4-乙酰基哌啶-1-甲酰氯 | 125094-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-乙酰基哌啶-1-甲酰氯
• 英文名称: 4-ethanoylpiperidinecarbonyl chloride
• 英文别名: 4-Acetylpiperidine-1-carbonyl chloride
• CAS: 125094-85-1
• 化学式: C₈H₁₂ClNO₂
• 分子量: 189.642
• InChiKey: LCQBWKOWXCXGSM-UHFFFAOYSA-N

物化性质

• 沸点：
  315.3±31.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1-methyl-1H-benzo[d]imidazol-2-yl)(4-((3-(trimethylstannyl)pyridin-2-yl)oxy)phenyl)methanone 、 4-乙酰基哌啶-1-甲酰氯 在 bis(η3-allyl-μ-chloropalladium(II)) 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以45%的产率得到1-(1-(2-(4-(1-methyl-1H-benzo[d]imidazole-2-carbonyl)phenoxy)nicotinoyl)piperidin-4-yl)ethanone
  参考文献：
  名称：

  Synthesis and in vitro characterization of cinnoline and benzimidazole analogues as phosphodiesterase 10A inhibitors

  摘要：

  Fifteen cinnoline analogues and six benzimidazole phosphodiesterase 10A (PDE10A) inhibitors were synthesized as potential PET radiopharmaceuticals and their in vitro activity as PDE10A inhibitors was determined. Nine out of twenty-one compounds were potent inhibitors of PDE10A with IC50 values ranging from 1.5 to 18.6 nM. Notably, the IC50 values of compounds 26a, 26b, and 33c were 1.52 +/- 0.18, 2.86 +/- 0.10, and 3.73 +/- 0.60 nM, respectively; these three compounds also showed high in vitro selectivity (> 1000-fold) for PDE10A over PDE 3A/3B, PDE4A/4B. The high potency and selectivity of these three compounds suggests that they could be radiolabeled with PET radionuclides for further evaluation of their in vivo pharmacological behavior and ability to quantify PDE10A in the brain. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.12.054

文献信息

• [EN] MONO- AND BICYCLIC AZOLE DERIVATIVES THAT INHIBIT THE INTERACTION OF LIGANDS WITH RAGE<br/>[FR] DERIVES DE L'AZOLE ET DERIVES BICYCLIQUES FUSIONNES DE L'AZOLE, AGENTS THERAPEUTIQUES
  申请人：TRANSTECH PHARMA INC

  公开号：WO2003075921A2

  公开（公告）日：2003-09-18

  This invention provides certain compounds of formula I wherein A1 is O, S or -N(R2)-, methods of their preparation, pharmaceutical compositions comprising the compounds, and their use in treating human or animal disorders. The compounds of the invention are useful as modulators of the interaction between the receptor for advanced glycated end products (RAGE) and its ligands, such as advanced glycated end products (AGEs), S100/calgranulin/EN-RAGE, β-amyloid and amphoterin, and for the management, treatment, control, or as an adjunct treatment for diseases in humans caused by RAGE. Such diseases or disease states include acute and chronic inflammation, the development of diabetic late complications such as increased vascular permeability, nephropathy, atherosclerosis, and retinopathy, the development of Alzheimer’s disease, erectile dysfunction, and tumor invasion and metastasis.

  本发明提供了一些公式I的化合物，其中A1是O，S或-N（R2）-，它们的制备方法，包括这些化合物的制药组合物，以及它们在治疗人类或动物疾病方面的用途。本发明的化合物可作为高级糖基化终产物（AGEs），S100 / calgranulin / EN-RAGE，β-淀粉样蛋白和amphoterin等配体与其受体（RAGE）之间相互作用的调节剂，并用于治疗由RAGE引起的人类疾病的管理，治疗，控制或辅助治疗。这些疾病或疾病状态包括急性和慢性炎症，糖尿病晚期并发症的发展，如增加的血管通透性，肾病，动脉粥样硬化和视网膜病变，阿尔茨海默病的发展，勃起功能障碍以及肿瘤侵袭和转移。
• Azole derivatives and fused bicyclic azole derivatives as therapeutic agents
  申请人：——

