十六烷酰胺,N-[2-(4-羟基苯基)乙基]- | 10015-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 十六烷酰胺,N-[2-(4-羟基苯基)乙基]-
• 英文名称: N-<2-(4-hydroxyphenyl)ethyl>hexadecanamide
• 英文别名: N-Hexadecanoyltyramin；N-[2-(4-hydroxyphenyl)ethyl]hexadecanamide
• CAS: 10015-71-1
• 化学式: C₂₄H₄₁NO₂
• 分子量: 375.595
• InChiKey: SPKNIDSCODQFHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  27
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十六烷酰胺,N-[2-(4-羟基苯基)乙基]- 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 为溶剂， 生成 N-[2-[4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyphenyl]ethyl]hexadecanamide
  参考文献：
  名称：

  WO2023/192830

  摘要：

  公开号：
• 作为产物：
  描述：

  棕榈酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.05h， 生成 十六烷酰胺,N-[2-(4-羟基苯基)乙基]-
  参考文献：
  名称：

  Monitored aminolysis of 3-acylthiazolidine-2-thione : A new convenient synthesis of amide

  摘要：

  DOI：

  10.1016/s0040-4039(00)71520-6

文献信息

• YUA001, a Novel Aldose Reductase Inhibitor Isolated from Alkalophilic Corynebacterium sp. YUA25. II. Chemical Modification and Biological Activity.
  作者：WON-SUCK SUN、HYO-SUNG LEE、JUNG-MIN PARK、SUNG-HAN KIM、JU-HYUN YU、JUNG-HAN KIM

  DOI：10.7164/antibiotics.54.827

  日期：——

  A series of novel N-substituted tyramine (2-p-hydroxyphenylethylamine) derivatives (1-11) were synthesized and evaluated for their inhibitory activity against pig kidney aldose reductase (EC 1, 1, 1, 21). Of these compounds, N-2-p-hydroxyphenylethyl maleamic acid (10) exhibits the strongest aldose reductase inhibitory activity, which is 22 times more potent than that of YUA0011).

  研究人员合成了一系列新型 N-取代酪胺（2-对羟基苯乙胺）衍生物（1-11），并评估了它们对猪肾醛糖还原酶（EC 1, 1, 1, 21）的抑制活性。在这些化合物中，N-2-对羟基苯乙基马来酰胺酸（10）的醛糖还原酶抑制活性最强，是 YUA0011 的 22 倍。）
• Nagao, Yoshimitsu; Seno, Kaoru; Kawabata, Kohji, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 7, p. 2687 - 2699
  作者：Nagao, Yoshimitsu、Seno, Kaoru、Kawabata, Kohji、Miyasaka, Tadao、Takao, Sachiko、Fujita, Eiichi

  DOI：——

  日期：——
• Sciortino; Du Ban, Bollettino Chimico Farmaceutico, 1968, vol. 107, # 8, p. 506 - 511
  作者：Sciortino、Du Ban

  DOI：——

  日期：——
• Differential scanning calorimetric studies on the thermotropic phase behavior of dry and hydrated forms of N-acyltyramines
  作者：Stevenson Priscilla、D. Sivaramakrishna、Veerappan Anbazhagan

  DOI：10.1016/j.tca.2014.03.030

  日期：2014.6

  In this paper, a homologous series of N-acyltyramine (NATA) - which is biosynthetic precursor for neuroactive lipids, N-acyldopamine - have been synthesized and their thermotropic phase transitions were characterized by differential scanning calorimetry (DSC). NATA undergoes a major sharp endothermic transition with the melting point of the hydrated samples occurs considerably at lower temperature compared to the dry samples. Thermodynamic parameters, transition enthalpy (Delta H-t) and transition entropy (Delta S-t), associated with the chain-melting phase transitions depends linearly on the number of carbon atoms. The contributions of each methylene unit to the transition enthalpy and entropy and the end contributions arising from the head group and the terminal group was determined and reported. These results are very important to understand the thermodynamics basis of NATA phase properties in other membrane lipids. (C) 2014 Elsevier B.V. All rights reserved.
• USE OF MONO AND BICARBOXYLIC ACID AMIDES FOR THE MANUFACTURE OF A MEDICAMENT ACTIVE AT THE PERIPHERAL CANNABINOID RECEPTOR
  申请人：LIFEGROUP S.p.A.

  公开号：EP0799033A1

  公开（公告）日：1997-10-08