1,2-bis(1-hydroxy-4-pentyn-5-yl)benzene | 116510-05-5

• 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: 1,2-bis(1-hydroxy-4-pentyn-5-yl)benzene
• 英文别名: 1,2-bis(5-hydroxypent-1-ynyl)benzene；5-[2-(5-hydroxy-pent-1-ynyl)-phenyl]-pent-4-yn-1-ol；5-[2-(5-hydroxypent-1-ynyl)phenyl]pent-4-yn-1-ol
• CAS: 116510-05-5
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: HRVHSBANYXMFJX-UHFFFAOYSA-N

物化性质

• 沸点：
  459.6±40.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(1-hydroxy-4-pentyn-5-yl)benzene 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 1,2-bis(5-bromo-pent-1-ynyl)-benzene
  参考文献：
  名称：

  Bis-azaaromatic quaternary ammonium salts as antagonists at nicotinic receptors mediating nicotine-evoked dopamine release: An investigation of binding conformation

  摘要：

  A series of conformationally restricted bis-azaaromatic quaternary ammonium salts (3 and 4) have been designed and synthesized in order to investigate the possible binding conformations of N,N'-dodecane-1,12-diyl-bis-3-picolinium dibromide (bPiDDB; 2), a compound which potently inhibits neuronal nicotinic acetylcholine receptors (nAChRs) mediating nicotine-evoked dopamine release. The preliminary structure-activity relationships of these new analogues suggest that bPiDDB binds in an extended conformation at the nAChR binding site, and that flexibility of the linker may be important for its high potency in inhibiting nAChRs mediating nicotine-evoked dopamine release. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.052
• 作为产物：
  描述：

  1,2-二溴苯 在 四(三苯基膦)钯 正丙胺 作用下， 反应 22.0h， 生成 1,2-bis(1-hydroxy-4-pentyn-5-yl)benzene
  参考文献：
  名称：

  The synthesis of 11-13-membered diacetylenic and 18-membered tetraacetylenic ring systems

  摘要：

  DOI：

  10.1016/s0040-4039(00)96842-4

文献信息

• BIS-QUATERNARY AMMONIUM SALTS AS PAIN MODULATING AGENTS
  申请人：HOLTMAN Joseph R.

  公开号：US20110166177A1

  公开（公告）日：2011-07-07

  Provided are methods for using bis-quaternary ammonium compounds to treat inflammatory pain, neuropathic pain and nociceptive pain.

  提供了使用双季铵化合物治疗炎症性疼痛、神经病理性疼痛和伤害性疼痛的方法。
• High temperature radical cyclization anomalies in the tandem enediyne-bis-radical cyclization
  作者：Janet Wisniewski Grissom、Trevor L. Calkins、Dahai Huang、Heidi McMillen

  DOI：10.1016/s0040-4020(01)85004-3

  日期：1994.4

  shown that the thermolysis of aromatic enediynes containing radical accepting tethers will undergo tandem enediyne-radical cyclizations. Herein will be reported several examples of the tandem enediyne-bis-radical cyclization where non-radical accepting tethers will undergo cyclizations to aromatic rings to result in cyclization products. Most of the unusual products result from 1,5-hydrogen abstraction

  先前的报道表明，含有自由基接受的系链的芳族烯二炔的热分解将经历串联的烯二炔-自由基环化。本文将报道双烯二炔双自由基环化的几个例子，其中非自由基接受的束缚剂将环化成芳环以产生环化产物。大多数不寻常的产物是由1，5-氢的提取，然后是β消除或自由基加成到芳环上。描述了芳族烯二炔的合成，机理以及热解产物。
• PtCl₂-Catalyzed Cyclization of <i>o</i>-Diethynylbenzene Derivatives Triggered by Intramolecular Nucleophilic Attack
  作者：Koji Miki、Hiroyuki Kuge、Rui Umeda、Motohiro Sonoda、Yoshito Tobe

  DOI：10.1080/00397911003797817

  日期：2011.3.3

  Abstract PtCl2-catalyzed cyclization of o-diethynylbenzene derivatives bearing a hydroxyethyl group yielded naphthofuran derivatives by initial intramolecular cyclization of the hydroxy group to an activated ethynyl group followed by attack of the second ethynyl group to a vinylplatinum intermediate. When the ethynyl terminal is substituted by a hydroxypropyl group, not only homologous naphthodihydropyran

  摘要 PtCl2 催化带有羟乙基的邻二乙炔苯衍生物环化产生萘并呋喃衍生物，通过羟基的初始分子内环化为活化的乙炔基，然后第二个乙炔基攻击为乙烯基铂中间体。当乙炔基末端被羟丙基取代时，不仅形成同源的萘二氢吡喃，而且形成茚叉四氢呋喃衍生物。
• Bis-Quaternary Ammonium Salts and Methods for Modulating Neuronal Nicotinic Acetylcholine Receptors
  申请人：Crooks Peter

  公开号：US20100069432A1

  公开（公告）日：2010-03-18

  Provided are bis-quaternary ammonium compounds which are modulators of nicotinic acetylcholine receptors. Also provided are methods of using the compounds for modulating the function of a nicotinic acetylcholine receptor, and for the prevention and/or treatment of central nervous system disorders, substance use and/or abuse, and or gastrointestinal tract disorders.

  提供的是双季铵化合物，它们是尼古丁乙酰胆碱受体的调节剂。还提供了使用这些化合物调节尼古丁乙酰胆碱受体功能、预防和/或治疗中枢神经系统疾病、物质使用和/或滥用以及胃肠道疾病的方法。
• Bis-quaternary ammonium salts and methods for modulating neuronal nicotinic acetylcholine receptors
  申请人：University of Kentucky Research Foundation

  公开号：US08178678B2

  公开（公告）日：2012-05-15

  Provided are bis-quaternary ammonium compounds which are modulators of nicotinic acetylcholine receptors. Also provided are methods of using the compounds for modulating the function of a nicotinic acetylcholine receptor, and for the prevention and/or treatment of central nervous system disorders, substance use and/or abuse, and or gastrointestinal tract disorders.

  提供的是双季铵化合物，它们是尼古丁乙酰胆碱受体的调节剂。还提供了使用这些化合物调节尼古丁乙酰胆碱受体功能、预防和/或治疗中枢神经系统疾病、物质使用和/或滥用以及胃肠道疾病的方法。