4-(3-甲酰基-1H-吡咯-1-基)苯甲腈 | 865432-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 4-(3-甲酰基-1H-吡咯-1-基)苯甲腈
• 英文名称: 4-(3-formyl-1H-pyrrol-1-yl)benzonitrile
• 英文别名: 4-(3-formylpyrrol-1-yl)benzonitrile
• CAS: 865432-07-1
• 化学式: C₁₂H₈N₂O
• 分子量: 196.208
• InChiKey: SGUBYNZHEAFBQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-1-[(2S,4R)-2-Hydroxy-4-((3S,4S)-3-hydroxy-chroman-4-ylcarbamoyl)-5-pyridin-3-yl-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide 、 4-(3-甲酰基-1H-吡咯-1-基)苯甲腈 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (2S)-4-[[1-(4-cyanophenyl)pyrrol-3-yl]methyl]-1-[(2S,4R)-2-hydroxy-5-[[(3S,4S)-3-hydroxychroman-4-yl]amino]-5-oxo-4-(3-pyridylmethyl)pentyl]-N-(2,2,2-trifluoroethyl)piperazine-2-carboxamide
  参考文献：
  名称：

  Novel HIV-1 protease inhibitors active against multiple PI-Resistant viral strains: coadministration with indinavir

  摘要：

  HIV-1 protease inhibitors (PI) with an N-arylpyrrole moiety in the P-3 position afforded excellent antiviral potency and substantially improved aqueous solubility over previously reported variants. The rapid in vitro clearance of these compounds in human liver microsomes prompted oral coadministration with indinavir to hinder their metabolism by the cyctochrome P450 3A4 isozyme and allow for in vivo PK assessment. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.049
• 作为产物：
  描述：

  2,5-二甲氧基-3-四氢呋喃缩醛 、 对氨基苯腈 在 溶剂黄146 作用下， 反应 18.0h， 以72%的产率得到4-(3-甲酰基-1H-吡咯-1-基)苯甲腈
  参考文献：
  名称：

  Discovery of 1,3-disubstituted-1H-pyrrole derivatives as potent Melanin-Concentrating Hormone Receptor 1 (MCH-R1) antagonists

  摘要：

  A series of 1,3-disubstituted-1H-pyrrole-based antagonists of the human Melanin-Concentrating Hormone Receptor 1 (h-MCH-R1) are reported. High-throughput screening of the AstraZeneca compound collection yielded 1, a hit with moderate affinity towards MCH-R1. Subsequent structural manipulations and SAR analysis served to rationalize potency requirements, and 12 was identified as a novel, functional MCH-R1 antagonist with favorable pharmacokinetic properties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.079

文献信息

• [EN] N-PIPERIDINE DERIVATES AS CCR3 MODULATORS<br/>[FR] DERIVES DE N-PIPERIDINE UTILISES EN TANT QUE MODULATEURS CCR3
  申请人：ASTRAZENECA AB

  公开号：WO2005090330A1

  公开（公告）日：2005-09-29

  Compounds of formula I, processes for preparing such compounds, their use in the treatment of obesity, psychiatric disorders, cognitive disorders, memory disorders, schizophrenia, epilepsy, and related conditions, and neurological disorders such as dementia, multiple sclerosis, Parkinson's disease, Huntington's chorea and Alzheimer's disease and pain related disorders and to pharmaceutical compositions containing them.

  公式I的化合物，制备这类化合物的方法，它们在治疗肥胖、精神障碍、认知障碍、记忆障碍、精神分裂症、癫痫以及相关疾病中的应用，以及神经系统疾病如痴呆症、多发性硬化症、帕金森病、亨廷顿舞蹈症、阿尔茨海默病和与疼痛相关的疾病，以及含有这些化合物的药物组合物。
• N-Piperidine Derivatives as Ccr3 Modulators
  申请人：Brickmann Kay

  公开号：US20080300232A1

  公开（公告）日：2008-12-04

  Compounds of formula I, processes for preparing such compounds, their use in the treatment of obesity, psychiatric disorders, cognitive disorders, memory disorders, schizophrenia, epilepsy, and related conditions, and neurological disorders such as dementia, multiple sclerosis, Parkinson's disease, Huntington's chorea and Alzheimer's disease and pain related disorders and to pharmaceutical compositions containing them.

  公式I的化合物，制备这些化合物的过程，它们在肥胖症、精神障碍、认知障碍、记忆障碍、精神分裂症、癫痫和相关疾病以及神经系统疾病如痴呆、多发性硬化症、帕金森病、亨廷顿舞蹈症和阿尔茨海默病以及与疼痛有关的疾病的治疗中的用途，以及包含它们的制药组合物。
• Discovery of 1,3-disubstituted-1H-pyrrole derivatives as potent Melanin-Concentrating Hormone Receptor 1 (MCH-R1) antagonists
  作者：Susanne Berglund、Bryan J. Egner、Henrik Gradén、Joakim Gradén、David G.A. Morgan、Tord Inghardt、Fabrizio Giordanetto

  DOI：10.1016/j.bmcl.2008.07.079

  日期：2008.9

  A series of 1,3-disubstituted-1H-pyrrole-based antagonists of the human Melanin-Concentrating Hormone Receptor 1 (h-MCH-R1) are reported. High-throughput screening of the AstraZeneca compound collection yielded 1, a hit with moderate affinity towards MCH-R1. Subsequent structural manipulations and SAR analysis served to rationalize potency requirements, and 12 was identified as a novel, functional MCH-R1 antagonist with favorable pharmacokinetic properties. (C) 2008 Elsevier Ltd. All rights reserved.
• Novel HIV-1 protease inhibitors active against multiple PI-Resistant viral strains: coadministration with indinavir
  作者：Nancy J. Kevin、Joseph L. Duffy、Brian A. Kirk、Kevin T. Chapman、William A. Schleif、David B. Olsen、Mark Stahlhut、Carrie A. Rutkowski、Lawrence C. Kuo、Lixia Jin、Jiunn H. Lin、Emilio A. Emini、James R. Tata

  DOI：10.1016/j.bmcl.2003.08.049

  日期：2003.11

  HIV-1 protease inhibitors (PI) with an N-arylpyrrole moiety in the P-3 position afforded excellent antiviral potency and substantially improved aqueous solubility over previously reported variants. The rapid in vitro clearance of these compounds in human liver microsomes prompted oral coadministration with indinavir to hinder their metabolism by the cyctochrome P450 3A4 isozyme and allow for in vivo PK assessment. (C) 2003 Elsevier Ltd. All rights reserved.