5-(4-吡啶基)戊醛 | 192717-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 5-(4-吡啶基)戊醛
• 英文名称: 5-(4-pyridinyl)pentanal
• 英文别名: 5-(pyridin-4-yl)-pentanal；5-(4-pyridyl)-pentanal；5-pyridin-4-ylpentanal
• CAS: 192717-29-6
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: HBQFWUDDJMMFQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-吡啶基)戊醛 在 palladium on activated charcoal 氯化亚砜 、 氢气 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 乙醇 、 二甲基亚砜 、 甲苯 为溶剂， 反应 6.17h， 生成 8-Pyridin-4-yl-octanenitrile
  参考文献：
  名称：

  Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives

  摘要：

  The enzyme thromboxane (TX) synthetase is inhibited by pyridine. The beta-substituted pyridine derivatives showed higher inhibitory potency than the gamma-substituted ones having the same side chain. Among the beta-substituted derivatives containing the omega-carboxyalkyl group, the compounds with 6-8 carbon atoms in the side chain were especially effective. The derivatives holding the phenylene group in the side chain exhibited much higher inhibitory activity than those of the alkylene type. Among them, (E)-3-[4-(3-pyridylmethyl)phenyl]-2-methylacrylic acid hydrochloride (5a) had the highest potency (IC50 = 3 x 10(-9) M). The beta-substituted pyridine derivatives and 1-substituted imidazole derivatives which had the same side chain showed almost the same potency. The beta-substituted pyridine derivatives do not inhibit arachidonic acid cyclooxygenase or prostaglandin I2 synthetase, two other enzymes of the arachidonic cascade.

  DOI：

  10.1021/jm00142a006
• 作为产物：
  描述：

  4-溴吡啶 在 platinum(IV) oxide 四(三苯基膦)钯 、 草酰氯 、 氢气 、 二甲基亚砜 、 三乙胺 、 copper(l) chloride 、 lithium chloride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 5-(4-吡啶基)戊醛
  参考文献：
  名称：

  Heterocyclic Derivatives of 2-(3,5-Dimethylphenyl)tryptamine as GnRH Receptor Antagonists

  摘要：

  A series of heterocyclic 2-(3,5-dimethylphenyl)tryptamine derivatives was prepared and evaluated on a rat gonadotropin releasing hormone receptor assay. The carbon tether length and heterocyclic ring attached to the amino group of 2-(3,5-dimethylphenyl)tryptamine were varied. Several of these derivatives were potent GnRH antagonists with the most potent compound having an IC50 of 16nM. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00133-0

文献信息

• A New Sequential Intramolecular Cyclization Based on the Boekelheide Rearrangement
  作者：Assunta Massaro、Alessandro Mordini、Anna Mingardi、Jens Klein、Daniele Andreotti

  DOI：10.1002/ejoc.201000936

  日期：2011.1

  general and quite efficient method developed by using di-tert-butylsilyl bis(trifluoromethanesulfonate) as a new promoter for a Boekelheide-type reaction. The use of a new Boekelheide promoter, which is compatible with amino groups, opens new perspectives in view of its application in intramolecular cyclizations.

  吡咯烷和哌啶是由（氨基烷基）吡啶 N-氧化物合成的，采用一种通用且非常有效的方法，该方法使用二叔丁基甲硅烷基双（三氟甲磺酸酯）作为 Boekelheide 型反应的新促进剂。鉴于其在分子内环化中的应用，使用与氨基相容的新 Boekelheide 启动子开辟了新的前景。
• Antagonists of gonadotropin releasing hormone
  申请人：Merck & Co., Inc.

  公开号：US05849764A1

  公开（公告）日：1998-12-15

  There are disclosed compounds of formula (I) ##STR1## and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.

  已披露化合物的化学式(I) ##STR1## 及其药用可接受的盐，可用作GnRH拮抗剂，因此可能对男性和女性的各种性激素相关和其他疾病的治疗有用。
• New 13-pyridinealkyl berberine analogues intercalate to DNA and induce apoptosis in HepG2 and MCF-7 cells through ROS mediated p53 dependent pathway: biophysical, biochemical and molecular modeling studies
  作者：Sabyasachi Chatterjee、Sumana Mallick、Franco Buzzetti、Gaetano Fiorillo、Tanjia Monir Syeda、Paolo Lombardi、Krishna Das Saha、Gopinatha Suresh Kumar

  DOI：10.1039/c5ra17214d

  日期：——

  A new series of 13-pyridinealkyl berberine analogues was synthesized and their DNA binding efficacy studied by employing spectroscopic, calorimetric and molecular modeling techniques.

  合成了一系列新的13-吡啶烷基小檗碱类似物，并利用光谱、热量计和分子建模技术研究了它们的DNA结合效力。
• TANOUCHI, TADAO;KAWAMURA, MASANORI;OHYAMA, ISAO;KAJIWARA, IKUO;IGUCHI, YO+, J. MED. CHEM., 1981, 24, N 10, 1149-1155
  作者：TANOUCHI, TADAO、KAWAMURA, MASANORI、OHYAMA, ISAO、KAJIWARA, IKUO、IGUCHI, YO+

  DOI：——

  日期：——
• ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE
  申请人：MERCK & CO., INC.

  公开号：EP0871624A1

  公开（公告）日：1998-10-21