1-(pyridin-4-yl)pentan-1-ol | 23389-77-7

• 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: 1-(pyridin-4-yl)pentan-1-ol
• 英文别名: 1--pentanol-(1)；1-Pyridin-4-ylpentan-1-ol
• CAS: 23389-77-7
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: AYBUYWIEKWWZQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-(pyridin-4-yl)pentan-1-ol 在 potassium permanganate 、 magnesium sulfate 作用下， 以 水 、 丙酮 为溶剂， 反应 1.0h， 生成 4-戊酰基吡啶
  参考文献：
  名称：

  Comparative inhibition of tetrameric carbonyl reductase activity in pig heart cytosol by alkyl 4-pyridyl ketones

  摘要：

  Context and objective: The present study is to elucidate the comparative inhibition of tetrameric carbonyl reductase (TCBR) activity by alkyl 4-pyridyl ketones, and to characterize its substrate-binding domain.Materials and methods: The inhibitory effects of alkyl 4-pyridyl ketones on the stereoselective reduction of 4-benzoylpyridine (4-BP) catalyzed by TCBR were examined in the cytosolic fraction of pig heart.Results: Of alkyl 4-pyridyl ketones, 4-hexanoylpyridine, which has a straight-chain alkyl group of five carbon atoms, inhibited most potently TCBR activity and was a competitive inhibitor. Furthermore, cyclohexyl pentyl ketone, which is substituted by cyclohexyl group instead of phenyl group of hexanophenone, had much lower ability to be reduced than hexanophenone.Discussion and conclusion: These results suggest that in addition to a hydrophobic cleft corresponding to a straight-chain alkyl group of five carbon atoms, a hydrophobic pocket with affinity for an aromatic group is located in the substrate-binding domain of TCBR.

  DOI：

  10.3109/14756366.2013.790021
• 作为产物：
  描述：

  4-氰基吡啶 、 正戊醛 在 三乙烯二胺 、 tetrabutylammonium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以71%的产率得到1-(pyridin-4-yl)pentan-1-ol
  参考文献：
  名称：

  氰基芳烃通过电解对脂肪族和芳香族醛进行还原性酰化反应以合成醇

  摘要：

  描述了脂族和芳族醛以及酮与电缺陷（杂）芳烃的电还原芳基化反应。已经研究了各种氰基（杂）芳烃和羰基化合物，尤其是脂肪族醛，以中等到良好的收率提供了仲醇和叔醇。包括循环伏安法（CV），电子顺磁共振（EPR）和分裂细胞实验在内的机理研究均支持通过阴极还原再进行自由基-自由基交叉偶联来生成脂肪族酮基和持久性杂芳基阴离子。

  DOI：

  10.1021/acs.orglett.1c00920

文献信息

• Reductive Arylation of Aliphatic and Aromatic Aldehydes with Cyanoarenes by Electrolysis for the Synthesis of Alcohols
  作者：Xiao Zhang、Chao Yang、Han Gao、Lei Wang、Lin Guo、Wujiong Xia

  DOI：10.1021/acs.orglett.1c00920

  日期：2021.5.7

  An electroreductive arylation reaction of aliphatic and aromatic aldehydes as well as ketones with electro-deficient (hetero)arenes is described. A variety of cyano(hetero)arenes and carbonyl compounds, especially aliphatic aldehydes, have been examined, providing secondary and tertiary alcohols in moderate to good yields. Mechanistic studies, including cyclic voltammetry (CV), electron paramagnetic

  描述了脂族和芳族醛以及酮与电缺陷（杂）芳烃的电还原芳基化反应。已经研究了各种氰基（杂）芳烃和羰基化合物，尤其是脂肪族醛，以中等到良好的收率提供了仲醇和叔醇。包括循环伏安法（CV），电子顺磁共振（EPR）和分裂细胞实验在内的机理研究均支持通过阴极还原再进行自由基-自由基交叉偶联来生成脂肪族酮基和持久性杂芳基阴离子。
• Comparative inhibition of tetrameric carbonyl reductase activity in pig heart cytosol by alkyl 4-pyridyl ketones
  作者：Hideaki Shimada、Takahiro Tanigawa、Kazunori Matayoshi、Kazufumi Katakura、Ken Babazono、Hiroyuki Takayama、Tsuyoshi Murahashi、Hiroyuki Akita、Toshiyuki Higuchi、Masashi Eto、Yorishige Imamura

  DOI：10.3109/14756366.2013.790021

  日期：2014.6.1

  Context and objective: The present study is to elucidate the comparative inhibition of tetrameric carbonyl reductase (TCBR) activity by alkyl 4-pyridyl ketones, and to characterize its substrate-binding domain.Materials and methods: The inhibitory effects of alkyl 4-pyridyl ketones on the stereoselective reduction of 4-benzoylpyridine (4-BP) catalyzed by TCBR were examined in the cytosolic fraction of pig heart.Results: Of alkyl 4-pyridyl ketones, 4-hexanoylpyridine, which has a straight-chain alkyl group of five carbon atoms, inhibited most potently TCBR activity and was a competitive inhibitor. Furthermore, cyclohexyl pentyl ketone, which is substituted by cyclohexyl group instead of phenyl group of hexanophenone, had much lower ability to be reduced than hexanophenone.Discussion and conclusion: These results suggest that in addition to a hydrophobic cleft corresponding to a straight-chain alkyl group of five carbon atoms, a hydrophobic pocket with affinity for an aromatic group is located in the substrate-binding domain of TCBR.