N-十六烷基丙烯酰胺 | 21216-80-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-十六烷基丙烯酰胺
• 英文名称: N-Hexadecylacrylamid
• 英文别名: N-cetylacrylamide；N-Hexadecylacrylamide；N-hexadecylprop-2-enamide
• CAS: 21216-80-8
• 化学式: C₁₉H₃₇NO
• 分子量: 295.509
• InChiKey: BKWMQCLROIZNLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  N-十六烷基丙烯酰胺 在 palladium diacetate 、 TEA 、 ammonium acetate 、 溶剂黄146 、 三(邻甲基苯基)磷 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 (E)-3-(4-{5-[4-((E)-2-hexadecylcarbamoyl-vinyl)phenyl]-1H-imidazol-4-yl}phenyl)-aceylic acid tert-butyl ester
  参考文献：
  名称：

  Development of Potent Non-Carbohydrate Imidazole-Based Small Molecule Selectin Inhibitors with Antiinflammatory Activity

  摘要：

  A novel series of non-carbohydrate imidazole-based selectin inhibitors has been discovered via high-throughput screening using a P-selectin ELISA-based assay system. The initial lead 1 had an IC(50) of 17 muM in the P-selectin ELISA; this potency was significantly improved via an extensive SAR exploration. One of the current lead compounds (29) has an IC(50) of 300 nM in a P-selectin ELISA; it also has good activity in P- and E-selectin cell adhesion assays and shows efficacy in vivo. These compounds represent a novel series of sLe(X) mimetics with antiinflammatory activity. Their unique profile supports our interest in their further evaluation as drug candidates for the treatment of inflammation. Herein we describe the syntheses, optimization, and SAR of this series of novel potent selectin antagonists.

  DOI：

  10.1021/jm000508c
• 作为产物：
  描述：

  十六胺 、 丙烯酰氯 在 TEA 作用下， 以 二氯甲烷 为溶剂， 生成 N-十六烷基丙烯酰胺
  参考文献：
  名称：

  Development of Potent Non-Carbohydrate Imidazole-Based Small Molecule Selectin Inhibitors with Antiinflammatory Activity

  摘要：

  A novel series of non-carbohydrate imidazole-based selectin inhibitors has been discovered via high-throughput screening using a P-selectin ELISA-based assay system. The initial lead 1 had an IC(50) of 17 muM in the P-selectin ELISA; this potency was significantly improved via an extensive SAR exploration. One of the current lead compounds (29) has an IC(50) of 300 nM in a P-selectin ELISA; it also has good activity in P- and E-selectin cell adhesion assays and shows efficacy in vivo. These compounds represent a novel series of sLe(X) mimetics with antiinflammatory activity. Their unique profile supports our interest in their further evaluation as drug candidates for the treatment of inflammation. Herein we describe the syntheses, optimization, and SAR of this series of novel potent selectin antagonists.

  DOI：

  10.1021/jm000508c

文献信息

• Copolymers Based on N-Vinylpyrrolidone and Branched Aliphatic Carbonxylic Acids, and Their Use as Solubilizers
  申请人：Angel Maximilian

  公开号：US20080200564A1

  公开（公告）日：2008-08-21

  Copolymers comprising: (a) 60 to 99% by weight of at least one monomer selected from the group consisting of N-vinyllactams, N-vinylamides, and mixtures thereof; (1) 1 to 40% by weight of at least one monomer selected from the group consisting of vinyl esters of aliphatic branched C 8 -C 30 -carboxylic acids; (c) 0 to 30% by weight of vinyl acetate; and (d) 0 to 39% by weight of at least one additional free-radically copolymnerizable monomer; wherein the % by weight content of components (a), (b), (c) and (d) totals 100%, and with the proviso that the total amount of component (b) and component (c) combined is 1 to 40% by weight based on the copolymer, are described along with methods of using such copolymers to solubilize substances which are insoluble in water, substances which are only sparingly soluble in water, and combinations thereof.

  共聚物包含：（a）60至99重量百分比的至少一种单体，选自N-乙烯基内酰胺、N-乙烯酰胺和它们的混合物；（b）1至40重量百分比的至少一种单体，选自支链的C8-C30脂肪族羧酸的乙烯酯；（c）0至30重量百分比的乙酸乙烯酯；和（d）0至39重量百分比的至少一种额外的自由基共聚单体；其中，组分（a）、（b）、（c）和（d）的重量百分比总和为100%，并且有条件规定组分（b）和组分（c）的总和基于共聚物为1至40重量百分比。还描述了使用这样的共聚物来增溶水不溶性物质、水微溶性物质以及它们的组合的方法。
• Process for the preparation of N-substituted acrylamides
  申请人：Council of Scientific & Industrial Research

  公开号：US06369249B1

  公开（公告）日：2002-04-09

  The present invention relates to a process for the preparation of N-substituted acrylamides of the general formula CH2═CH—CONHR, wherein, R is alkyl group having carbon 1 to 22 or acyl group having carbon 1 to 18. The process for the preparation of the N-substituted acrylamides comprises reacting acrylamide with alkyl acyl chloride in the presence of Lewis acid catalyst in an organic solvent at a temperature ranging between room temperature to 50° C. for a period ranging between 1 hour to 24 hours.

