2-(4,5-dihydro-1H-imidazol-2-yl)-4,5-dimethoxyaniline | 677335-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4,5-dihydro-1H-imidazol-2-yl)-4,5-dimethoxyaniline
• CAS: 677335-29-4
• 化学式: C₁₁H₁₅N₃O₂
• 分子量: 221.259
• InChiKey: IKZZUQYEQIHKLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  68.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  烟酰乙酸甲酯 、 2-(4,5-dihydro-1H-imidazol-2-yl)-4,5-dimethoxyaniline 在 silica 、 methanol-dichloromethane 作用下， 反应 1.0h， 以to give (Z)-2-(8,9-dimethoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)-1-(3-pyridinyl)ethenol (66.9 mg, 28%) as a yellow solid的产率得到(Z)-2-(8,9-dimethoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)-1-(3-pyridinyl)ethenol
  参考文献：
  名称：

  Fused azole-pyrimidine derivatives

  摘要：

  本发明涉及杂环融合的咪唑嘧啶衍生物、其制备方法以及含有它们的药物制剂。本发明的融合杂环咪唑嘧啶衍生物表现出对磷脂酰肌醇-3-激酶（PI3K）抑制的增强效力，特别是对PI3K-γ抑制的增强效力，并可用于预防和治疗与PI3K和特别是PI3K-γ活性相关的疾病。更具体地说，本发明的杂环衍生物可用于以下疾病的治疗和预防：炎症和免疫调节性疾病，如哮喘、特应性皮炎、鼻炎、过敏病、慢性阻塞性肺病（COPD）、败血症休克、关节疾病、类风湿性关节炎和格雷夫斯病、癌症、心肌收缩力障碍、心力衰竭、血栓栓塞、缺血和动脉粥样硬化。本发明的化合物也可用于肺动脉高压、肾衰竭、心脏肥大，以及神经退行性疾病，如帕金森病、阿尔茨海默病、糖尿病和局灶性缺血，因为这些疾病也与人或动物主体中的PI3K活性有关。

  公开号：

  US07511041B2
• 作为产物：
  描述：

  2-氨基-4,5-二甲氧基苯腈 、 乙二胺 在 tetraphosphorus decasulfide 作用下， 以 水 为溶剂， 反应 16.0h， 以to give 2-(4,5-dihydro-1H-imidazol-2-yl)-4,5-dimethoxyaniline (5.1 g, 82%) as a solid的产率得到2-(4,5-dihydro-1H-imidazol-2-yl)-4,5-dimethoxyaniline
  参考文献：
  名称：

  FUSED AZOLE-PYRIMIDINE DERIVATIVES

  摘要：

  本发明涉及新型的融合式唑啉嘧啶衍生物、其制备方法和含有它们的药物制剂。本发明的融合式唑啉嘧啶衍生物表现出增强的磷脂酰肌醇-3-激酶（PI3K）抑制活性，特别是对PI3K-γ的抑制活性，可用于预防和治疗与PI3K，特别是PI3K-γ活性相关的疾病。更具体地说，本发明的唑啉嘧啶衍生物可用于以下疾病的治疗和预防：炎症和免疫调节性疾病，如哮喘、特应性皮炎、鼻炎、过敏疾病、慢性阻塞性肺疾病（COPD）、感染性休克、关节疾病、类风湿性关节炎和格雷夫斯病、癌症、心肌收缩功能障碍、心力衰竭、血栓栓塞、缺血和动脉硬化。本发明的化合物还可用于肺动脉高压、肾衰竭、心脏肥大，以及神经退行性疾病，如帕金森病、阿尔茨海默病、糖尿病和局灶性缺血，因为这些疾病也与人类或动物主体中的PI3K活性有关。

  公开号：

  US20090270388A1

文献信息

• [EN] FUSED AZOLE-PYRIMIDINE DERIVATIVES<br/>[FR] DERIVES D'AZOLE-PYRIMIDINES FONDUES
  申请人：BAYER HEALTHCARE AG

  公开号：WO2004029055A1

  公开（公告）日：2004-04-08

  The present invention relates to hovel fused azolepyrimidine derivatives, processes for preparing them and pharmaceutical preparations containing them. The fused azolepyrimidine derivatives of the present invention exhibit enhanced potency for phosphotidylinositol-3-kinase (P13K) inhibition, especially for PI3K-Ϝ inhibition and can be used for the prophylaxis and treatment of diseases associated with P13K and particularly with P13K-Ϝ activity. More specifically, the azole derivatives of the present invention are useful for treatment and prophylaxis of diseases as follows: inflammatory and immunoregulatory disorders, such as asthma, atopic dermatitis, rhinitis, allergic diseases, chronic obstructive pulmonary disease (COPD), septic shock, joint diseases, autoixnmune pathologies such as rheumatoid arthritis, and Graves' disease, cancer, myocardial contractility disorders, heart failure, thromboembolism, ischemia, and atherosclerosis. The compounds of the present invention are also useful for pulmonary hypertension, renal failure, cardiac hypertrophy, as well as neurodegenerative disorders such as Parkinson's disease, Alzheimer's disease, diabetes and focal ischemia, since the diseases also relate to P13K activity in a human or animal subject.

