2-(3-硝基苯氧基)吡啶 | 28355-48-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(3-硝基苯氧基)吡啶
• 英文名称: 2-(3-nitrophenoxy)pyridine
• CAS: 28355-48-8
• 化学式: C₁₁H₈N₂O₃
• mdl: MFCD08690283
• 分子量: 216.196
• InChiKey: CYAZJQRAXUNGCO-UHFFFAOYSA-N

物化性质

• 熔点：
  93-95

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-(3-硝基苯氧基)吡啶 在 三氟甲烷磺酸甲酯 、 sodium 作用下， 以 甲苯 、 甲醇 为溶剂， 反应 2.25h， 以65%的产率得到间硝基苯酚
  参考文献：
  名称：

  A directing group-assisted ruthenium-catalyzed approach to access meta-nitrated phenols

  摘要：

  使用Ru催化的σ-活化策略开发了对苯酚衍生物的meta-选择性C-H硝化反应。Cu(NO3)2·3H2O被用作硝化源，而Ru3(CO)12被发现是该方案中最适合的金属催化剂。

  DOI：

  10.1039/d0cc02851g
• 作为产物：
  描述：

  2-苯氧基吡啶 在 十二羰基三钌 、 copper(II) nitrate trihydrate 、 silver trifluoroacetate 、 溶剂黄146 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 28.0h， 以85%的产率得到2-(3-硝基苯氧基)吡啶
  参考文献：
  名称：

  A directing group-assisted ruthenium-catalyzed approach to access meta-nitrated phenols

  摘要：

  使用Ru催化的σ-活化策略开发了对苯酚衍生物的meta-选择性C-H硝化反应。Cu(NO3)2·3H2O被用作硝化源，而Ru3(CO)12被发现是该方案中最适合的金属催化剂。

  DOI：

  10.1039/d0cc02851g

文献信息

• [EN] HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES POUR LA MODULATION DE NR2F6
  申请人：TES PHARMA S R L

  公开号：WO2021170658A1

  公开（公告）日：2021-09-02

  The present disclosure relates to compounds capable of modulating the activity of NR2F6. The compounds of the disclosure may be used in methods for the prevention and/or the treatment of diseases and disorders associated with modulating NR2F6 activity.

  本公开涉及能够调节NR2F6活性的化合物。本公开的化合物可用于预防及/或治疗与调节NR2F6活性相关疾病和障碍的方法。
• 2-{2-[3-(Pyridin-3-yloxy)phenyl]-2H-tetrazol-5-yl}pyridine: a highly potent, orally active, metabotropic glutamate subtype 5 (mGlu5) receptor antagonist
  作者：Dehua Huang、Steve F. Poon、Deborah F. Chapman、Janice Chung、Merryl Cramer、Thomas S. Reger、Jeffrey R. Roppe、Lida Tehrani、Nicholas D.P. Cosford、Nicholas D. Smith

  DOI：10.1016/j.bmcl.2004.09.012

  日期：2004.11

  on 3-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile 2 led to the discovery of 2-(2-[3-(pyridin-3-yloxy)phenyl]-2H-tetrazol-5-yl)pyridine (10)-a highly potent and selective mGlu5 receptor antagonist with good brain penetration and in vivo receptor occupancy in rat and cross-species oral bioavailability.

  对3-（5-吡啶-2-基-2H-四唑-2-基）苄腈2的构效关系的研究导致了2-（2- [3-（吡啶-3-基氧基）苯基]-的发现。 2H-四唑-5-基）吡啶（10）-一种高效且选择性的mGlu5受体拮抗剂，在大鼠和跨物种口服生物利用度中具有良好的脑部渗透性和体内受体占有率。
• Rhodium(III)-catalyzed chelation-assisted ortho-selective carbon−hydrogen alkylation of phenols with diazocarbonyl compounds involving a carbene migratory insertion process
  作者：Lin-Yu Jiao、Zi-Hui Ning、Xiao-Mei Yin、Qian Hong、Shanshan Liu、Xiao-Xun Ma

  DOI：10.1016/j.catcom.2021.106278

  日期：2021.3

  An efficient and convenient rhodium(III)-catalyzed chelation-assisted ortho-selective carbon−hydrogen bond alkylation of phenols treated with readily available diazocarbonyl compounds as the alkyl source has been described. Migratory carbene insertion represents the principal step to realize this carbenoid coupling transformation, giving rise to a broad rang of alkylated products and at the same time

  已经描述了用容易获得的重氮羰基化合物作为烷基源处理的酚的有效且便捷的铑（III）催化的螯合辅助邻位选择性碳氢键烷基化。卡宾迁移插入是实现该类胡萝卜素偶联转变的主要步骤，产生了大量烷基化产物，同时释放出氮气作为唯一的副产物。该方案具有独特的区域选择性，中等至出色的化学产率以及良好的官能团耐受性。
• Takahashi; Shibasaki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1952, vol. 72, p. 1141,1143
  作者：Takahashi、Shibasaki

  DOI：——

  日期：——
• N-[(Arylmethoxy)phenyl] and N-[(arylmethoxy)naphthyl] sulfonamides: potent orally active leukotriene d4 antagonists of novel structure
  作者：John H. Musser、Anthony F. Kreft、Reinhold H. W. Bender、Dennis M. Kubrak、Richard P. Carlson、Joseph Chang、James M. Hand

  DOI：10.1021/jm00126a006

  日期：1989.6

  Two series of compounds, N-[(arylmethoxy)phenyl] sulfonamides and N-[(arylmethoxy)naphthyl] sulfonamides, were prepared as leukotriene D4 (LTD4) antagonists. In the phenyl series, N-[3-(2-quinolinylmethoxy)phenyl]-trifluoromethanesulfonamide (Wy-48,252, 16) was the most potent inhibitor of LTD4-induced bronchoconstriction in the guinea pig. With an intragastric ID50 of 0.1 mg/kg (2-h pretreatment), 16 was 300 times more potent than LY-171,883. Compound 16 also intragastrically inhibited ovalbumin-induced bronchoconstriction in the guinea pig with an ID50 of 0.6 mg/kg. In vitro against LTD4-induced contraction of isolated guinea pig trachea pretreated with indomethacin and L-cysteine, 16 produced a pKB value of 7.7. In the rat PMN assay 16 inhibited both 5-lipoxygenase and cyclooxygenase (IC50's = 4.6 and 3.3 microM). In the naphthyl series, N-[7-(2-quinolinylmethoxy)-2-naphthyl]trifluoromethanesulfonamide (Wy-48,090, 47) in addition to potent LTD4 antagonist activity (on isolated guinea pig trachea 47 had a pKB value of 7.04) also had antiinflammatory activity (63% inhibition at 50 mg/kg in the rat carrageenan paw edema assay and 34% inhibition of TPA-induced inflammation at 1 mg/ear in the mouse ear edema model). Perhaps the antiinflammatory activity of 47 was due to its additional activity of inhibiting both 5-lipoxygenase and cyclooxygenase enzymes (IC50's = 0.23 and 11.9 microM, respectively, in rat PMN).