2-chloro-6-(4-methoxyphenoxy)pyridine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-6-(4-methoxyphenoxy)pyridine
• 化学式: C₁₂H₁₀ClNO₂
• 分子量: 235.67
• InChiKey: IHARHRATCWAVDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-6-(4-methoxyphenoxy)pyridine 、 氢溴酸 在 4-((6-chloro-pyridin-2-yl)oxy)phenol 作用下， 以 水 为溶剂， 反应 16.0h， 生成 4-((6-chloro-pyridin-2-yl)oxy)phenol
  参考文献：
  名称：

  (Substituted pyridyl)phenoxy phosphorus compounds and their use as

  摘要：

  已制备出符合以下化学式的化合物： ##STR1## 其中，每个X独立地表示氯、氟或溴；X'表示氢、甲基、氯、氟或溴；G表示氧或硫；Z表示氧、硫、亚砜基或磺酰基，但须注意Z仅连接在吡啶环的2或4位置上；D表示氰基、硝基、三氟甲基、低碳基、低碳氧基、低碳基磺酰基、低碳基硫基或基团 ##STR2## R表示低碳氧基、低碳基氨基或二低碳基氨基；R'表示R或苯基；m表示0至4的整数；n表示0或1，m+n的总和表示0至4的整数。这些化合物已被证明是有效的杀虫剂。

  公开号：

  US04132783A1
• 作为产物：
  描述：

  6-Chloro-2-(4-methoxyphenoxy)-3-nitropyridine 在 sodium tetrahydroborate 、 nickel(II) chloride hexahydrate 、 硫酸 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 1.33h， 生成 2-chloro-6-(4-methoxyphenoxy)pyridine
  参考文献：
  名称：

  Design and synthesis of diarylamines and diarylethers as cytotoxic antitumor agents

  摘要：

  Based on a shared structural core of diarylamine in several known anticancer drugs as well as a new cytotoxic hit 6-chloro-2-(4-cyanophenyl)amino-3-nitropyridine (7), 30 diarylamines and diarylethers were designed, synthesized, and evaluated for cytotoxic activity against A549, KB, KB-vin, and DU145 human tumor cell lines (HTCL). Four new leads 11e, 12, 13a, and 13b were discovered with GI(50) values ranging from 0.33 to 3.45 mu M. Preliminary SAR results revealed that a diarylamine or diarylether could serve as an active structural core, meta-chloro and ortho-nitro groups on the A-ring (either pyridine or phenyl ring) were necessary and crucial for cytotoxic activity, and the para-substituents on the other phenyl ring (B-ring) were related to inhibitory selectivity for different tumor cells. In an investigation of potential biological targets of the new leads, high thoughput kinase screening discovered that new leads 11e, 12 and 13b especially inhibit Mer tyrosine kinase, a proto-oncogene associated with munerous tumor types, with IC50 values of 2.2-3.0 mu M. Therefore, these findings provide a good starting point to optimize a new class of compounds as potential anticancer agents, particularly targeting Mer tyrosine kinase. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.014
• 作为试剂：
  描述：

  2,6-二氯吡啶 、 4-甲氧基苯酚 、 氢氧化钾 、 乙二醇二甲醚 在 正己烷 、 水 、 正戊烷 、 2-chloro-6-(4-methoxyphenoxy)pyridine 作用下， 以 水 、 六甲基磷酰三胺 为溶剂， 反应 24.0h， 生成 2-chloro-6-(4-methoxyphenoxy)pyridine
  参考文献：
  名称：

  (Substituted pyridyl)phenoxy phosphorus compounds and their use as

  摘要：

  制备了符合以下公式的化合物：##STR1## 其中每个X独立地代表氯，氟或溴；X'代表氢，甲基，氯，氟或溴；G代表氧或硫；Z代表氧，硫，亚砜或磺酰基，但要求Z仅附加在吡啶环的2或4环位置；D代表氰，硝基，三氟甲基，低碳基，低碳氧基，低碳基磺酰基，低碳基硫醇，或基团##STR2## R代表低碳氧基，低碳基氨基或二低碳基氨基；R'代表R或苯基；m表示从0到4的整数；n表示0或1，m + n的总和表示从0到4的整数。已发现这些化合物是有效的昆虫控制剂。

  公开号：

  US04132784A1

文献信息

• (Substituted pyridyl)phenoxy phosphorous compounds and their use as
  申请人：The Dow Chemical Company

