2-(3-甲氧基苯基)-4-甲基吡啶 | 80636-00-6

• 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
• 中文名称: 2-(3-甲氧基苯基)-4-甲基吡啶
• 英文名称: 2-(3-methoxyphenyl)-4-methylpyridine
• 英文别名: 4-methyl-2-(3-methoxyphenyl)pyridine
• CAS: 80636-00-6
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: HMOGFAIIBBYZBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-甲氧基苯基)-4-甲基吡啶 在 水 、 氢溴酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2-(3-((di-tert-butylphosphino)oxy)phenyl)-4-methylpyridine
  参考文献：
  名称：

  PCN和POCOP钳配体支持的氯化镍和硫醇盐配合物的结构以及氯化物配合物的催化反应性

  摘要：

  由苯-吡啶基非对称 PCN 钳配体支持的氯化镍和硫醇盐配合物，[2-( t Bu 2 PO)-6-(2-吡啶基-4-R)-C 6 H 3 ]NiX (R = H,合成并充分表征了CH 3、CF 3 ；X = Cl、SH、SPh)。研究了这些配合物的结构和氯化物配合物的催化反应性以及相关的 POCOP 对应物 [2,6-( t Bu 2 PO) 2 C 6 H 3 ]NiX (X = Cl, SH)。研究发现，钳主链的组成和取代对结构和催化反应活性有明显影响。PCN 配合物中的Ni-P 和 Ni-C ipso键长明显短于 POCOP 配合物中的键长。PCN配合物中的Ni-Cl和Ni-S键长比POCOP配合物中的键长长。PCN 配合物中富含电子的吡啶基环使 Ni-Cl 键更长。与 PCN 配合物中的 Ni-P 键长相比，Ni-N 键长对辅助配体更敏感。发现 PCN 氯化物配合物是在 80 °C

  DOI：

  10.1039/d3dt03109h
• 作为产物：
  描述：

  间氨基苯甲醚 在 盐酸 、 sodium carbonate 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 2-(3-甲氧基苯基)-4-甲基吡啶
  参考文献：
  名称：

  Chatterjea, J. N.; Shaw, S. C.; Prasad, Y., Journal of the Indian Chemical Society, 1984, vol. 61, # 11;12, p. 1028 - 1031

  摘要：

  DOI：

文献信息

• Tetrabutylammonium 2-Pyridyltriolborate Salts for Suzuki–Miyaura Cross-Coupling Reactions with Aryl Chlorides
  作者：Shohei Sakashita、Miho Takizawa、Juugaku Sugai、Hajime Ito、Yasunori Yamamoto

  DOI：10.1021/ol402268g

  日期：2013.9.6

  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of tetrabutylammonium 2-pyridyltriolborate salts with various aryl (heteroaryl) chlorides can produce the corresponding desired coupling products with good to excellent yields. These tetrabutylammonium salts are more reactive than the corresponding lithium salts. The coupling reactions with aryl chlorides progressed in the presence of PdCl(2)dcpp (3 mol %) and Cul/MeNHCH2CH2OH (20 mol %) in anhydrous DMF without bases.
• Discovery of 4-{4-[3-(Pyridin-2-yl)-1<i>H</i>-pyrazol-4-yl]pyridin-2-yl}-<i>N</i>-(tetrahydro-2<i>H</i>- pyran-4-yl)benzamide (GW788388):  A Potent, Selective, and Orally Active Transforming Growth Factor-β Type I Receptor Inhibitor
  作者：Françoise Gellibert、Anne-Charlotte de Gouville、James Woolven、Neil Mathews、Van-Loc Nguyen、Cécile Bertho-Ruault、Angela Patikis、Eugene T. Grygielko、Nicholas J. Laping、Stéphane Huet

  DOI：10.1021/jm0509905

  日期：2006.4.1

  Inhibitors of transforming, growth factor beta (TGF-beta) type I receptor (ALK5) offer a novel approach for the treatment of fibrotic diseases Such as renal, hepatic, and pulmonary fibrosis. The optimization of a novel phenylpyridine pyrazole series (1a) led to the identification of potent, selective, and orally active ALK5 inhibitors. The cellular potency and pharmacokinetics profiles of these derivatives were improved and several compounds presented antifibrotic activity when orally administered to rats in an acute liver model of dimethylnitrosamine- (DMN-) induced expression of collagen IA1 mRNA, a major gene contributing to excessive extra cellular matrix deposit. One of the most potent ALK5 inhibitors identified in this chemical series, Compound 13d (GW788388), reduced the expression of collagen IA1 by 80% at a dose of I mg/kg, twice a day (b.i.d.). This compound significantly reduced the expression of collagen IAI mRNA when administered orally at 10 mg/kg once a day (u.i.d.) in a model of puromycin aminonucleoside-induced renal fibrosis.
• Antiallergic agents. 2. N-(1H-Tetrazol-5-yl)-6-phenyl-2-pyridinecarboxamides
  作者：Yasushi Honma、Kuniyuki Oda、Tomiki Hashiyama、Kyoji Hanamoto、Hideo Nakai、Hirozumi Inoue、Akihiko Ishida、Mikio Takeda、Yasutoshi Ono、Kei Tsuzurahara

  DOI：10.1021/jm00364a026

  日期：1983.10

  A new series of N-(1H-tetrazol-5-yl)-6-phenyl-2-pyridinecarboxamides was prepared to determine the effects of substituents on the benzene and pyridine rings on antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) assay after oral administration. One member of this series, N-(1H-tetrazol-5-yl)-4-methyl-6-[4-(methylamino)-phenyl]-2- pyridinecarboxamide (231), has an ED50 value of 0.8 mg/kg po and is 85 times more potent than disodium cromoglycate (DSCG) on intravenous administration. Further evaluation of 231 as a clinically useful antiallergic agent is in progress.
• CHATTERJEA, J. N.;SHAW, S. C.;PRASAD, Y.;SINGH, R. P., J. INDIAN CHEM. SOC., 1985, 61, N 11, 1028-1031
  作者：CHATTERJEA, J. N.、SHAW, S. C.、PRASAD, Y.、SINGH, R. P.

  DOI：——

  日期：——