N-Hexadecyl-2-pyridone | 153791-38-9

• 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: N-Hexadecyl-2-pyridone
• 英文别名: 1-hexyldecyl-2-pyridone；1-hexadecyl-1,2-dihydropyridin-2-one；1-hexadecyl-1H-pyridin-2-one；1-Hexadecyl-1H-pyridin-2-on；1-hexadecylpyridin-2(1H)-one；1-hexadecylpyridin-2-one
• CAS: 153791-38-9
• 化学式: C₂₁H₃₇NO
• 分子量: 319.531
• InChiKey: SMGSZZSKPMGDNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-Hexadecyl-2-pyridone 在 乙醇 、 镍 作用下， 生成 1-hexadecyl-piperidin-2-one
  参考文献：
  名称：

  Gautier; Renault, Bulletin de la Societe Chimique de France, 1954, p. 1463,1464

  摘要：

  DOI：
• 作为产物：
  描述：

  N-hexadecyl-2-bromopyridinium bromide 在 hydroxide 、 十四烷基三甲基氯化铵 、 sodium chloride 作用下， 以 水 为溶剂， 生成 N-Hexadecyl-2-pyridone
  参考文献：
  名称：

  Micellar effects upon the reaction of hydroxide ion with N-alkyl-2-bromopyridinium ion

  摘要：

  DOI：

  10.1021/jo00139a029

文献信息

• N-alkyl 2-pyridone versus O-alkyl 2-pyridol: Ultrasonic synthesis, DFT, docking studies and their antimicrobial evaluation
  作者：Mohamed Hagar、Kamel Chaieb、Shazia Parveen、H.A. Ahmed、R.B. Alnoman

  DOI：10.1016/j.molstruc.2019.126926

  日期：2020.1

  Abstract 1-alkyl-2-pyridones, 2a-c, and 2-acyl-2-hydroxypyridines, 3a-b, were synthesized under ultrasonic irradiation. The synthesized compounds were characterized by 1HNMR and FTIR spectroscopy. DFT calculations were performed in order to study reactivity of the N and O-sites of 2-hydroxypyridine towards these reactions. The results showed that the electrophilicity index of the alkyl and acyl halide

  摘要 在超声辐照下合成了 1-烷基-2-吡啶酮 2a-c 和 2-酰基-2-羟基吡啶 3a-b。合成的化合物通过1HNMR和FTIR光谱表征。进行 DFT 计算是为了研究 2-羟基吡啶的 N 和 O 位点对这些反应的反应性。结果表明，烷基和酰卤的亲电指数高于2-羟基吡啶。此外，对这些化合物的抗微生物活性进行了筛选，发现它们能显着抑制细菌和真菌菌株。1-hexyldecyl-2-pyridone (2c) 和 2-acyl-2-hydroxypyridines (3a) 对藤黄微球菌 ATCC 10240 和粪肠球菌 ATCC 2921 表现出很强的抗菌活性。此外，发现化合物 3a 能有效抑制烟曲霉 ATCC 204305 和酿酒酵母 ATCC 9763。因此，为了进一步验证这些化合物的结合，进行了分子对接研究。结果表明，发现化合物 2c 和 3a 在大肠杆菌 DNA 旋转酶和细胞色素 P450、14-α-甾醇脱甲基酶
• Effect of micelles on cyclization reactions: the use of N-hexadecyl-2-chloropyridinium iodide as an amphiphilic carboxyl-activating agent in lactonization and lactamization
  作者：I. Rico、K. Halvorsen、C. Dubrule、A. Lattes

  DOI：10.1021/jo00081a022

  日期：1994.1

  Lactonization and lactamization with a novel carboxyl-activating agent, N-hexadecyl-2-chloropy-ridinium iodide (C(16)PyCl,I), were investigated. The organization of this agent in micelles in the reaction medium facilitates cyclization giving rise to a micellar effect. Under these conditions, the corresponding lactam is produced from the omega-amino acid 12-aminododecanoic acid in good yield (double that obtained-with the Mukaiyama reagent, N-methyl-2-chloropyridinium iodide C(1)PyCl,I). On the other hand, the yield of lactone from 16-hydroxyhexadecanoic acid was the same with either carboxyl-activating agent. These results were accounted for in terms of substrate-dependent micellar effects. Because of solubility effects, the omega-amino acids and omega-hydroxy acids are not localized in comparable ways vis a vis the interface and, thus, have different reactivities. Moreover, hydrolysis of the reagents, C(16)PyCl,I and C(1)PyCl,I, was also detected. The interference of this reaction with the cyclization process was also found to depend on a micellar effect with C(16)PyCl,I that is not observed with C(1)PyCl,I.
• Micellar effects upon the reaction of hydroxide ion with N-alkyl-2-bromopyridinium ion
  作者：Hamad A. Al-Lohedan、Clifford A. Bunton、Laurence S. Romsted

  DOI：10.1021/jo00139a029

  日期：1982.8
• Concentrates For Treating Substrates
  申请人：Schmitz Jana

  公开号：US20120231059A1

  公开（公告）日：2012-09-13

  Described are compositions, containing a. compounds selected from (i.) hydrogenated and/or non-hydrogenated, ethoxylated and/or propoxylated triglycerides of ricinoleic acid having degree of ethoxylation and/or propoxylation of ≧20, (ii.) addition products of 2-50 mol ethylene oxide on sorbitan monoesters and/or diesters of saturated or unsaturated fatty acids having 6-22 carbon atoms, and (iii.) addition products of 2-50 mol ethylene oxide and 1-20 mol propylene oxide on alpha olefin epoxides having 8-22 carbon atoms and ring-opened with polyols, b. ethoxylated and/or propoxylated glycerol fatty acid monoester and/or diester having degree of ethoxylation of ≦20, c. polyol selected from glycerol, diglycerol, trigylcerol, tetraglycerol, alkylene glycols and polyalkylene glycols, d. glycerol fatty acid monoester of the general formula (I), where R 1 is saturated or unsaturated, branched or linear group having 9-19 carbon atoms, and e. ≦20 wt % water. Further described is use of said compositions, and substrates treated with the composition.
• US9180075B2
  申请人：——

  公开号：US9180075B2

  公开（公告）日：2015-11-10