2-(4-methoxy-phenyl)oxazolo<5,4-b>pyridine | 52334-05-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-methoxy-phenyl)oxazolo<5,4-b>pyridine
• 英文别名: 2-(4-Methoxy-phenyl)-oxazolo<5,4-b>pyridin；2-(4-methoxy-phenyl)-oxazolo[5,4-b]pyridine；2-(4-methoxyphenyl)[1,3]oxazolo[5,4-b]pyridine；2-(4-Methoxyphenyl)-oxazolo[5,4-b]pyridine；2-(4-methoxyphenyl)-[1,3]oxazolo[5,4-b]pyridine
• CAS: 52334-05-1
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: XSQHMVOEJCXGRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-2-氯吡啶 在 trimethylsilylpolyphosphate ester 作用下， 以 吡啶 为溶剂， 反应 15.0h， 生成 2-(4-methoxy-phenyl)oxazolo<5,4-b>pyridine
  参考文献：
  名称：

  Flouzant, Christine; Guillaumet, Gerald, Synthesis, 1990, # 1, p. 64 - 66

  摘要：

  DOI：

文献信息

• A General and Efficient Synthesis of 2-Substituted Oxazolopyridines
  作者：Li-Ping Sun、Dan Xu、Xianfang Xu、Zongliang Liu、Qidong You

  DOI：10.1055/s-0028-1088149

  日期：2009.4

  Starting from commercially available halonitropyridines and haloaminopyridines, 2-substituted-oxazolo[5,4-b]pyridines, and 2-aryl-oxazolo[4,5-b]pyridines were synthesized in good yields by using a Cu(I)-mediated cyclization of halopyridylamides as a key step.

  从市售的卤代硝基吡啶和卤代氨基吡啶出发，采用铜(I)介导的卤代吡啶酰胺的环化反应作为关键步骤，合成了产率良好的2-取代-噁唑[5,4-b]吡啶和2-芳基-噁唑[4,5-b]吡啶。
• Process for the synthesis of oxazolopyridine compounds
  申请人：Science et Organisation

  公开号：US05077408A1

  公开（公告）日：1991-12-31

  Process for the synthesis of compounds of formula (I): ##STR1## their pyridinium salts and N-oxides, in which formula: the nitrogen of the pyridine ring is situated in the .alpha.-, .beta.-, .gamma.- or .delta.-position with respect to the ring junction; R.sup.1 represents a halogen, a substituted or unsubstituted alkyl, a substituted or unsubstituted alkoxy or a nitro, substituted or unsubstituted amino, phenyl or cyano group; 0.ltoreq.m.ltoreq.2; R.sup.2 represents a lower alkyl or cycloalkyl group, a 5- or 6-membered heterocycle containing 1 or 2 hetero atoms, substituted or otherwise, or an aryl group ##STR2## such that: R.sup.3 represents a halogen, a substituted or unsubstituted alkyl, a substituted or unsubstituted alkoxy or a nitro, phenyl, substituted or unsubstituted sulfonyl, cyano, thioalkyl, substituted or unsubstituted amino, substituted or unsubstituted sulfinyl, mercapto, hydroxyl or ester group, 0.ltoreq.n.ltoreq.5 employing trimethylsilyl polyphosphate (PPSE) as a cyclization agent and enabling the compounds of formula (I) to be obtained in virtually quantitative yields. The compounds of formula I have anti-inflammatory, analgesic, and antipyretic activity.

  合成化合物的过程是：合成公式(I)的化合物，它们的吡啶盐和N-氧化物，其中公式中：吡啶环的氮原子位于相对于环连接的α、β、γ或δ位置；R.sup.1代表卤素、取代或未取代的烷基、取代或未取代的烷氧基或硝基、取代或未取代的氨基、苯基或氰基；0≤m≤2；R.sup.2代表较低的烷基或环烷基、含有1个或2个杂原子的5-或6元杂环、取代或未取代，或芳基 ##STR2## 使得：R.sup.3代表卤素、取代或未取代的烷基、取代或未取代的烷氧基或硝基、苯基、取代或未取代的磺酰基、氰基、硫代烷基、取代或未取代的氨基、取代或未取代的亚砜基、巯基、羟基或酯基，0≤n≤5，使用三甲基硅聚磷酸酯（PPSE）作为缩合剂，并使得公式(I)的化合物以几乎定量的产率获得。公式I的化合物具有抗炎、镇痛和退烧活性。
• 2-(Substituted phenyl)oxazolo[4,5-b]pyridines and 2-(substituted phenyl)oxazolo[5,4-b]pyridines as nonacidic antiinflammatory agents
  作者：Robert L. Clark、Arsenio A. Pessolano、Bruce Witzel、Thomas Lanza、T. Y. Shen、C. Gordon Van Arman、Edwin A. Risley

