4-甲基-3-苯氧基吡啶 | 54629-96-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲基-3-苯氧基吡啶
• 英文名称: 4-methyl-3-phenoxypyridine
• 英文别名: 3-phenoxy-4-methylpyridine；4-methyl-3-phenoxy-pyridine；3-Phenoxy-4-picolin
• CAS: 54629-96-8
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: FERWLTQKKCMCTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  4-甲基-3-苯氧基吡啶 在 potassium permanganate 作用下， 以 水 为溶剂， 反应 29.0h， 以23%的产率得到3-phenoxyisonicotinic acid
  参考文献：
  名称：

  3-Phenoxypyridine 1-oxides as anticonvulsant agents

  摘要：

  The anticonvulsant activity of a series of 3-phenoxypyridine 1-oxides is described. An investigation carried out to optimize the activity/side effect ratio provided 4-methyl-3-phenoxypyridine 1-oxide, 3, as the derivative of choice. Overall, 3 has a pharmacological profile that is very similar to phenytoin. It exhibited significant anticonvulsant activity at doses that did not produce ataxia or sedation but caused increased spontaneous behavioral activity not seen with most anticonvulsants. The short duration of pharmacological effect of 3 was attributed to metabolic hydroxylation at the C-4 pyridine methyl group; however, structural modifications designed to inhibit this metabolic pathway were unsuccessful.

  DOI：

  10.1021/jm00399a027
• 作为产物：
  描述：

  3-苯氧基吡啶 、 二甲基硫 、 氯甲酸苯酯 、 甲基溴化镁 、 邻四氯苯醌 、 sodium hydroxide 在 碘化亚铜 氮气 、 氯化铵 、 乙醚 、 Azane;hydrate;hydrochloride 、 盐酸 、 水 、 Brine 、 sodium hydroxide 、 二氯甲烷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 17.83h， 以afforded 3-phenoxy-4-methylpyridine (6.5 g) as a clear liquid, 1H NMR delta (CDCl3) 2.25 (3H, s); 6.9-7.4 (6H, m); 8.2 (1H, s); 8.3 (1H, d)的产率得到4-甲基-3-苯氧基吡啶
  参考文献：
  名称：

  Fungicides

  摘要：

  具有以下式子(I)的丙烯酸衍生物：##STR1##以及其立体异构体，其中W是R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2，R.sup.1和R.sup.2是烷基或氟烷基，Z是氧或硫；A，B，D和E是氢，卤素，羟基或可选取代的烷基，烷氧基，芳基烷氧基，烯基，炔基，芳基，芳基氧基，芳基硫基，杂芳基氧基，杂芳基硫基，酰氧基，氨基，芳基偶氮基或酰胺基，硝基，氰基，--CO.sub.2 R.sup.3，--CONR.sup.3 R.sup.4，--COR.sup.3，--CR.sup.3.dbd.NR.sup.4，--N.dbd.CR.sup.3 R.sup.4或--S(O).sub.n R.sup.3基团；当A，B，D和E中的任意两个基团在环上相邻位置时，它们可选地结合形成融合环，n为0，1或2；R.sup.3和R.sup.4是氢，烷基，环烷基，环烷基烷基，烯基，炔基或可选取代的芳基或芳基烷基；以及它们的金属配合物。这些化合物可用作杀真菌剂，杀虫剂，杀线虫剂或植物生长调节剂。

  公开号：

  US05221316A1

文献信息

• [EN] AMINOPYRAZINE COMPOUNDS AS HPK1 INHIBITOR AND THE USE THEREOF<br/>[FR] COMPOSÉS D'AMINOPYRAZINE UTILISÉS EN TANT QU'INHIBITEURS DE HPK1 ET LEUR UTILISATION
  申请人：BEIGENE LTD

  公开号：WO2021032148A1

  公开（公告）日：2021-02-25

  Disclosed herein is an aminopyrazine compound of Formula (I), or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, and pharmaceutical compositions comprising thereof. Also disclosed is a method of treating HPK1 related disorders or diseases by using the compound disclosed herein.

  本文揭示了一种式(I)的氨基吡嗪化合物，或其立体异构体，或其药学上可接受的盐，以及包含它们的药物组合物。还公开了利用本文所披露的化合物治疗HPK1相关疾病或疾病的方法。
• MODULATORS OF GLUCOCORTICOID RECEPTOR, AP-1, AND/OR NF-kB ACTIVITY AND USE THEREOF
  申请人：Weinstein David S.