  本发明涉及杂环嘧啶衍生物，其制备方法以及含有它们的药物制剂。本发明的杂环嘧啶衍生物对磷脂酰肌醇-3-激酶（PI3K）抑制具有增强的效力，尤其对PI3K-Ϝ抑制效果显著，可用于预防和治疗与PI3K以及特别是PI3K-Ϝ活性相关的疾病。具体而言，本发明的杂环衍生物可用于治疗和预防以下疾病：炎症和免疫调节性疾病，如哮喘、特应性皮炎、鼻炎、过敏性疾病、慢性阻塞性肺病（COPD）、脓毒性休克、关节疾病、风湿性关节炎、Graves病、癌症、心肌收缩功能障碍、心力衰竭、血栓栓塞、缺血和动脉粥样硬化。本发明的化合物还可用于肺动脉高压、肾功能衰竭、心肌肥大，以及神经退行性疾病，如帕金森病、阿尔茨海默病、糖尿病和局灶性缺血，因为这些疾病也与人类或动物主体的PI3K活性有关。
• FUSED AZOLE-PYRIMIDINE DERIVATIVES
  申请人：Shimada Mitsuyuki

  公开号：US20090270388A1

  公开（公告）日：2009-10-29

  The present invention relates to novel fused azolepyriimidine derivatives, processes for preparing them and pharmaceutical preparations containing them. The fused azolepyrimidine derivatives of the present invention exhibit enhanced potency for phosphotidylinositol-3-kinase (PI3K) inhibition, especially for PI3K-γ inhibition and can be used for the prophylaxis and treatment of diseases associated with PI3K and particularly with PI3K-γ activity. More specifically, the azole derivatives of the present invention are useful for treatment and prophylaxis of diseases as follows: inflammatory and immunoregulatory disorders, such as asthma, atopic dermatitis, rhinitis, allergic diseases, chronic obstructive pulmonary disease (COPD), septic shock, joint diseases, autoimmune pathologies such as rheumatoid arthritis, and Graves' disease, cancer, myocardial contractility disorders, heart failure, thromboembolism, ischemia, and atherosclerosis. The compounds of the present invention are also useful for pulmonary hypertension, renal failure, cardiac hypertrophy, as well as neurodegenerative disorders such as Parkinson's disease, Alzheimer's disease, diabetes and focal ischemia, since the diseases also relate to PI3K activity in a human or animal subject.

  本发明涉及新型的融合式唑啉嘧啶衍生物、其制备方法和含有它们的药物制剂。本发明的融合式唑啉嘧啶衍生物表现出增强的磷脂酰肌醇-3-激酶（PI3K）抑制活性，特别是对PI3K-γ的抑制活性，可用于预防和治疗与PI3K，特别是PI3K-γ活性相关的疾病。更具体地说，本发明的唑啉嘧啶衍生物可用于以下疾病的治疗和预防：炎症和免疫调节性疾病，如哮喘、特应性皮炎、鼻炎、过敏疾病、慢性阻塞性肺疾病（COPD）、感染性休克、关节疾病、类风湿性关节炎和格雷夫斯病、癌症、心肌收缩功能障碍、心力衰竭、血栓栓塞、缺血和动脉硬化。本发明的化合物还可用于肺动脉高压、肾衰竭、心脏肥大，以及神经退行性疾病，如帕金森病、阿尔茨海默病、糖尿病和局灶性缺血，因为这些疾病也与人类或动物主体中的PI3K活性有关。
• US7511041B2
  申请人：——

  公开号：US7511041B2

  公开（公告）日：2009-03-31
• US8129386B2
  申请人：——

  公开号：US8129386B2

  公开（公告）日：2012-03-06
• Fused azole-pyrimidine derivatives
  申请人：Shimada Mitsuyuki

  公开号：US20060128732A1

  公开（公告）日：2006-06-15

  The present invention relates to hovel fused azolepyrimidine derivatives, processes for preparing them and pharmaceutical preparations containing them. The fused azolepyrimidine derivatives of the present invention exhibit enhanced potency for phosphotidylinositol-3-kinase (PI3K) inhibition, especially for PI3K-γ inhibition and can be used for the prophylaxis and treatment of diseases associated with PI3K and particularly with PI3K-γ activity. More specifically, the azole derivatives of the present invention are useful for treatment and prophylaxis of diseases as follows: inflammatory and immunoregulatory disorders, such as asthma, atopic dermatitis, rhinitis, allergic diseases, chronic obstructive pulmonary disease (COPD), septic shock, joint diseases, autoixnmune pathologies such as rheumatoid arthritis, and Graves' disease, cancer, myocardial contractility disorders, heart failure, thromboembolism, ischemia, and atherosclerosis. The compounds of the present invention are also useful for pulmonary hypertension, renal failure, cardiac hypertrophy, as well as neurodegenerative disorders such as Parkinson's disease, Alzheimer's disease, diabetes and focal ischemia, since the diseases also relate to PI3K activity in a human or animal subject.

  本发明涉及杂环融合的唑啉嘧啶衍生物，以及制备它们的方法和含有它们的制药制剂。本发明的杂环融合的唑啉嘧啶衍生物表现出增强的磷脂酰肌醇-3-激酶（PI3K）抑制活性，特别是PI3K-γ抑制活性，并可用于预防和治疗与PI3K和特别是PI3K-γ活性相关的疾病。更具体地说，本发明的唑啉衍生物可用于以下疾病的治疗和预防：炎症和免疫调节性疾病，如哮喘、特应性皮炎、鼻炎、过敏疾病、慢性阻塞性肺病（COPD）、感染性休克、关节疾病、类风湿性关节炎和格雷夫斯病、癌症、心肌收缩力障碍、心力衰竭、血栓栓塞、缺血和动脉硬化。本发明的化合物还可用于肺动脉高压、肾功能衰竭、心脏肥大，以及神经退行性疾病，如帕金森病、阿尔茨海默病、糖尿病和局部缺血，因为这些疾病也与人类或动物主体中的PI3K活性有关。