5-(4-Pyridinyl)-pentylchloride | 78775-06-1

• 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
• 英文名称: 5-(4-Pyridinyl)-pentylchloride
• 英文别名: 5-(4-Pyridinyl)-1-pentylchloride；4-(5-chloropentyl)pyridine
• CAS: 78775-06-1
• 化学式: C₁₀H₁₄ClN
• 分子量: 183.681
• InChiKey: FVUUTVZFRXXWOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(4-Pyridinyl)-pentylchloride 在 盐酸 作用下， 以 二甲基亚砜 为溶剂， 反应 75.0h， 生成 6-(4-pyridyl)hexanoic acid hydrochloride
  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：

  ethyl 5-(4-pyridyl)-pentadienoate 在 palladium on activated charcoal 氯化亚砜 、 氢气 、 二异丁基氢化铝 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 5-(4-Pyridinyl)-pentylchloride
  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

文献信息

• Practical and Selective sp ³ C−H Bond Chlorination via Aminium Radicals
  作者：Alastair J. McMillan、Martyna Sieńkowska、Piero Di Lorenzo、Gemma K. Gransbury、Nicholas F. Chilton、Michela Salamone、Alessandro Ruffoni、Massimo Bietti、Daniele Leonori

  DOI：10.1002/anie.202100030

  日期：2021.3.22

  also the fine‐tuning of physicochemical and biological properties of drugs, agrochemicals and polymers. We report here a general and practical photochemical strategy enabling the site‐selective chlorination of sp3 C−H bonds. This process exploits the ability of protonated N‐chloroamines to serve as aminium radical precursors and also radical chlorinating agents. Upon photochemical initiation, an efficient

  将氯原子引入有机分子对于工业化学品的制造、先进合成中间体的精制以及药物、农用化学品和聚合物的物理化学和生物特性的微调至关重要。我们在这里报告了一种通用且实用的光化学策略，能够实现 sp 3 C−H 键的位点选择性氯化。该过程利用了质子化的N-氯胺作为铵自由基前体和自由基氯化剂的能力。在光化学引发后，建立了有效的自由基链传播，由于存在大量兼容的官能团，因此允许多种底物的官能化。通过适当选择铵基，能够协同最大化 H 原子转移过渡态中的极性和空间效应，为自由基 sp 3 C−H 氯化提供了已知的最高选择性。
• Substituted tetrahydropyridines as central nervous system agents
  申请人：Warner-Lambert Co.

  公开号：US05045550A1

  公开（公告）日：1991-09-03

  Substituted tetrahydropyridines and derivatives thereof are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  描述了替代四氢吡啶及其衍生物，以及其制备方法和药物组合物，这些物质可用作中枢神经系统药物，特别是作为多巴胺能、抗精神病药物和降压药物，以及用于治疗与高泌乳素血症相关的疾病和中枢神经系统疾病。
• Substituted tetrahydropyridines and their use as central nervous system
  申请人：Warner-Lambert Company

  公开号：US05187280A1

  公开（公告）日：1993-02-16

  Substituted tetrahydropyridines and derivatives thereof are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  本文描述了替代四氢吡啶及其衍生物，以及其制备方法和药物组合物，其作为中枢神经系统药物具有重要意义，特别是作为多巴胺能、抗精神病和降压药物，以及治疗高泌乳素血症相关疾病和中枢神经系统疾病的药物具有特殊的疗效。
• 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：——
• US5045550A
  申请人：——

  公开号：US5045550A

  公开（公告）日：1991-09-03