(2-chloro-5-phenylpyridin-3-yl)methanol | 847370-40-5

• 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: (2-chloro-5-phenylpyridin-3-yl)methanol
• 英文别名: (2-chloro-5-phenyl-3-pyridyl)methanol
• CAS: 847370-40-5
• 化学式: C₁₂H₁₀ClNO
• 分子量: 219.671
• InChiKey: YWCQGXCDEBZVGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-chloro-5-phenylpyridin-3-yl)methanol 在 copper(ll) sulfate pentahydrate 、 叠氮磷酸二苯酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium ascorbate 、 2-碘酰基苯甲酸 作用下， 以 水 、 二甲基亚砜 、 叔丁醇 为溶剂， 生成 1-[(2-Chloro-5-phenyl-3-pyridyl)methyl]triazole-4-carbaldehyde
  参考文献：
  名称：

  Dayakar; Suman; Rajkumar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 7, p. 882 - 887

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-5-苯基吡啶-3-甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以90%的产率得到(2-chloro-5-phenylpyridin-3-yl)methanol
  参考文献：
  名称：

  由新型氯烟碱醛合成吡虫啉类似物

  摘要：

  从新的氯烟碱醛已经合成了严重的吡虫啉类似物。氯烟碱醛是从各种酰胺的Vilsmeier反应获得的重要合成子。因此，合成的吡虫啉类似物是以非常高的收率获得的新的杂环化合物。J.杂环化​​学，（2009）。

  DOI：

  10.1002/jhet.208

文献信息

• Synthesis of imidacloprid analogues from novel chloronicotinaldehydes
  作者：B. Gangadasu、B. China Raju、V. Jayathirtha Rao

  DOI：10.1002/jhet.208

  日期：2009.11

  A serious of imidacloprid analogues have been synthesized from novel chloronicotinaldehydes. The chloronicotinaldehydes are the important synthons obtained from Vilsmeier reaction of various enamides. Thus synthesized imidacloprid analogues are new heterocyclic compounds obtained in very good yields. J. Heterocyclic Chem., (2009).

  从新的氯烟碱醛已经合成了严重的吡虫啉类似物。氯烟碱醛是从各种酰胺的Vilsmeier反应获得的重要合成子。因此，合成的吡虫啉类似物是以非常高的收率获得的新的杂环化合物。J.杂环化​​学，（2009）。
• Synthesis and structure–activity relationships of pyridinyl-1H-1,2,3-triazolyldihydroisoxazoles as potent inhibitors of tubulin polymerization
  作者：P. Suman、T. Ramalinga Murthy、K. Rajkumar、D. Srikanth、Ch. Dayakar、Chandan Kishor、Anthony Addlagatta、Shasi V. Kalivendi、B. China Raju

  DOI：10.1016/j.ejmech.2014.11.063

  日期：2015.1

  Three series of compounds; pyridinyl-1H-1,2,3-triazoles, pyridinyl-1H-1,2,3-triazolylisoxazoles and pyridinyl-1H-1,2,3-triazolyldihydroisoxazoles with TMP moiety were designed, synthesized and screened for their anti-cancer and anti-tubulin properties. By sequentially designing three series of compounds comprising of dihydroisoxazole in the linker, a small substituent like chlorine on one side (R-1) and aromatic group (R) on the pyridine ring, we have optimized the anti-cancer as well as anti-tubulin activity. Pyridinyl-1H-1,2,3-triazolyldihydroisoxazoles 28b and 28c were found to be potent anti-cancer agents against all the cell lines tested with a concomitant accumulation of cells in the G2/M phase of the cell cycle. Molecular modeling suggests that the trimethoxyphenyl ring in 28b and 28c occupies the cholchicine binding domain of beta-tubulin, whereas, the dihydroisoxazole extends towards the interface of alpha,beta-tubulin. (C) 2014 Elsevier Masson SAS. All rights reserved.
• Dayakar; Suman; Rajkumar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 7, p. 882 - 887
  作者：Dayakar、Suman、Rajkumar、Yogeeswari、Sriram、China Raju

  DOI：——

  日期：——
• [EN] NOBLE TRIAZOLOPYRIDINE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PRODUCTION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION INCLUDING SAME<br/>[FR] DÉRIVÉ DE TRIAZOLOPYRIDINE NOBLE OU SELS PHARMACEUTIQUEMENT ACCEPTABLES DE CELUI-CI, PROCÉDÉ DE PRODUCTION DE CELUI-CI, ET COMPOSITION PHARMACEUTIQUE COMPRENANT CELUI-CI
  申请人：JEIL PHARMACEUTICAL CO LTD

  公开号：WO2012150829A2

  公开（公告）日：2012-11-08

  본 발명은 신규한 트리아졸로피리딘 유도체 또는 이의 약학적으로 허용가능한 염, 이의 제조방법 및 이를 포함하는 약학적 조성물에 관한 것이다. 본 발명의 신규한 트리아졸로피리딘 유도체는 GSK-3를 억제함으로써, 치매, 알츠하이머 병, 파킨슨 병, 전두측두(Frontotemporal) 치매 파킨슨 유형, 괌(Guam) 파킨슨 치매 복합증, HIV 치매 또는 신경섬유 얽힘 병리학과 관련된 질환을 예방 또는 치료하는데 유용하게 사용될 수 있다.
• Dayakar; Mounika; Rajkumar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2018, p. 98 - 107
  作者：Dayakar、Mounika、Rajkumar、Zehra、Murthy、Kalivendi, Shasi V.、Tiwari、China Raju

  DOI：——

  日期：——