N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-4-methylpentanamide | 1374640-38-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-4-methylpentanamide
• 英文别名: 2-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]-4-methylpentanamide
• CAS: 1374640-38-6
• 化学式: C₁₄H₂₁NO₃
• 分子量: 251.326
• InChiKey: SEJYGDOEZXCCNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 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：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-4-methylpentanamide 在 氧气 、 vanadia 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以38 mg的产率得到N-[2-(4-hydroxyphenyl)ethyl]-4-methyl-2-oxopentanamide
  参考文献：
  名称：

  Caste-Specific Tyramides from Myrmicine Ants

  摘要：

  Analysis of the extracts of male ants of monomorium minimum and Monomorium ebeninum by GC-MS and GC-FTIR revealed the presence of tyramides 2 and 4c, for which the structures were established by comparison with synthetic samples. These compounds and their analogues 1 and 3 were also found in males of other Monomorium species, males of Myrmicaria opaciventris, and males of several Solenopsis (Diplorhoptrum) species. Vapor-phase FTIR spectra revealed critically important structural cities to two of the tyramides, which had methyl branching in the tyramide acyl moiety. Tyramide 4c exhibited a strong intramolecular amide NI-I hydrogen bond where an alpha-keto group was deduced to be present in the acyl moiety and also showed the overlap of this ketone group frequency with that of the amide nu(C=O). The biological function of these compounds is uncertain: however, their role in ant-mating behavior may be suggested by a large body of evidence.

  DOI：

  10.1021/np900697s
• 作为产物：
  描述：

  对羟基苯乙胺 、 2-羟基异已酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-4-methylpentanamide
  参考文献：
  名称：

  Caste-Specific Tyramides from Myrmicine Ants

  摘要：

  Analysis of the extracts of male ants of monomorium minimum and Monomorium ebeninum by GC-MS and GC-FTIR revealed the presence of tyramides 2 and 4c, for which the structures were established by comparison with synthetic samples. These compounds and their analogues 1 and 3 were also found in males of other Monomorium species, males of Myrmicaria opaciventris, and males of several Solenopsis (Diplorhoptrum) species. Vapor-phase FTIR spectra revealed critically important structural cities to two of the tyramides, which had methyl branching in the tyramide acyl moiety. Tyramide 4c exhibited a strong intramolecular amide NI-I hydrogen bond where an alpha-keto group was deduced to be present in the acyl moiety and also showed the overlap of this ketone group frequency with that of the amide nu(C=O). The biological function of these compounds is uncertain: however, their role in ant-mating behavior may be suggested by a large body of evidence.

  DOI：

  10.1021/np900697s

文献信息

• Methods and Compositions for Pest Control
  申请人：Jones Tappey H.

  公开号：US20130289125A1

  公开（公告）日：2013-10-31

  Methods and compositions for pest control, and more particularly for control of ants, e.g., of the subfamily Myrmicinae, using tyramides.

  使用酪胺酸衍生物的方法和组合物，尤其是用于控制蚂蚁，例如亚科Myrmicinae的控制。
• US9950994B2
  申请人：——

  公开号：US9950994B2

  公开（公告）日：2018-04-24
• [EN] Methods and Compositions for Pest Control<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR LA LUTTE CONTRE LES NUISIBLES
  申请人：VMI FOUNDATION

  公开号：WO2012061624A2

  公开（公告）日：2012-05-10

  Methods and compositions for pest control, and more particularly for control of ants, e.g., of the subfamily Myrmicinae, using tyramides.
• [EN] METHOD FOR CONTROLLING ANT COLONIES<br/>[FR] PROCÉDÉ DE RÉGULATION DE COLONIES DE FOURMIS
  申请人：UNIV LEUVEN KATH

  公开号：WO2015081390A2

  公开（公告）日：2015-06-11

  The present invention relates generally to an ant attractant, aggregant or arrestant formulation comprising the ant attractant bicyclic tertiary alcohol compound, geosmin (1,2,7,7-tetramethyl-2-norborneol) and ant repellent formulation comprising the ant repelling bicyclic tertiary alcohol compound, 2-methylisoborneol (2-MIB). It furthermore relates to a system and method for attracting ants by geosmin (l,2,7,7-tetramethyl-2-norborneol) and/or repelling ants by 2-methylisoborneol (2-MIB).
• Caste-Specific Tyramides from Myrmicine Ants
  作者：Tappey. H. Jones、H. Martin Garraffo、Thomas F. Spande、Nirina R. Andriamaharavo、Jeffrey S. T. Gorman、Alexander J. Snyder、Andrew W. Jeter、Juan A. Torres、Roy R. Snelling、John W. Daly

  DOI：10.1021/np900697s

  日期：2010.3.26

  Analysis of the extracts of male ants of monomorium minimum and Monomorium ebeninum by GC-MS and GC-FTIR revealed the presence of tyramides 2 and 4c, for which the structures were established by comparison with synthetic samples. These compounds and their analogues 1 and 3 were also found in males of other Monomorium species, males of Myrmicaria opaciventris, and males of several Solenopsis (Diplorhoptrum) species. Vapor-phase FTIR spectra revealed critically important structural cities to two of the tyramides, which had methyl branching in the tyramide acyl moiety. Tyramide 4c exhibited a strong intramolecular amide NI-I hydrogen bond where an alpha-keto group was deduced to be present in the acyl moiety and also showed the overlap of this ketone group frequency with that of the amide nu(C=O). The biological function of these compounds is uncertain: however, their role in ant-mating behavior may be suggested by a large body of evidence.