3-ethyl-8-hydroxy-4-methylquinolin-2(1H)-one | 1236194-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-ethyl-8-hydroxy-4-methylquinolin-2(1H)-one
• 英文别名: 3-ethyl-8-hydroxy-4-methyl-1H-quinolin-2-one
• CAS: 1236194-45-8
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: OGSLLRGKVPAQQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  3-ethyl-8-hydroxy-4-methylquinolin-2(1H)-one 、 乙酸酐 在 溶剂黄146 作用下， 反应 6.0h， 以80%的产率得到3-ethyl-4-methyl-2-oxo-1,2-dihydroquinolin-8-yl acetate
  参考文献：
  名称：

  Characterization of 4-methyl-2-oxo-1,2-dihydroquinolin-6-yl acetate as an effective antiplatelet agent

  摘要：

  We have studied earlier a membrane bound novel enzyme Acetoxy Drug: protein transacetylase identified as Calreticulin Transacetylase (CRTAase) that catalyzes the transfer of acetyl groups from polyphenolic acetates (PAs) to the receptor proteins and thus modulating their biological activities. In this communication, we have reported for the first time that acetoxy quinolones are endowed with antiplatelet action by virtue of causing CRTAase catalyzed activation of platelet Nitric Oxide Synthase (NOS) by way of acetylation leading to the inhibition of ADP/Arachidonic acid (AA)-dependent platelet aggregation. The correlation of specificity of platelet CRTAase to various analogues of acetoxy quinolones with intracellular NO and consequent effect on inhibition of platelet aggregation was considered crucial. Among acetoxy quinolones screened, 6-AQ (4-methyl-2-oxo-1,2-dihydroquinolin-6-yl acetate/6-acetoxyquinolin-2-one, 22) was found to be the superior substrate to platelet CRTAase and emerged as the most active entity to produce antiplatelet action both in vitro and in vivo. 6-AQ caused the inhibition of cyclooxygenase-1 (Cox-1) resulting in the down regulation of thromboxane A2 (TxA2) and the inhibition of platelet aggregation. Structural modi. cation of acetoxy quinolones positively correlated with enhancement of intracellular NO and antiplatelet action. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.011
• 作为产物：
  描述：

  3-ethyl-8-methoxy-4-methylquinolin-2(1H)-one 在 氢溴酸 、 溶剂黄146 作用下， 反应 75.0h， 以65%的产率得到3-ethyl-8-hydroxy-4-methylquinolin-2(1H)-one
  参考文献：
  名称：

  Characterization of 4-methyl-2-oxo-1,2-dihydroquinolin-6-yl acetate as an effective antiplatelet agent

  摘要：

  We have studied earlier a membrane bound novel enzyme Acetoxy Drug: protein transacetylase identified as Calreticulin Transacetylase (CRTAase) that catalyzes the transfer of acetyl groups from polyphenolic acetates (PAs) to the receptor proteins and thus modulating their biological activities. In this communication, we have reported for the first time that acetoxy quinolones are endowed with antiplatelet action by virtue of causing CRTAase catalyzed activation of platelet Nitric Oxide Synthase (NOS) by way of acetylation leading to the inhibition of ADP/Arachidonic acid (AA)-dependent platelet aggregation. The correlation of specificity of platelet CRTAase to various analogues of acetoxy quinolones with intracellular NO and consequent effect on inhibition of platelet aggregation was considered crucial. Among acetoxy quinolones screened, 6-AQ (4-methyl-2-oxo-1,2-dihydroquinolin-6-yl acetate/6-acetoxyquinolin-2-one, 22) was found to be the superior substrate to platelet CRTAase and emerged as the most active entity to produce antiplatelet action both in vitro and in vivo. 6-AQ caused the inhibition of cyclooxygenase-1 (Cox-1) resulting in the down regulation of thromboxane A2 (TxA2) and the inhibition of platelet aggregation. Structural modi. cation of acetoxy quinolones positively correlated with enhancement of intracellular NO and antiplatelet action. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.011

文献信息

• Polyether ester elastomer composition for automobile constant velocity joint boot.
  申请人：Nok Corporation

  公开号：EP0784079A2

  公开（公告）日：1997-07-16

  A resin composition for automobile constant velocity joint boots having a surface hardness (Shore-D) of 34∼44, and obtainable by melt mixing as essential components: 100 parts by weight of polyester elastomer (A); and, for every 100 parts by weight of said polyester elastomer (A), 0.05∼7.0 parts by weight of organic polyisocyanate compound (B); and 0.1∼5.0 parts by weight of silicone compound (C). A molded automobile constant velocity joint boot molded therefrom is superior in abrasion resistance, and flexibility.

  一种用于汽车等速万向节靴的树脂组合物，其表面硬度（Shore-D）为 34∼44，可通过熔融混合作为主要成分获得：重量份数为 100 份的聚酯弹性体（A）；以及重量份数为 100 份的聚酯弹性体 （A）、重量份数为 0.05∼7.0 份的有机多异氰酸酯化合物（B）；和重量份数为 0.1∼5.0 份的硅酮化合物（C）。用这种材料模塑的汽车等速万向节靴具有优异的耐磨性和柔韧性。
• Polyether ester elastomer composition for automobile constant velocity joint boot
  申请人：Nok Corporation

  公开号：EP0784079B1

  公开（公告）日：2001-02-14
• US5733986A
  申请人：——

  公开号：US5733986A

  公开（公告）日：1998-03-31