  公开号：US20090075995A1

  公开（公告）日：2009-03-19

  Novel non-steroidal compounds are provided which are useful in treating diseases associated with modulation of the glucocorticoid receptor, AP-1, and/or NF-κB activity, including inflammatory and immune diseases, having the structure of formula (I): an enantiomer, diastereomer, or tautomer thereof, or a prodrug ester thereof, or a pharmaceutically-acceptable salt thereof, in which: Z is heterocyclo or heteroaryl; A is a 5- to 8-membered carbocyclic ring or a 5- to 8-membered heterocyclic ring; B is a cycloalkyl, cycloalkenyl, aryl, heterocyclo, or heteroaryl ring, wherein each ring is fused to the A ring on adjacent atoms and optionally substituted by one to four groups which are the same or different and are independently selected from R 5 , R 6 , R 7 , and R 8 ; J 1 , J 2 , and J 3 are at each occurrence the same or different and are independently -A 1 QA 2 -; Q is a bond, O, S, S(O), or S(O) 2 ; A 1 and A 2 are the same or different and are at each occurrence independently selected from a bond, C 1-3 alkylene, substituted C 1-3 alkylene, C 2-4 alkenylene, and substituted C 2-4 alkenylene, provided that A 1 and A 2 are chosen so that ring A is a 5- to 8-membered carbocyclic or heterocyclic ring; R 1 to R 11 are as defined herein. Also provided are pharmaceutical compositions and methods of treating inflammatory- or immune-associated diseases and obesity and diabetes employing said compounds.

  提供了一系列新颖的非甾体化合物，这些化合物在治疗与糖皮质激素受体、AP-1和/或NF-κB活性调节相关的疾病中很有用，包括炎性和免疫疾病，具有以下结构式（I）： 其对应的光学异构体、对映异构体或互变异构体，或其前药酯，或其药用可接受盐，其中： Z是杂环或杂芳基； A是一个5至8成员的碳环或一个5至8成员的杂环； B是一个环烷基、环烯基、芳基、杂环或杂芳基环，其中每个环都与A环上的相邻原子融合，并且可以选择性地被一个到四个独立选自R5、R6、R7和R8的相同或不同的组取代； J1、J2和J3每次出现时相同或不同，独立地选自-A1QA2-；Q是键、O、S、S(O)或S(O)2；A1和A2相同或不同，每次出现时独立地选自键、C1-3烷基、取代的C1-3烷基、C2-4烯基和取代的C2-4烯基，前提是A1和A2的选择使得环A是一个5至8成员的碳环或杂环； R1至R11如本文所述定义。 还提供了使用这些化合物的药物组合物和治疗炎性疾病、免疫相关疾病、肥胖和糖尿病的方法。
• 4-Lower alkyl-3-phenoxypyridine-1-oxide and a method for its production
  申请人：Warner-Lambert Company

  公开号：US04386094A1

  公开（公告）日：1983-05-31

  4-Lower alkyl-3-phenoxypyridine-1-oxides, pharmacological agents possessing anticonvulsant properties, pharmaceutical compositions and methods of using said compositions are disclosed. These compounds are produced by reacting 4-lower alkyl-3-phenoxypyridines with an oxidizing agent.

  本文介绍了一种具有抗惊厥特性的药理剂，即4-较低烷基-3-苯氧基吡啶-1-氧化物，以及制备这些化合物的制药组合物和使用这些组合物的方法。这些化合物是通过将4-较低烷基-3-苯氧基吡啶与氧化剂反应而产生的。
• Pyridine derivatives and their uses as fungicides and insecticides
  申请人：Imperial Chemical Industries PLC

  公开号：US04826531A1

  公开（公告）日：1989-05-02

  Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur; A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 or --S(O).sub.n R.sup.3 groups; any two of the groups A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.

  具有公式（I）的丙烯酸衍生物：##STR1##及其立体异构体，其中W是R.sup.1 O.sub.2 C-C.dbd.CH-ZR.sup.2，R.sup.1和R.sup.2是烷基或氟烷基，Z是氧或硫；A、B、D和E是氢、卤素、羟基或可选取代的烷基、烷氧基、芳基烷氧基、烯基、炔基、芳基、芳氧基、芳硫基、杂芳基氧基、杂芳基硫基、酰氧基、氨基、芳基偶氮基或酰胺基、硝基、氰基、--CO.sub.2 R.sup.3、--CONR.sup.3 R.sup.4、--COR.sup.3、--CR.sup.3.dbd.NR.sup.4、--N.dbd.CR.sup.3 R.sup.4或--S(O).sub.n R.sup.3基团；当A、B、D和E中的任意两个在环上相邻位置时，它们可以选择结合形成融合环，n为0、1或2；R.sup.3和R.sup.4是氢、烷基、环烷基、环烷基烷基、烯基、炔基或可选取代的芳基或芳基烷基；以及它们的金属配合物。这些化合物可用作杀菌剂、杀虫剂、线虫灭生剂或植物生长调节剂。
• 4-Lower hydrocarbyl-3-phenoxypyridine-1-oxides, process for their production, compositions containing them, and their use
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0046379A1

  公开（公告）日：1982-02-24

  4-Lower hydrocarbyl-3-phenoxypyridine-1-oxides, pharmacological agents possessing anticonvulsant properties, pharmaceutical compositions and methods of using said compositions are disclosed. These compounds are produced by reacting 4-lower hydrocarbyl-3-phenoxypyridines with an oxidizing agent.

  本发明公开了 4-低羰基-3-苯氧基吡啶-1-氧化物、具有抗惊厥特性的药剂、药物组合物以及使用上述组合物的方法。 这些化合物是通过 4-低羰基-3-苯氧基吡啶与氧化剂反应而生成的。