-fluorocoformycin
  申请人：Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai

  公开号：US05886167A1

  公开（公告）日：1999-03-23

  2'-Deoxy-2'-fluorocoformycin and 2'-deoxy-8-epi-2'-fluorocoformycin are synthesized in this invention through a multi-stage process via 3,5-di-O-benzoyl-2-deoxy-2-fluoro-.alpha.- and -.beta.-D-ribofuranosyl bromides. Further, according to this invention, 2'-deoxy-2'-epi-2'-fluorocoformycin and 2'-deoxy-8,2'-diepi-2'-fluorocoformycin are synthesized by a multi-stage process starting from 3,5-di-O-benzoyl-2-deoxy-2-fluoro-.alpha.-D-arabinofuranosyl bromide. These four 2'-fluoro derivatives of coformycin are novel compounds and have high enzyme-inhibitory activities against adenosine deaminase. In particular, these novel compounds are useful substances which exhibit therapeutic effects on acute lymphocytic leukemias due to their high enzyme-inhibitory activities above-mentioned. In addition, a variety of intermediates are obtained as novel compounds which are useful for the synthesis of the aforesaid novel 2'-fluoro derivatives of coformycin.

  本发明通过经过多阶段的过程，通过3,5-二-O-苯甲酰基-2-脱氧-2-氟-α-和β-D-核糖溴化物合成了2'-脱氧-2'-氟可酶霉素和2'-脱氧-8-表-2'-氟可酶霉素。此外，根据本发明，通过从3,5-二-O-苯甲酰基-2-脱氧-2-氟-α-D-阿拉伯核糖溴化物开始的多阶段过程，合成了2'-脱氧-2'-表-2'-氟可酶霉素和2'-脱氧-8,2'-二表-2'-氟可酶霉素。这四种2'-氟可酶霉素衍生物是新化合物，并且对腺苷脱氨酶具有高酶抑制活性。特别是，由于其上述高酶抑制活性，这些新化合物是具有治疗急性淋巴细胞白血病的有用物质。此外，还获得了多种中间体作为新化合物，这些中间体对合成上述新的2'-氟可酶霉素衍生物是有用的。
• Methods for conducting assays for enzyme activity on protein microarrays
  申请人：Zhou X. Fang

  公开号：US20050118665A1

  公开（公告）日：2005-06-02

  The present invention relates to methods of conducting assays for enzymatic activity on microarrays useful for the large-scale study of protein function, screening assays, and high-throughput analysis of enzymatic reactions. The invention relates to methods of using protein chips to assay the presence, amount, activity and/or function of enzymes present in a protein sample on a protein chip. In particular, the methods of the invention relate to conducting enzymatic assays using a microarray wherein a protein and a substance are immobilized on the surface of a solid support and wherein the protein and the substance are in proximity to each other sufficient for the occurrence of an enzymatic reaction between the substance and the protein. The invention also relates to microarrays that have an enzyme and a substrate immobilized on their surface wherein the enzyme and the substrate are in proximity to each other sufficient for the occurrence of an enzymatic reaction between the enzyme and the substrate.

  本发明涉及在微阵列上进行酶活性测定的方法，这种方法可用于蛋白质功能的大规模研究、筛选测定和酶反应的高通量分析。本发明涉及使用蛋白质芯片检测蛋白质芯片上蛋白质样品中酶的存在、数量、活性和/或功能的方法。特别是，本发明的方法涉及使用芯片进行酶测定，其中蛋白质和物质被固定在固体支持物表面，蛋白质和物质相互靠近，足以使物质和蛋白质之间发生酶反应。本发明还涉及在其表面固定有酶和底物的微阵列，其中酶和底物相互靠近，足以使酶和底物之间发生酶反应。
• 2'-DEOXY-2'-FLUOROCOFORMYCIN AND STEREOISOMERS THEREOF
  申请人：ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI

  公开号：EP0643069B1

  公开（公告）日：1997-03-05
• A process for the preparation of 2'-deoxy-2'-halocoformycins or stereoisomers thereof
  申请人：ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI

  公开号：EP0794194B1

  公开（公告）日：2001-12-12