4-庚酰基吡啶 | 32941-30-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-庚酰基吡啶
• 英文名称: 4-heptanoylpyridine
• 英文别名: Hexyl-(pyridyl-4)-keton；Hexyl-<4>pyridyl-keton；1-pyridin-4-yl-heptan-1-one；1-[4]pyridyl-heptan-1-one；1-[4]Pyridyl-heptan-1-on；1-Heptanone, 1-(4-pyridyl)-；1-pyridin-4-ylheptan-1-one
• CAS: 32941-30-3
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: MLBWTXHUVGBPNL-UHFFFAOYSA-N

物化性质

• 沸点：
  327.03°C (rough estimate)
• 密度：
  1.0096 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  4-庚酰基吡啶 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 5.0h， 以97%的产率得到α-hexyl-4-pyridinemethanol hydrochloride
  参考文献：
  名称：

  Controlling chemoselective transformations of 4-acylpyridines via a Pd–C catalytic hydrodechlorination–hydrogenation

  摘要：

  A novel Pd-C catalytic hydrodechlorination-hydrogenation was developed for a multi-step one-pot transformation of 4-acylpyridines. Under the selected conditions, 4-benzoylpyridines and 4-alkanoylpyridines were chemoselectively converted into the corresponding 4-benzylpiperidine hydrochlorides and alpha-alkyl-4-piperidinemethanol hydrochlorides, respectively. This catalytic method was performed simply by an addition of 1 equiv of CICH2CHCl2 to the conventional hydrogenation system and directly gave the crystalline piperidine hydrochlorides in practical quantitative yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.017
• 作为产物：
  描述：

  4-二甲氧基甲基-吡啶 在 正丁基锂 、 甲酸 作用下， 反应 4.75h， 生成 4-庚酰基吡啶
  参考文献：
  名称：

  4-二甲氧基甲基吡啶的阴离子。一些 4-吡啶基酮的便捷合成 一些 4-吡啶基酮的便捷合成

  摘要：

  摘要 -78°C 下的正丁基锂从 4-二甲氧基甲基吡啶中提取次甲基质子。阴离子与亲电子试剂有效反应。简单的缩酮产物可以很容易地水解成 4-吡啶基酮。

  DOI：

  10.1080/00397919308009855

文献信息

• 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.
• Notes - 4-Pyridylhydantoins
  作者：Chin-Chiun Chu、Peyton Teague

  DOI：10.1021/jo01104a623

  日期：1958.10