N-[2-(1-环己烯-1-基)乙基]-4-甲氧基苯甲酰胺 | 94230-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-[2-(1-环己烯-1-基)乙基]-4-甲氧基苯甲酰胺
• 中文别名: N-[2-(1-环己烯-1-基)乙基]-4-甲氧基苯酰胺
• 英文名称: N-(2-(cyclohex-1-en-1-yl)ethyl)-4-methoxybenzamide
• 英文别名: N-[2-(1-cyclohexen-1-yl)ethyl]-4-methoxybenzamide；N-[2-(cyclohexen-1-yl)ethyl]-4-methoxybenzamide
• CAS: 94230-88-3
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: ZGTNFZJYRNJFIV-UHFFFAOYSA-N

物化性质

• 沸点：
  437.2±38.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[2-(1-环己烯-1-基)乙基]-4-甲氧基苯甲酰胺 在 4-甲氧基苯硫酚 、 9-mesityl-10-methylacridinium tetrafluoroborate 作用下， 以 氯仿 为溶剂， 以24%的产率得到2-(4-methoxyphenyl)-1-oxa-3-azaspiro[5.5]undec-2-ene
  参考文献：
  名称：

  通过光氧化还原催化 烯烃的区域选择性分子内马尔可夫尼可夫和抗马尔可夫尼可夫加氢功能化†

  摘要：

  通过引入脲基团并微调氢原子转移催化剂，通过光氧化还原催化成功地实现了烯烃的高度区域选择性马尔可夫尼可夫加氢官能化。这项工作还以高收率和立体选择性实现了烯烃的抗马尔可夫尼科夫加氢胺化反应。

  DOI：

  10.1039/c9cc05902d
• 作为产物：
  描述：

  1-环己烯乙腈 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[2-(1-环己烯-1-基)乙基]-4-甲氧基苯甲酰胺
  参考文献：
  名称：

  通过光氧化还原催化 烯烃的区域选择性分子内马尔可夫尼可夫和抗马尔可夫尼可夫加氢功能化†

  摘要：

  通过引入脲基团并微调氢原子转移催化剂，通过光氧化还原催化成功地实现了烯烃的高度区域选择性马尔可夫尼可夫加氢官能化。这项工作还以高收率和立体选择性实现了烯烃的抗马尔可夫尼科夫加氢胺化反应。

  DOI：

  10.1039/c9cc05902d

文献信息

• 10.1039/d4ob00895b
  作者：Gogoi, Chinu、Saikia, Ujwal Pratim、Borah, Priyam、Saikia, Trishna、Bora, Anamika、Rastogi, Gaurav K.、Pahari, Pallab

  DOI：10.1039/d4ob00895b

  日期：——

  3-thiazine derivatives is described. N-(2-(Cyclohex-1-en-1-yl)ethyl)benzamide and benzothioamide are used as the substrates, and the cationic fluorinating agent Selectfluor works as the fluoride source. The reaction yields a single diastereomer. The scope of this regioselective fluorination reaction is established by preparing thirty different spirooxazine and spirothiazine derivatives.

  描述了用于合成氟取代的螺-1,3-恶嗪和螺-1,3-噻嗪衍生物的氟化诱导的分子内环化。以N- (2-(环己-1-en-1-基)乙基)苯甲酰胺和苯硫代酰胺为底物，阳离子氟化剂Selectflu为氟化物源。该反应产生单一非对映异构体。通过制备三十种不同的螺恶嗪和螺噻嗪衍生物，确立了该区域选择性氟化反应的范围。
• Aryl amide small-molecule inhibitors of microRNA miR-21 function
  作者：Yuta Naro、Meryl Thomas、Matthew D. Stephens、Colleen M. Connelly、Alexander Deiters

  DOI：10.1016/j.bmcl.2015.07.016

  日期：2015.11

  MicroRNAs (miRNAs) are single stranded RNA molecules of similar to 22 nucleotides that negatively regulate gene expression. MiRNAs are involved in fundamental cellular processes, such as development, differentiation, proliferation, and survival. MiRNA misregulation has been linked to various human diseases, most notably cancer. MicroRNA-21 (miR-21), a well-established oncomiR, is significantly overexpressed in many types of human cancers, thus rendering miR-21 a potential therapeutic target. Using a luciferase-based reporter assay under the control of miR-21 expression, a high-throughput screen of >300,000 compounds led to the discovery of a new aryl amide class of small-molecule miR-21 inhibitors. Structure-activity relationship (SAR) studies resulted in the development of four aryl amide derivatives as potent and selective miR-21 inhibitors. The intracellular levels of various miRNAs in HeLa cells were analyzed by qRT-PCR revealing specificity for miR-21 inhibition over other miRNAs. Additionally, preliminary mechanism of action studies propose a different mode of action compared to previously reported miR-21 inhibitors, thus affording a new chemical probe for future studies. (C) 2015 Elsevier Ltd. All rights reserved.
• Borthakur, Susanta Kr.; Goswami, Birendra N., Journal of the Indian Chemical Society, 2007, vol. 84, # 10, p. 1045 - 1047
  作者：Borthakur, Susanta Kr.、Goswami, Birendra N.

  DOI：——

  日期：——
• Regioselective intramolecular Markovnikov and anti-Markovnikov hydrofunctionalization of alkenes <i>via</i> photoredox catalysis
  作者：Hongyu Wang、Yunquan Man、Yanan Xiang、Kaiye Wang、Na Li、Bo Tang

  DOI：10.1039/c9cc05902d

  日期：——

  Highly regioselective Markovnikov hydrofunctionalization of alkenes was successfully realized via photoredox catalysis by introducing a urea group and fine tuning the hydrogen atom transfer catalysts. The anti-Markovnikov hydroamination of alkenes was also achieved with high yields and stereoselectivities in this work.

  通过引入脲基团并微调氢原子转移催化剂，通过光氧化还原催化成功地实现了烯烃的高度区域选择性马尔可夫尼可夫加氢官能化。这项工作还以高收率和立体选择性实现了烯烃的抗马尔可夫尼科夫加氢胺化反应。