  本发明涉及一种制备一般式CH2=CH—CONHR的N-取代丙烯酰胺的方法，其中R是碳1至22的烷基基团或碳1至18的酰基基团。制备N-取代丙烯酰胺的方法包括在有机溶剂中，在室温至50°C的温度范围内，通过在1小时至24小时的时间范围内，将丙烯酰胺与烷基酰氯在Lewis酸催化剂的存在下反应。
• Hydrophobically associating polymers containing dimethyl acrylamide
  申请人：Exxon Research and Engineering Company

  公开号：US04981935A1

  公开（公告）日：1991-01-01

  This invention describes novel hydrophobically associating ter or tetra polymers which can contain sulfonate functionality which are useful as aqueous fluid rheology or flow modifiers. These high molecular weight water soluble polymers contain both water soluble and water insoluble monomers. The water soluble monomers are N, N dimethylacrylamide acrylamide (DMA) and optionally a salt of an ethylenically unsaturated sulfonic acid (s) or N-vinylpyrrolidinone or a metal acrylate and the water insoluble monomer is a higher alkyl acrylamide (R). The process for their preparation relies on solubilizing the water insoluble monomer into an aqueous micellar solution containing one or more surfactants and the water soluble monomers. The surfactants are specifically selected to enable homogeneous dispersion of the hydrophobic monomer(s) in the presence of anionic sulfonate containing monomers. Redox or free radical initiators are used to copolymerize both the water soluble and water insoluble monomers, forming terpolymers of dimethylacrylamide, alkylacrylamides and acrylamide, and optionally an anionic sulfonate or carboxylate monomer. Aqueous solutions of these hydrophobically associating polymers exhibit enhanced viscosification, reduced salt sensitivity and other desirable rheological properties found useful in a variety of applications.

  本发明描述了一种新型的疏水联合三元或四元聚合物，其中可以包含磺酸功能，用作水性流体流变或流动改性剂。这些高分子量水溶性聚合物包含水溶性和水不溶性单体。水溶性单体是N，N-二甲基丙烯酰胺丙烯酰胺（DMA）和可选的乙烯基不饱和磺酸（S）的盐或N-乙烯基吡咯烷酮或金属丙烯酸盐，而水不溶性单体是较高烷基丙烯酰胺（R）。其制备过程依赖于将水不溶性单体溶解到含有一种或多种表面活性剂和水溶性单体的水性胶束溶液中。表面活性剂是特别选择的，以使疏水单体在阴离子磺酸含量单体存在的情况下均匀分散。使用氧化还原或自由基引发剂共聚合水溶性和水不溶性单体，形成二甲基丙烯酰胺、烷基丙烯酰胺和丙烯酰胺的三元聚合物，以及可选的阴离子磺酸盐或羧酸盐单体。这些疏水联合聚合物的水性溶液表现出增强的粘度、降低的盐敏感性和其他有用的流变特性，适用于各种应用。
• Hydrophobically associating polymers
  申请人：EXXON RESEARCH AND ENGINEERING COMPANY

  公开号：EP0376758A2

  公开（公告）日：1990-07-04

  This invention describes novel hydrophobically associating ter or tetra polymers which can contain sulfonate functionality which are useful as aqueous fluid rheology or flow modifiers. These high molecular weight water soluble polymers contain both water soluble and water insoluble monomers. The water soluble monomers are acrylamide and N, N dimethylacryl­amide acrylamide (DMA) and optionally a salt of an ethylenically unsaturated sulfonic acid (s) or N-vinyl­pyrrolidinone or a metal acrylate and the water insoluble monomer is a higher alkyl acrylamide (R). Aqueous solutions of these hydrophobically associating polymers exhibit enhanced viscosification, reduced salt sensitivity and other desirable rheological properties found useful in a variety of applications.

  本发明描述了新型疏水缔合三元或四元聚合物，它们可含有磺酸盐官能团，可用作水性流体流变或流动调节剂。这些高分子量的水溶性聚合物既含有水溶性单体，也含有不溶于水的单体。水溶性单体为丙烯酰胺和 N,N-二甲基丙烯酰胺丙烯酰胺（DMA），以及乙烯基不饱和磺酸（s）或 N-乙烯基吡咯烷酮或金属丙烯酸盐，水不溶单体为高烷基丙烯酰胺（R）。这些疏水缔合聚合物的水溶液具有增强的粘度、降低的盐敏感性和其他理想的流变特性，可用于多种用途。
• Kosmetische oder pharmazeutische mittel auf Acrylatpolymerbasis
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0815839A2

  公开（公告）日：1998-01-07

  Die vorliegende Erfindung betrifft ein kosmetisches oder pharmazeutisches Mittel, enthaltend wenigstens ein Polymerisat oder Copolymerisat, das durch radikalische Emulsions- oder Suspensionspolymerisation in Gegenwart von wenigstens einem Kettenübertragungsreagenz erhältlich ist, eine Glasübergangstemperatur höher als -35°C und einen Gehalt an organischen flüchtigen Bestandteilen ≤ 0,5 Gew.-% aufweist und zu mindestens 20 Gew.-% aus einem (Meth)acrylsäureester aufgebaut ist.

  本发明涉及一种由至少一种聚合物或共聚物组成的化妆品或药物组合物，该聚合物或共聚物可在至少一种链转移试剂存在下通过自由基乳液或悬浮聚合反应获得，其玻璃化转变温度高于-35℃，有机挥发性成分含量小于 0.5%（按重量计），并且由至少 20%（按重量计）的（甲基）丙烯酸酯组成。