methyl 2-aminoimidazole-4(5)-acetate trifluoroacetate | 110295-91-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 2-aminoimidazole-4(5)-acetate trifluoroacetate
• 英文别名: methyl 2-(2-amino-1H-imidazol-5-yl)acetate;2,2,2-trifluoroacetic acid
• CAS: 110295-91-5
• 化学式: C₂HF₃O₂*C₆H₉N₃O₂
• 分子量: 269.18
• InChiKey: CCBGBHKDLYDFLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.34
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-aminoimidazole-4(5)-acetate trifluoroacetate 在 水 、 三氟乙酸 作用下， 反应 24.0h， 以80%的产率得到2-aminoimidazole-4(5)-acetic acid trifluoroacetate
  参考文献：
  名称：

  芳基重氮化合物和重氮盐是γ-氨基丁酸受体的潜在不可逆探针。

  摘要：

  描述了衍生自带有阴离子残基的均杂环和杂环芳族胺的不同重氮盐的合成。这些化合物的化学稳定性在不同的pH值下建立，并在大鼠脑γ-氨基丁酸（GABA）受体的结合实验中进行了相应的测试，最终可将它们用作不可逆亲和力或光亲和力探针。所研究的芳族杂环系列是2-氨基咪唑，2-氨基噻唑和4-氨基吡啶N-氧化物。衍生的重氮盐在中性pH下是不稳定的化合物，除非它们能够被去质子化为相应的重氮形式。这样，2-重氮咪唑-4（5）-乙酸（3b）在中性介质中稳定并识别GABA受体（IC50 = 70 microM）。同环芳族重氮盐显示出足够的稳定性，可以在结合实验中进行测试。最有趣的是衍生自间氨基苯甲酸和8-磺基萘胺的重氮盐（10b，IC50 = 10 microM； 15b，IC50小于100 microM）。在该系列中，在中性pH下去质子化的化合物（羟基苯重氮衍生物12b-14b）显示出增加的化学稳定性，但对GAB

  DOI：

  10.1021/jm00395a008

文献信息

• Benzazole derivatives, compositions, and methods of use as beta-secretase inhibitors
  申请人：Mjalli M.M. Adnan

  公开号：US20060223849A1

  公开（公告）日：2006-10-05

  The present invention is directed to benzazole compounds that inhibit β-site amyloid precursor protein-cleaving enzyme (BACE) and that may be useful in the treatment or prevention of diseases in which BACE is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which BACE is involved.

  本发明涉及一种抑制β-淀粉样前体蛋白剪切酶（BACE）的苯并咪唑化合物，该化合物可用于治疗或预防BACE参与的疾病，如阿尔茨海默病。本发明还涉及包含这些化合物的药物组合物以及在预防或治疗BACE参与的这些疾病中使用这些化合物和组合物的用途。
• Benzazole Derivatives, Compositions, and Methods of Use as Beta-Secretase Inhibitors
  申请人：Mjalli Adnan M.M.

  公开号：US20090326006A1

  公开（公告）日：2009-12-31

  The present invention is directed to benzazole compounds that inhibit β-site amyloid precursor protein-cleaving enzyme (BACE) and that may be useful in the treatment or prevention of diseases in which BACE is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which BACE is involved.

  本发明涉及抑制β位点淀粉样前体蛋白剪切酶（BACE）的苯并唑化合物，可用于治疗或预防BACE参与的疾病，如阿尔茨海默病。本发明还涉及包含这些化合物的药物组合物，以及在预防或治疗BACE参与的这些疾病中使用这些化合物和组合物的用途。
• Benzazole Derivatives, Compositions, and Methods of Use as B-Secretase Inhibitors
  申请人：Mjalli Adnan M.M.

  公开号：US20110065713A1

  公开（公告）日：2011-03-17

  The present invention is directed to benzazole compounds that inhibit β-site amyloid precursor protein-cleaving enzyme (BACE) and that may be useful in the treatment or prevention of diseases in which BACE is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which BACE is involved.

  本发明涉及一种抑制 β-淀粉样前体蛋白裂解酶（BACE）的苯并咪唑化合物，该化合物可能在治疗或预防包括阿尔茨海默病在内的与BACE有关的疾病中有用。本发明还涉及包含这些化合物的药物组合物以及在预防或治疗BACE参与的这类疾病中使用这些化合物和组合物。
• Benzazole derivatives, compositions, and methods of use as B-secretase inhibitors
  申请人：High Point Pharmaceuticals, LLC

  公开号：EP2457901A1

  公开（公告）日：2012-05-30

  The present invention is directed to benzazole compounds that inhibit β-site amyloid precursor protein-cleaving enzyme (BACE) and that may be useful in the treatment or prevention of diseases in which BACE is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which BACE is involved.

  本发明涉及抑制β位淀粉样前体蛋白切割酶（BACE）的苯甲唑化合物，这些化合物可用于治疗或预防BACE参与的疾病，如阿尔茨海默病。本发明还涉及包含这些化合物的药物组合物，以及这些化合物和组合物在预防或治疗涉及 BACE 的此类疾病中的用途。
• BOUCHET, MARIE-JEANNE;RENDON, ALVARO;WERMUTH, CAMILLE G.;GOELDNER, MAURIC+, J. MED. CHEM., 30,(1987) N 12, 2222-2227
  作者：BOUCHET, MARIE-JEANNE、RENDON, ALVARO、WERMUTH, CAMILLE G.、GOELDNER, MAURIC+

  DOI：——

  日期：——