N⁹-(ω-ethoxycarbonyl-n-hexyl)adenine | 359865-38-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N⁹-(ω-ethoxycarbonyl-n-hexyl)adenine
• 英文别名: ethyl-7-(9-adenenyl)-heptanoate；7-(6-Amino-purin-9-yl)-heptanoic acid ethyl ester；ethyl 7-(6-aminopurin-9-yl)heptanoate
• CAS: 359865-38-6
• 化学式: C₁₄H₂₁N₅O₂
• 分子量: 291.353
• InChiKey: DWJFDFOGAQANLU-UHFFFAOYSA-N

物化性质

• 沸点：
  476.5±55.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  95.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N⁹-(ω-ethoxycarbonyl-n-hexyl)adenine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到N⁹-(ω-hydroxy-n-heptyl)adenine
  参考文献：
  名称：

  摘要：

  N-9-Polymethylene derivatives of adenine and hypoxanthine with various functional groups in the omega -position of the alkyl substituent were synthesized. Their physicochemical properties and effect on the HIV reverse transcriptase and DNA topoisomerase I were studied.

  DOI：

  10.1023/a:1011377103793
• 作为产物：
  描述：

  7-氯庚酸乙酯 、 腺嘌呤 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到N⁹-(ω-ethoxycarbonyl-n-hexyl)adenine
  参考文献：
  名称：

  摘要：

  N-9-Polymethylene derivatives of adenine and hypoxanthine with various functional groups in the omega -position of the alkyl substituent were synthesized. Their physicochemical properties and effect on the HIV reverse transcriptase and DNA topoisomerase I were studied.

  DOI：

  10.1023/a:1011377103793

文献信息

• Regulation of type 5 adenylyl cyclase for treatment of neurodegenerative and cardiac diseases
  申请人：Vatner F. Stephen

  公开号：US20060252774A1

  公开（公告）日：2006-11-09

  The invention concerns pharmaceutical compositions that contain a compound or compounds that can effectively regulate the activity of Type 5 Adenylyl Cyclase and methods for treatment of neurological diseases and disorders, as well as motor function loss therefrom, as well as treatment for cardiac conditions and diseases including conditions characterized by abnormal heart rate.

  这项发明涉及含有一种或多种能够有效调节第5型腺苷酸环化酶活性的化合物的药物组合物，以及治疗神经系统疾病和障碍、以及由此引起的运动功能丧失的方法，以及用于治疗心脏疾病和疾病的方法，包括以异常心率为特征的情况。
• Hydroxamate based inhibitors of adenylyl cyclase. Part 1: The effect of acyclic linkers on P-site binding
  作者：Daniel E Levy、Charles Marlowe、Kim Kane-Maguire、Ming Bao、Diana B Cherbavaz、James E Tomlinson、David M Sedlock、Robert M Scarborough

  DOI：10.1016/s0960-894x(02)00653-4

  日期：2002.11

  The adenylyl cyclases (ACs) are a family of enzymes that are key elements of signal transduction by virtue of their ability to convert ATP to cAMP. The catalytic mechanism of this transformation proceeds through initial binding of ATP to the purine binding site (P-site) followed by metal mediated cyclization with loss of pyrophosphate. Crystallographic analysis of ACs with known inhibitors reveals

  腺苷酸环化酶（AC）是一类酶，由于其将ATP转化为cAMP的能力而成为信号转导的关键元素。这种转化的催化机制是通过ATP与嘌呤结合位点（P-位点）的初始结合而进行的，随后是金属介导的环化反应而失去了焦磷酸盐。用已知抑制剂对AC进行的晶体学分析表明，活性位点中存在两种金属。目前，已知腺苷酸环化酶的九种同工型，并且以组织特异性的方式表达独特的同工型组合。腺苷酸环化酶同工型特异性抑制剂的开发可能被证明是设计新型治疗剂的有用策略。为了开发新型AC抑制剂，我们选择了一种利用腺嘌呤环系统分子通过柔性无环接头与金属配位异羟肟酸连接的设计方法。对设计的抑制剂针对V AC型进行分析，其中接头的大小和杂原子含量发生变化，以探测酶中核苷酸和金属结合位点的相互作用。
• Adenine based inhibitors of adenylyl cyclase, pharmaceutical compositions, and method of use thereof
  申请人：——

  公开号：US20020068745A1

  公开（公告）日：2002-06-06

  The present invention relates to derivatives and analogues of adenine, which inhibit adenylyl cyclase activity. The present invention also relates to a method of preventing and inhibiting a patient's fibroproliferative vasculopathy following vascular injury or a vascular surgical operation which includes administering to the patient, an effective amount of a compound according to the invention subsequent to a vascular injury, or subsequent to a vascular surgical operation, for one to two weeks after the injury or surgical operation, effective to treat or prevent a patient's fibroproliferative vasculopathy such as chronic allograft rejection or vascular restenosis following vascular trauma. The present invention also relates to a method for measuring the inhibition of adenylyl cyclase activity and a method for treating congestive heart failure.

  本发明涉及腺嘌呤的衍生物和类似物，其抑制腺苷酸环化酶活性。本发明还涉及一种预防和抑制患者血管损伤后纤维增殖性血管病的方法，或血管手术后的方法，包括向患者施用根据本发明的化合物的有效量，即在血管损伤后或血管手术后的一到两周内，有效地治疗或预防患者的纤维增殖性血管病，如慢性移植物排斥或血管创伤后的血管再狭窄。本发明还涉及一种测量腺苷酸环化酶活性抑制的方法和一种治疗充血性心力衰竭的方法。
• US6887880B2
  申请人：——

  公开号：US6887880B2

  公开（公告）日：2005-05-03