2,6-Dimethyl-4-phenyl-pyridin-carbonsaeure-(3) | 401835-18-5

• 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
• 英文名称: 2,6-Dimethyl-4-phenyl-pyridin-carbonsaeure-(3)
• 英文别名: 2,6-dimethyl-4-phenylnicotinic acid；2,6-Dimethyl-4-phenyl-nicotinsaeure；2,6-dimethyl-4-phenylpyridine-3-carboxylic acid
• CAS: 401835-18-5
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: VVDKBOHPWUPDMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-4-phenyl-pyridin-carbonsaeure-(3) 在 氯化亚砜 作用下， 生成 2,6-二甲基-4-苯基吡啶-3-甲酰胺
  参考文献：
  名称：

  53.杂环化合物的新合成。第五部分1：3-二甲基-2-氮杂芴酮的施密特重排

  摘要：

  DOI：

  10.1039/jr9460000200
• 作为产物：
  描述：

  5-cyano-2,6-dimethyl-4-phenyl-nicotinic acid 在 盐酸 作用下， 生成 2,6-Dimethyl-4-phenyl-pyridin-carbonsaeure-(3)
  参考文献：
  名称：

  Chatterjea, Journal of the Indian Chemical Society, 1952, vol. 29, p. 323,326

  摘要：

  DOI：

文献信息

• Ruthenium-Catalyzed C–H Arylation of Diverse Aryl Carboxylic Acids with Aryl and Heteroaryl Halides
  作者：Liangbin Huang、Daniel J. Weix

  DOI：10.1021/acs.orglett.6b02862

  日期：2016.10.21

  ligated to tricyclohexylphosphine or di-tert-butylbipyridine catalyzes the arylation of carboxylic acids with diverse aryl halides (iodide, bromide, and triflate; aryl and heteroaryl). In addition, arylations with 2-iodophenol formed benzochromenones, carboxylate was shown to be a stronger donor than an amide, and the arylation of a pyridine carboxylate was demonstrated. Stoichiometric studies demonstrated

  与三环己基膦或二叔丁基联吡啶连接的钌催化羧酸与各种芳基卤化物（碘化物，溴化物和三氟甲磺酸盐；芳基和杂芳基）的芳基化反应。此外，与2-碘苯酚的芳基化反应形成苯并铬酮，表明羧酸盐是比酰胺更强的供体，并且证明了吡啶羧酸盐的芳基化。化学计量学研究表明，添加的配体是与亲电子试剂反应所必需的，而不是C–H键。
• Borsche; Hahn, Justus Liebigs Annalen der Chemie, 1939, vol. 537, p. 219,242
  作者：Borsche、Hahn

  DOI：——

  日期：——
• Non-peptide NK1 receptor ligands based on the 4-phenylpyridine moiety
  作者：Germano Giuliani、Andrea Cappelli、Mario Matarrese、Valeria Masiello、Elia Anna Turolla、Cristina Monterisi、Ferruccio Fazio、Maurizio Anzini、Gal.la Pericot Mohr、Daniela Riitano、Federica Finetti、Lucia Morbidelli、Marina Ziche、Gianluca Giorgi、Salvatore Vomero

  DOI：10.1016/j.bmc.2011.02.031

  日期：2011.4

  The quinoline nucleus of the previously described 4-phenylquinoline-3-carboxamides NK1 receptor ligands 7 has been transformed into either substituted or azole-(i.e., triazole or tetrazole) fused pyridine moieties of compounds 9 and 10, respectively, in order to obtain NK1 receptor ligands showing lower molecular weight or higher hydrophilicity. The program of molecular manipulations produced NK1 receptor ligands showing affinity in the nanomolar range. In particular, 4-methyl-1-piperazinyl derivative 9j showed an IC50 value of 4.8 nM and was proved to behave as a NK1 antagonist blocking Sar(9)-SP-sulfone induced proliferation and migration of microvascular endothelial cells. Therefore, compound 9j has been labeled with [C-11]CH3I (t(1/2) = 20.4 min, beta(+) = 99.8%) starting from the corresponding des-methyl precursor 9i using with a radiochemical yield of about 10% (not decay corrected) and a specific radioactivity > 1 Ci/mu mol in order to be used as a radiotracer in next PET studies. (C) 2011 Elsevier Ltd. All rights reserved.
• Guareschi; Grande, Chemisches Zentralblatt, 1899, vol. 70, # II, p. 440
  作者：Guareschi、Grande

  DOI：——

  日期：——
• Hantzsch, Chemische Berichte, 1884, vol. 17, p. 2904
  作者：Hantzsch

  DOI：——

  日期：——