  DOI：10.1021/jm00209a014

  日期：1978.11

  Some 2-(substituted phenyl)oxazolo[4,5-b]pyridines and 2-(substituted phenyl)oxazolo[5,4-b]pyridines have good antiinflammatory and analgesic activity. A few possess activity comparable to phenylbutazone or indomethacin without producing the irritation in the gastrointestinal tract that acidic antiinflammatory compounds cause.

  一些2-（取代的苯基）恶唑并[4,5-b]吡啶和2-（取代的苯基）恶唑并[5,4-b]吡啶具有良好的抗炎和镇痛活性。少数具有与苯基丁a或消炎痛相当的活性，而不会产生酸性抗炎化合物引起的对胃肠道的刺激。
• A Convenient Synthesis of Substituted Oxazolo-[5,4-b]Pyridines Using Lead Tetraacetate as Oxidative Cyclizing Agent
  作者：Yadagiri Bathini、J. William Lown

  DOI：10.1080/00397919108020814

  日期：1991.1

  Abstract Various substituted oxazolo[5,4-b]pyridines 5a-d have been synthesized by condensation of appropriate hydroxyaminopyridines and aldehydes followed by oxidative cyclization of the resulting Schiff's bases with lead tetraacetate. This method has been extended to the synthesis of the DNA minor groove binding ligands 5e and 5f related to Hoechst 33258 1.

  摘要 各种取代的恶唑并[5,4-b] 吡啶 5a-d 已通过适当的羟基氨基吡啶和醛的缩合，然后将所得席夫碱与四乙酸铅氧化环化而合成。该方法已扩展到与 Hoechst 33258 1 相关的 DNA 小沟结合配体 5e 和 5f 的合成。
• NOVEL SUBSTITUTED AZABENZOXAZOLES
  申请人：Barrow James C.

  公开号：US20110085985A1

  公开（公告）日：2011-04-14

  The present invention relates to novel amyloid binding compounds of formula (I) and methods for measuring effects of the compounds, by measuring changes of amyloid plaque level in living patients. More specifically, the present invention relates to a method of using the compounds of this invention as tracers in positron emission tomography (PET/) imaging to study amyloid deposits in brain in vivo to allow diagnosis of Alzheimer's disease. Thus, the present invention relates to use of the novel amyloid binding compounds as a diagnostic. The invention further relates to a method of measuring clinical efficacy of Alzheimer's disease therapeutic agents. Specifically, the present invention relates to novel aryl or heteroaryl substituted azabenzoxazole derivatives, compositions, and therapeutic uses and processes for making such compounds, or a pharmaceutically acceptable salt, solvate or in vivo hydrolysable ester thereof, wherein: X is O or S; A and Y independently are N, or CH;

  本发明涉及式(I)的新型淀粉样蛋白结合化合物，以及通过测量活体患者淀粉样斑块水平的变化来测量化合物效果的方法。更具体地，本发明涉及使用本发明的化合物作为正电子发射断层扫描（PET）成像中的示踪剂，以研究体内脑部淀粉样沉积物，以诊断阿尔茨海默病。因此，本发明涉及使用新型淀粉样蛋白结合化合物作为诊断工具。本发明还涉及一种测量阿尔茨海默病治疗剂临床疗效的方法。具体而言，本发明涉及新型芳基或杂芳基取代的氮杂苯并噁唑衍生物、组成物和治疗用途，以及制备这些化合物的过程，或其药学上可接受的盐、溶剂合物或体内水解酯，其中：X为O或S；A和Y独立地为N或CH。