6-phenylethynylnicotinic acid | 92151-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-phenylethynylnicotinic acid
• 英文别名: 6-phenylethynyl-nicotinic acid；6-Phenethinyl-nicotinsaeure；6-(Phenylethynyl)nicotinic acid；6-(2-phenylethynyl)pyridine-3-carboxylic acid
• CAS: 92151-40-1
• 化学式: C₁₄H₉NO₂
• 分子量: 223.231
• InChiKey: WWRSPDKMKGDJCM-UHFFFAOYSA-N

物化性质

• 沸点：
  434.4±30.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  异戊胺 、 6-phenylethynylnicotinic acid 在 PS-carbodiimide 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-isopentyl-6-(2-phenylethynyl)nicotinamide
  参考文献：
  名称：

  Discovery of a potent and brain penetrant mGluR5 positive allosteric modulator

  摘要：

  This Letter describes the discovery of a novel series of mGluR5 positive allosteric modulators (PAMs). The lead compound, 11c, exhibits excellent potency (EC50 = 30 nM) in vitro, and reaches high brain levels in both rats and mice after oral administration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.095
• 作为产物：
  描述：

  6-phenylethynyl-nicotinic acid ethyl ester 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以73%的产率得到6-phenylethynylnicotinic acid
  参考文献：
  名称：

  Discovery of a potent and brain penetrant mGluR5 positive allosteric modulator

  摘要：

  This Letter describes the discovery of a novel series of mGluR5 positive allosteric modulators (PAMs). The lead compound, 11c, exhibits excellent potency (EC50 = 30 nM) in vitro, and reaches high brain levels in both rats and mice after oral administration. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.095

文献信息

• 1,2,4-triazole based compounds that can be used as insecticides or acaricides and processes
  申请人：——

  公开号：US20020019370A1

  公开（公告）日：2002-02-14

  3-(Substituted aryl)-5-{substituted aryl-(alkynyl-aryl)}-[1,2,4]- triazole compounds are useful as insecticides and acaricides. New synthetic procedures and intermediates for preparing the compounds, pesticide compositions containing the compounds, and methods of controlling insects and mites using the compounds are also provided.

  3-(取代芳基)-5-取代芳基-(炔基芳基)}-[1,2,4]-三唑化合物可作为杀虫剂和杀螨剂。还提供了用于制备这些化合物的新合成方法和中间体，含有这些化合物的农药组合物，以及使用这些化合物控制昆虫和螨的方法。
• Synthesis of 6-Substituted Nicotinic Acid Derivatives as Analogs of Ergot Alkaloids^1a,b
  作者：Jacob Lehrfeld、Allan M. Burkman、James E. Gearien

  DOI：10.1021/jm00332a007

  日期：1964.3
• US6417187B2
  申请人：——

  公开号：US6417187B2

  公开（公告）日：2002-07-09
• Discovery of a potent and brain penetrant mGluR5 positive allosteric modulator
  作者：Andreas Ritzén、Rikke Sindet、Morten Hentzer、Nannette Svendsen、Robbin M. Brodbeck、Christoffer Bundgaard

  DOI：10.1016/j.bmcl.2009.04.095

  日期：2009.6

  This Letter describes the discovery of a novel series of mGluR5 positive allosteric modulators (PAMs). The lead compound, 11c, exhibits excellent potency (EC50 = 30 nM) in vitro, and reaches high brain levels in both rats and mice after oral administration. (C) 2009 Elsevier Ltd. All rights reserved.