  公开号：US04080443A1

  公开（公告）日：1978-03-21

  Compounds are prepared which correspond to the formula ##STR1## wherein each X independently represents chloro, fluoro or bromo; X' represents hydrogen, methyl, chloro, fluoro or bromo; G represents oxygen or sulfur; Z represents oxygen, sulfur, sulfinyl or sulfonyl, with the proviso that Z is attached to the pyridine ring in only the 2 or 4 ring position; D represents cyano, nitro, trifluoromethyl, loweralkyl, loweralkoxy, loweralkylsulfonyl, loweralkylthio, or the radical ##STR2## R represents loweralkoxy, loweralkylamino or diloweralkylamino; R' represents R or phenyl; m represents an integer of from 0 to 4; n represents 0 or 1 and the sum of m + n represents an integer of from 0 to 4. The compounds have been found to be effective insect control agents.

  制备了符合以下公式的化合物##STR1##其中每个X独立地代表氯、氟或溴；X'代表氢、甲基、氯、氟或溴；G代表氧或硫；Z代表氧、硫、亚砜或砜基，但Z只连接到吡啶环的2或4位；D代表氰基、硝基、三氟甲基、较低烷基、较低烷氧基、较低烷基磺酰基、较低烷基硫基或基团##STR2##R代表较低烷氧基、较低烷基氨基或二较低烷基氨基；R'代表R或苯基；m表示0到4的整数；n表示0或1，m + n的总和表示0到4的整数。已发现这些化合物对昆虫具有有效的控制作用。
• Substituent Effects of 2-Pyridones on Selective O-Arylation with Diaryliodonium Salts: Synthesis of 2-Aryloxypyridines under Transition­-Metal-Free Conditions
  作者：Dong-Liang Mo、Xiao-Hua Li、Ai-Hui Ye、Cui Liang

  DOI：10.1055/s-0036-1591884

  日期：2018.4

  An efficient transition-metal-free strategy to synthesize 2-aryloxypyridine derivatives has been developed by a selective O-arylation of 2-pyridones with diaryliodonium salts. The reaction was compatible with a series of functional groups for 2-pyridones and diaryliodonium salts such as halides, nitro, cyano, and ester groups. The substituents at the C6-position of 2-pyridones favored O-arylation products because of steric hindrance. The reaction was easily performed on a gram-scale and 6-chloro-2-pyridone was a good precursor to access various unsubstituted 2-aryloxypyridines by dehalogenation. A P2Y1 lead compound analogue could be prepared in good yield over two steps.

  开发了一种高效的过渡金属自由策略，通过选择性的氧芳基化2-吡啶酮与二芳基碘盐合成2-芳氧基吡啶衍生物。该反应与一系列功能团对2-吡啶酮和二芳基碘盐兼容，如卤素、硝基、氰基和酯基等。2-吡啶酮的C6位取代基有利于氧芳基化产物的生成，因为存在立体位阻。该反应易于在克级规模上进行，并且6-氯-2-吡啶酮是通过去卤代法获得各种未取代的2-芳氧基吡啶的良好前体。通过两步反应可以以较高产率制备P2Y1前体类似物。
• Thiazolidinedione and pharmaceutical composition comprising the same
  申请人：——

  公开号：US20040122031A1

  公开（公告）日：2004-06-24

  The present invention relates to a thiazolidinedione derivative, represented in formula (1) below, pharmaceutically acceptable salts thereof, and/or pharmaceutically acceptable solvates thereof. Further, the present invention provides a pharmaceutical composition comprising the compound represented in formula (1) below, 1 wherein: X represents a carbon or nitrogen atom, Y represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen, or an aryl group, Z represents an oxygen, nitrogen, or sulfur atom, and R 1 and R 2 each represent a hydrogen atom; or R 1 and R 2 together form a bond.

  本发明涉及一种噻唑烷二酮衍生物，其表示为下式（1），其药学上可接受的盐和/或药学上可接受的溶剂。此外，本发明提供了一种含有下式（1）所表示的化合物的制药组合物，其中：X表示碳或氮原子，Y表示氢原子，烷基，烷氧基，卤素或芳基，Z表示氧，氮或硫原子，R1和R2各自表示氢原子；或R1和R2结合形成键。
• US4080443A
  申请人：——

  公开号：US4080443A

  公开（公告）日：1978-03-21
• US4132783A
  申请人：——

  公开号：US4132783A

  公开（公告）日：1979-01-02