methyl 5-hydroxy-2-methoxypyridinecarboxylate | 142063-12-5

• 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: methyl 5-hydroxy-2-methoxypyridinecarboxylate
• 英文别名: methyl 5-hydroxy-2-methoxynicotinate；methyl 5-hydroxy-2-methoxypyridine-3-carboxylate
• CAS: 142063-12-5
• 化学式: C₈H₉NO₄
• 分子量: 183.164
• InChiKey: CJKGUIVWBPDZOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319

反应信息

• 作为反应物：
  描述：

  methyl 5-hydroxy-2-methoxypyridinecarboxylate 在 偶氮二甲酸二异丙酯 、 水 、 N,N-二异丙基乙胺 、 三苯基膦 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 5-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-2-methoxy-N-[4-(4-methylpiperazin-1-yl)phenyl]pyridine-3-carboxamide
  参考文献：
  名称：

  Novel 5-(benzyloxy)pyridin-2(1H)-one derivatives as potent c-Met inhibitors

  摘要：

  A series of novel 5-(benzyloxy)pyridin-2(1H)-ones were designed, synthesized and biologically evaluated for c-Met inhibition. Various amides and benzoimidazoles at C-3 position were investigated. A potent compound 12b with a c-Met IC50 of 12 nM was identified. This compound exhibited potent inhibition of EBC-1 cell associated with c-Met constitutive activation and showed high selectivity for c-Met than other tested 11 kinases. The binding model 12b with c-Met was disclosed by docking analysis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.037
• 作为产物：
  描述：

  5-溴-2-甲氧基烟酸 在 copper(l) iodide 、 1,10-菲罗啉 、 草酰氯 、 palladium on activated charcoal 、 氢气 、 caesium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 methyl 5-hydroxy-2-methoxypyridinecarboxylate
  参考文献：
  名称：

  Novel 5-(benzyloxy)pyridin-2(1H)-one derivatives as potent c-Met inhibitors

  摘要：

  A series of novel 5-(benzyloxy)pyridin-2(1H)-ones were designed, synthesized and biologically evaluated for c-Met inhibition. Various amides and benzoimidazoles at C-3 position were investigated. A potent compound 12b with a c-Met IC50 of 12 nM was identified. This compound exhibited potent inhibition of EBC-1 cell associated with c-Met constitutive activation and showed high selectivity for c-Met than other tested 11 kinases. The binding model 12b with c-Met was disclosed by docking analysis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.037

文献信息

• [EN] AGONISTS OF ROR GAMMAt<br/>[FR] AGONISTES DE ROR GAMMAT
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2021026179A1

  公开（公告）日：2021-02-11

  The present invention is directed to compounds of the formula (I) wherein all substituents are defined herein, as well as pharmaceutically acceptable compositions comprising compounds of the invention and methods of using said compositions in the treatment of various disorders.

  本发明涉及公式（I）中所有取代基的化合物，如本文所定义，以及包括该发明化合物的药学上可接受的组合物，以及使用该组合物治疗各种疾病的方法。
• Oxygen-Dependent Photoreactions of 3-Substituted<i>N</i>-Methylpyridinium in Methanol
  作者：Shin-ichi Ohkoshi、Keishi Ohhata、Koichi Okumura、Masatsugu Kajitani、Toru Sugiyama、Yoshio Sakaguchi、Junko Nakamura、Hisaharu Hayashi、Akira Sugimori

  DOI：10.1246/cl.1992.715

  日期：1992.5

  The photoreactions of 3-methoxycarbonyl-N-methylpyridinium perchlorate (1a) and 3-carbamoyl-N-methylpyridinium perchlorate (1b) under N2 give the products methylated at the 6- and 4-positions in methanol. Under O2, the photoreaction of 1a is drastically changed to give a product methoxylated at the 2-position and hydroxylated at the 5-position simultaneously. This compound is unstable and changes to 5-hydroxy-3-methoxycarbonyl-N-methyl-2-pyridone (5a). Only one atom of O2 is incorporated in 5a. The photoreaction of 1b is completely inhibited by O2.

  3-甲氧基羰基-N-甲基吡啶鎓高氯酸盐(1a)和3-氨基甲酰基-N-甲基吡啶鎓高氯酸盐(1b)在N2气氛下进行光反应，得到在甲醇中在6-位和4-位甲基化的产物。在O2下，1a的光反应发生巨大变化，得到2位甲氧基化和5位羟基化的同时产物。该化合物不稳定，会变成 5-羟基-3-甲氧基羰基-N-甲基-2-吡啶酮 (5a)。 5a 中仅掺入了一个 O2 原子。 1b的光反应被O2完全抑制。
• [EN] AMIDO-SUBSTITUTED PYRIDYL COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF HERPESVIRUSES<br/>[FR] COMPOSÉS PYRIMIDINE AMIDO-SUBSTITUÉS ET PROCÉDÉS D'UTILISATION ASSOCIÉE POUR TRAITER LES VIRUS HERPÉTIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2022132679A1

  公开（公告）日：2022-06-23

  The present invention relates to novel Amido-Substituted Heterocycle Compounds of Formula (I): and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, and R5are as defined herein. The present invention also relates to compositions comprising at least one Amido-Substituted Heterocycle Compound, and methods of using the Amido-Substituted Heterocycle Compounds for treating or preventing a herpesvirus infection in a patient.

  本发明涉及一种新型的式（I）的酰胺取代杂环化合物及其药学上可接受的盐，其中R1、R2、R3、R4和R5如本文所定义。本发明还涉及包含至少一种酰胺取代杂环化合物的组合物，以及使用酰胺取代杂环化合物治疗或预防患者的疱疹病毒感染的方法。