5,6-Dibromo-1-β-D-ribofuranosylbenzimidazole

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 苯并咪唑核糖核苷和核糖核苷酸
• 英文名称: 5,6-Dibromo-1-β-D-ribofuranosylbenzimidazole
• 英文别名: Dibromoribofuranosylbenzimidazole；(2R,3R,4S,5R)-2-(5,6-dibromobenzimidazol-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol；(2R,3R,4S,5R)-2-(5,6-dibromobenzimidazol-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• 化学式: C₁₂H₁₂Br₂N₂O₄
• 分子量: 408.046
• InChiKey: DIZQYYDUHDRLEL-DDHJBXDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6-Dibromo-1-β-D-ribofuranosylbenzimidazole 以15%的产率得到5,6-Dibromo-1-β-D-ribofuranosylbenzimidazole 3',5'-phosphate
  参考文献：
  名称：

  1-β-d-呋喃核糖基苯并咪唑3'，5'-磷酸酯的衍生物模拟腺苷3'，5'-磷酸酯（cAMP）和鸟苷3'，5'-磷酸酯（cGMP）的作用

  摘要：

  根据MNDO方法预测的性质，设计了一系列1-β-D-呋喃呋喃糖基苯并咪唑3'，5'-磷酸酯（cBIMP）的新类似物，并由取代的苯并咪唑合成。通过MNDO方法计算每个苯并咪唑碱基的偶极子向量以及HOMO和LUMO能量，并确定cBIMP衍生物的亲脂性。通常，cBIMP衍生物激活cAMP依赖性蛋白激酶I和II，并优先结合位点B，特别是对于II型激酶，其中2-三氟甲基-cBIMP和5,6-二氟-cBIMP表现出最高的位点选择性。每个cBIMP衍生物都可以刺激cGMP刺激的环磷酸二酯酶（cGS-PDE），其中5,6-二甲基-cBIMP与cGMP一样有效，并且还可以抑制cGMP抑制的磷酸二酯酶（cGI-PDE）。仅2-三氟甲基-cBIMP和Rp-硫代磷酸酯（cBIMPS）（赤道P = S）对cPDE的水解具有抗性。如果有的话，将Sp-硫代磷酸酯缓慢水解。除了表现出高亲脂性外，用于诱导细胞凋亡和抑制增殖

  DOI：

  10.1016/0008-6215(92)85050-a

文献信息

• REMEDY OR PREVENTIVE FOR KIDNEY DISEASE AND METHOD OF DIAGNOSING KIDNEY DISEASE
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1550462A1

  公开（公告）日：2005-07-06

  A novel agent for therapy and/or prevention of kidney diseases as well as a diagnostic method (detection method) of kidney diseases is disclosed. The agent for therapy and/or prevention of kidney diseases comprises as an effective ingredient a substance which inhibits casein kinase 2. The diagnostic method of kidney diseases according to the present invention comprises measuring activity or content of casein kinase 2, or measuring expression amount of casein kinase 2 gene in a sample separated from body.

  本发明公开了一种治疗和/或预防肾脏疾病的新型制剂以及肾脏疾病的诊断方法（检测方法）。治疗和/或预防肾脏疾病的药剂包括一种抑制酪蛋白激酶 2 的物质作为有效成分。根据本发明，肾脏疾病的诊断方法包括测量酪蛋白激酶 2 的活性或含量，或测量从体内分离的样本中酪蛋白激酶 2 基因的表达量。
• Remedy or preventive for kidney disease and method of diagnosing kidney disease
  申请人：Yamada Masateru

  公开号：US20060293256A1

  公开（公告）日：2006-12-28

  A novel agent for therapy and/or prevention of kidney diseases as well as a diagnostic method (detection method) of kidney diseases is disclosed. The agent for therapy and/or prevention of kidney diseases comprises as an effective ingredient a substance which inhibits casein kinase 2. The diagnostic method of kidney diseases according to the present invention comprises measuring activity or content of casein kinase 2, or measuring expression amount of casein kinase 2 gene in a sample separated from body.
• METHODS AND COMPOSITIONS FOR THE DIAGNOSIS AND TREATMENT OF EWING'S SARCOMA
  申请人：Lessnick Stephen L.

  公开号：US20080280844A1

  公开（公告）日：2008-11-13

  The present invention relates to methods and compositions for the detection and treatment of Ewing's sarcoma. In particular, the methods of detection relate to measuring in Ewing's sarcoma cells the expression of the NKX2.2 gene, as well as targets genes downstream of NKX2.2. The compositions and method of treatment for Ewing's sarcoma involve therapeutic agents that target the expression of the NKX2.2 gene or block the activity of the NKX2.2 protein. Also provided are methods of screening therapeutic agents that affect the expression of the NKX2.2 gene.
• US7939253B2
  申请人：——

  公开号：US7939253B2

  公开（公告）日：2011-05-10
• Derivatives of 1-β-d-ribofuranosylbenzimidazole 3′,5′-phosphate that mimic the actions of adenosine 3′,5′-phosphate (cAMP) and guanosine 3′,5′-phosphate (cGMP)
  作者：Hans-Gottfried Genieser、Elisabeth Winkler、Elke Butt、Michaela Zorn、Susanne Schulz、Frank Iwitzki、Reinhold Störmann、Bernd Jastorff、Stein Ove Døskeland、Dagfinn Øgreid、Sandrine Ruchaud、Michel Lanotte

  DOI：10.1016/0008-6215(92)85050-a

  日期：1992.10

  A series of new analogues of 1-beta-D-ribofuranosylbenzimidazole 3',5'-phosphate (cBIMP) has been designed according to the properties predicted by the MNDO method, and synthesised from substituted benzimidazoles. Dipole vectors and HOMO and LUMO energies for each benzimidazole base were calculated by the MNDO method and the lipophilicities of the cBIMP derivatives were determined. In general, the

  根据MNDO方法预测的性质，设计了一系列1-β-D-呋喃呋喃糖基苯并咪唑3'，5'-磷酸酯（cBIMP）的新类似物，并由取代的苯并咪唑合成。通过MNDO方法计算每个苯并咪唑碱基的偶极子向量以及HOMO和LUMO能量，并确定cBIMP衍生物的亲脂性。通常，cBIMP衍生物激活cAMP依赖性蛋白激酶I和II，并优先结合位点B，特别是对于II型激酶，其中2-三氟甲基-cBIMP和5,6-二氟-cBIMP表现出最高的位点选择性。每个cBIMP衍生物都可以刺激cGMP刺激的环磷酸二酯酶（cGS-PDE），其中5,6-二甲基-cBIMP与cGMP一样有效，并且还可以抑制cGMP抑制的磷酸二酯酶（cGI-PDE）。仅2-三氟甲基-cBIMP和Rp-硫代磷酸酯（cBIMPS）（赤道P = S）对cPDE的水解具有抗性。如果有的话，将Sp-硫代磷酸酯缓慢水解。除了表现出高亲脂性外，用于诱导细胞凋亡和抑制增殖