  公开号：US20040082542A1

  公开（公告）日：2004-04-29

  This invention provides certain compounds, methods of their preparation, pharmaceutical compositions comprising the compounds, and their use in treating human or animal disorders. The compounds of the invention are useful as modulators of the interaction between the receptor for advanced glycated end products (RAGE) and its ligands, such as advanced glycated end products (AGEs), S100/calgranulin/EN-RAGE, &bgr;-amyloid and amphoterin, and for the management, treatment, control, or as an adjunct treatment for diseases in humans caused by RAGE. Such diseases or disease states include acute and chronic inflammation, the development of diabetic late complications such as increased vascular permeability, nephropathy, atherosclerosis, and retinopathy, the development of Alzheimer's disease, erectile dysfunction, and tumor invasion and metastasis.

  本发明提供了某些化合物、它们的制备方法、包含这些化合物的药物组合物以及它们在治疗人类或动物疾病中的应用。本发明的化合物可用作高级糖基化终产物受体（RAGE）及其配体（如高级糖基化终产物（AGEs）、S100/calgranulin/EN-RAGE、β-淀粉样蛋白和amphoterin）之间相互作用的调节剂，并用于治疗由RAGE引起的人类疾病的管理、治疗、控制或作为辅助治疗。这些疾病或疾病状态包括急性和慢性炎症、糖尿病晚期并发症的发展（如增加的血管通透性、肾病、动脉粥样硬化和视网膜病变）、阿尔茨海默病的发展、勃起功能障碍以及肿瘤侵袭和转移。
• AZOLE DERIVATIVES AND FUSED BICYCLIC AZOLE DERIVATIVES AS THERAPEUTIC AGENTS
  申请人：Mjalli Adnan M.M.

  公开号：US20120088778A1

  公开（公告）日：2012-04-12

  This invention provides certain compounds, methods of their preparation, pharmaceutical compositions comprising the compounds, and their use in treating human or animal disorders. The compounds of the invention are useful as modulators of the interaction between the receptor for advanced glycated end products (RAGE) and its ligands, such as advanced glycated end products (AGEs), S100/calgranulin/EN-RAGE, β-amyloid and amphoterin, and for the management, treatment, control, or as an adjunct treatment for diseases in humans caused by RAGE. Such diseases or disease states include acute and chronic inflammation, the development of diabetic late complications such as increased vascular permeability, nephropathy, atherosclerosis, and retinopathy, the development of Alzheimer's disease, erectile dysfunction, and tumor invasion and metastasis.

  本发明提供了某些化合物、其制备方法、包含这些化合物的药物组合物，以及它们在治疗人类或动物疾病中的应用。该发明的化合物可用作高级糖基化终末产物（AGEs）、S100/calgranulin/EN-RAGE、β-淀粉样蛋白和amphoterin等配体与其受体——高级糖基化终末产物受体（RAGE）之间相互作用的调节剂，以及用于治疗由RAGE引起的人类疾病的管理、治疗、控制或辅助治疗。这些疾病或疾病状态包括急性和慢性炎症、糖尿病后期并发症的发展，如增加血管通透性、肾病、动脉粥样硬化和视网膜病变，阿尔茨海默病的发展、勃起功能障碍和肿瘤侵袭和转移。
• TRIPATHI, RAVISH CH.;PATNAIK, G. K.;SAXENA, ANIL K., INDIAN J. CHEM. B, 28,(1989) N, C. 333-337
  作者：TRIPATHI, RAVISH CH.、PATNAIK, G. K.、SAXENA, ANIL K.

  DOI：——

  日期：——
• J. MED. CHEM., 33,(1990) N, C. 903-905
  作者：

  DOI：——

  日期：——