N-[4-(acetylamino)phenyl]acrylamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[4-(acetylamino)phenyl]acrylamide
• 英文别名: 4-acrylamidephenylacetamide；N-[4-(acetylamino)phenyl]prop-2-enamide；N-(4-acetamidophenyl)prop-2-enamide
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: AMUXEICCQPAHAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[4-(acetylamino)phenyl]acrylamide 、 5,11,17,23-tetraiodocalix[4]arene-25,26,27,28-tetra-n-butyl ether 在 palladium diacetate 三乙胺 、 二苯基丙基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 275.0h， 以49%的产率得到5,11,17,23-tetrakis[(E)-N-(4-acetamidophenyl)-acrylamido]-25,26,27,28-tetra-n-butoxycalix[4]arene
  参考文献：
  名称：

  Synthesis and capsule formation of upper rim substituted tetra-acrylamido calix[4]arenes

  摘要：

  利用钯催化的 Heck 反应，将上缘取代的四碘钙[4]炔与多种丙烯酰胺偶联。四丙烯酰胺基上边缘取代的钙并[4]炔能以良好的收率和极高的立体选择性生成全反式异构体。研究表明，从仲丙烯酰胺中提取的四丙烯酰胺基钙钛矿[4]炔能通过八个氢键进行二聚，形成二聚胶囊，其中能包含小分子有机物。

  DOI：

  10.1039/b502378e
• 作为产物：
  描述：

  丙烯酰氯 、 4′-氨基乙酰苯胺 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以41%的产率得到N-[4-(acetylamino)phenyl]acrylamide
  参考文献：
  名称：

  A Potent Isoprenylcysteine Carboxylmethyltransferase (ICMT) Inhibitor Improves Survival in Ras-Driven Acute Myeloid Leukemia

  摘要：

  Blockade of Ras activity by inhibiting its post-translational methylation catalyzed by isoprenylcysteine carboxylmethyltransferase (ICMT) has been suggested as a promising antitumor strategy. However, the paucity of inhibitors has precluded the clinical validation of this approach. In this work we report a potent ICMT inhibitor, compound 3 [UCM-1336, IC50 = 2 mu M], which is selective against the other enzymes involved in the post-translational modifications of Ras. Compound 3 significantly impairs the membrane association of the four Ras isoforms, leading to a decrease of Ras activity and to inhibition of Ras downstream signaling pathways. In addition, it induces cell death in a variety of Ras-mutated tumor cell lines and increases survival in an in vivo model of acute myeloid leukemia. Because ICMT inhibition impairs the activity of the four Ras isoforms regardless of its activating mutation, compound 3 surmounts many of the common limitations of available Ras inhibitors described so far. In addition, these results validate ICMT as a valuable target for the treatment of Ras-driven tumors.

  DOI：

  10.1021/acs.jmedchem.9b00145

文献信息

• Temperature-responsive polymer compound and process for producing the same
  申请人：Akiyama Yoshikatsu

  公开号：US20050224415A1

  公开（公告）日：2005-10-13

  A temperature-responsive polymer and polymer material which has ester bond(s) and/or acid amide bond(s) respectively at one or more sites in the side chain and can be arbitrarily controlled by varying the side chain is provided. The process for production thereof and the use thereof are also provided.

  提供了一种温度敏感的聚合物和聚合物材料，其在侧链中的一个或多个位置具有酯键和/或酸酰胺键，并且可以通过改变侧链任意控制。同时还提供了其生产过程和使用方法。
• TEMPERATURE-RESPONSIVE POLYMER COMPOUND AND PROCESS FOR PRODUCING THE SAME
  申请人：Amersham Pharmacia Biotech K.K.

  公开号：EP1153049A1

  公开（公告）日：2001-11-14
• US6956077B1
  申请人：——

  公开号：US6956077B1

  公开（公告）日：2005-10-18
• [EN] TEMPERATURE-RESPONSIVE POLYMER COMPOUND AND PROCESS FOR PRODUCING THE SAME<br/>[FR] POLYMERE SENSIBLE A LA TEMPERATURE ET PROCEDE DE FABRICATION CORRESPONDANT
  申请人：AMERSHAM PHARMACIA BIOTECH K K

  公开号：WO2000044800A1

  公开（公告）日：2000-08-03

  A temperature-responsive polymer and polymer material which has ester bond(s) and/or acid amide bond(s) respectively at one or more sites in the side chain and can be arbitrarily controlled by varying the side chain is provided. The process for production thereof and the use thereof are also provided.