(E)-ethyl 4-(tetrahydro-2H-pyran-2-yloxy)but-2-enoate | 288607-16-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-ethyl 4-(tetrahydro-2H-pyran-2-yloxy)but-2-enoate
• 英文别名: ethyl 4-[2-tetrahydropyranyl]oxycrotonate；Ethyl 4-[2-tetrahydro pyranyl]oxycrotonate；ethyl (E)-4-(oxan-2-yloxy)but-2-enoate
• CAS: 288607-16-9
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: ISMBVGHFCVQRFE-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 4-(tetrahydro-2H-pyran-2-yloxy)but-2-enoate 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 4-[2-tetrahydropyranyl]oxycrotonic acid
  参考文献：
  名称：

  PHOSPHOCHOLINE LINKED PRODRUG DERIVATIVES

  摘要：

  公开号：

  EP1161226B1
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 乙基(2E)-4-羟基-2-丁烯酸酯 在 盐酸 作用下， 以 水 为溶剂， 反应 48.0h， 以74%的产率得到(E)-ethyl 4-(tetrahydro-2H-pyran-2-yloxy)but-2-enoate
  参考文献：
  名称：

  Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists—Structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)

  摘要：

  Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacologically characterized at the alpha(4)beta(2), alpha(3)beta(4), alpha(4)beta(4) and alpha(7) neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the alpha(3)beta(4) nAChR. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.011

文献信息

• Phosphocholine linked prodrug derivatives
  申请人：Morimoto H. Bruce

  公开号：US20060166903A1

  公开（公告）日：2006-07-27

  Disclosed are compounds of general formula (I) that function as prodrugs, thereby increasing bioavailabilities of the linked therapeutic agents, wherein the LINKER is (i) substituted or unsubstituted alkyl, (ii) substituted or unsubstituted alkenyl, (iii) substituted or unsubstituted alkanoyl, (iv) substituted or unsubstituted alkenoyl wherein the double bond is cis, and (v) (ortho or para) carbonyl-substituted aryl; and wherein the substituent is each an independent group or linked together thereby forming a ring; and wherein X is one or more substituted or unsubstituted group containing one or more O, N, or S atom and wherein the substituent is each an independent group or linked together thereby forming a ring; and wherein the therapeutic agent is an alcohol-containing water-insoluble steroids or another alcohol containing compounds and methods to prepare such compounds.

  本发明涉及通式（I）的化合物，其作为前药发挥作用，从而增加所连接的治疗剂的生物利用度，其中LINKER是（i）取代或未取代的烷基，（ii）取代或未取代的烯基，（iii）取代或未取代的酰基，（iv）双键为顺式的取代或未取代的烯酰基，以及（v）（邻位或对位）含有羰基取代的芳基；其中取代基是每个独立的基团或链接在一起形成环；其中X是一个或多个含有一个或多个O、N或S原子的取代或未取代基团，其中取代基是每个独立的基团或链接在一起形成环；其中治疗剂是含有醇的水不溶性类固醇或另一种含有醇的化合物，以及制备这种化合物的方法。
• Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists—Structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)
  作者：Camilla P. Hansen、Anders A. Jensen、Thomas Balle、Klaus Bitsch-Jensen、Mohamud M. Hassan、Tommy Liljefors、Bente Frølund

  DOI：10.1016/j.bmcl.2008.11.011

  日期：2009.1

  Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacologically characterized at the alpha(4)beta(2), alpha(3)beta(4), alpha(4)beta(4) and alpha(7) neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the alpha(3)beta(4) nAChR. (C) 2008 Elsevier Ltd. All rights reserved.
• PHOSPHOCHOLINE LINKED PRODRUG DERIVATIVES
  申请人：SuperGen, Inc.

  公开号：EP1161226B1

  公开（公告）日：2004-05-26