methyl 2-ethylpyridine-3-carboxylate

• 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 2-ethylpyridine-3-carboxylate
• 英文别名: Methyl 2-ethylnicotinate
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: GFRCLYQKVHAEDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-ethylpyridine-3-carboxylate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以64%的产率得到2-乙基烟酸
  参考文献：
  名称：

  [EN] HETEROARYL INHIBITORS OF PAD4
  [FR] INHIBITEURS HÉTÉROARYLES DE PAD4

  摘要：

  本发明提供了作为PAD4抑制剂有用的化合物，其组成物，以及治疗PAD4相关疾病的方法。

  公开号：

  WO2017147102A1
• 作为产物：
  描述：

  Methyl 2-ethyl-5-(phenylseleno)-1,4,5,6-tetrahydro-3-pyridinecarboxylate 在 双氧水 作用下， 以 甲醇 为溶剂， 以55%的产率得到methyl 2-ethylpyridine-3-carboxylate
  参考文献：
  名称：

  Synthesis of nitrogen-containing heterocycles from the azido-selenenylation products of unsaturated carbonyl compounds

  摘要：

  Terminal alkenes containing a remote carbonyl group reacted with iodobenzene diacetate, diphenyl diselenide, and sodium azide to afford the products of azido-phenylselenenylation of the double bond. Owing to its radical nature, this reaction proceeded with complete anti-Markovnikov regioselectivity. Under the influence of triphenylphosphine in benzene the azido group reacted with the carbonyl function to afford the corresponding ring-closure reaction products containing a carbon nitrogen double bond. Thus, starting from beta,gamma- or gamma,delta-unsaturated esters, the corresponding cyclic imino ethers were obtained. These could not be isolated but were directly transformed into beta-(phenylseleno) gamma-lactams or gamma-(phenylseleno) delta-lactams. The phenylseleno derivatives of tetrahydropyridine were formed starting both from gamma,delta-unsaturated ketones and from alpha-allyl beta-keto esters. In the latter case, the cyclization reaction is chemoselective and involves the ketonic carbonyl. The oxidation of these compounds with hydrogen peroxide directly produced the corresponding pyridines via selenoxide elimination followed by dehydrogenation. This simple reaction sequence represents a very useful general method to build up a 2-substituted pyridine ring. Several alkyl-, aryl-, and heteroarylpyridines, bipyridines, and a terpyridine have been prepared.

  DOI：

  10.1021/jo00074a042

文献信息

• [EN] AROMATIC ALDEHYDES WITH SUSTAINED AND ENHANCED IN VITRO AND IN VIVO PHARMACOLOGIC ACTIVITY TO TREAT SICKLE CELL DISEASE<br/>[FR] ALDÉHYDES AROMATIQUES AYANT UNE ACTIVITÉ PHARMACOLOGIQUE SOUTENUE ET AMÉLIORÉE IN VITRO ET IN VIVO POUR TRAITER LA DRÉPANOCYTOSE
  申请人：UNIV VIRGINIA COMMONWEALTH

  公开号：WO2019182938A1

  公开（公告）日：2019-09-26

  Compounds and methods for preventing and/or treating one or more symptoms of sickle cell diseases (SCD) by administering at least one of the compounds are provided. The compounds are based on vanillin which is chemically modified to increase bioavailability and activity, e.g. so that the compounds bind to the F helix of hemoglobin (Hb) and prevent adhesion of red blood cells (RBCs).

  提供了一种通过给予至少一种化合物来预防和/或治疗镰状细胞病（SCD）的一个或多个症状的化合物和方法。这些化合物基于香草醛，经过化学改性以增加生物利用度和活性，例如使这些化合物与血红蛋白（Hb）的F螺旋结合，从而防止红细胞（RBCs）的粘附。
• [EN] MODULATORS OF BCL6 PROTEOLYSIS AND ASSOCIATED METHODS OF USE<br/>[FR] MODULATEURS DE PROTÉOLYSE BCL6 ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：ARVINAS OPERATIONS INC

  公开号：WO2022221673A1

  公开（公告）日：2022-10-20

  Bifunctional compounds, which find utility as modulators of B-cell lymphoma 6 protein (BCL6; target protein), are described herein. In particular, the bifunctional compounds of the present disclosure contain on one end a cereblon ligand that binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The bifunctional compounds of the present disclosure exhibit a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

  本文描述了双功能化合物，其作为B细胞淋巴瘤6蛋白（BCL6；目标蛋白）调节剂而发挥作用。具体而言，本公开的双功能化合物在一端含有结合到各自E3泛素连接酶的小脑球蛋白配体，而在另一端含有结合到目标蛋白的基团，从而将目标蛋白置于泛素连接酶的近旁，以实现目标蛋白的降解（和抑制）。本公开的双功能化合物表现出与目标蛋白的降解/抑制相关的广泛的药理活性。使用本公开的化合物和组合物治疗或预防由目标蛋白的聚集或积累引起的疾病或障碍。
• Heteroaryl inhibitors of PAD4
  申请人：Padlock Therapeutics, Inc.

  公开号：US11198681B2

  公开（公告）日：2021-12-14

  The present invention provides compounds useful as inhibitors of PAD4, compositions thereof, and methods of treating PAD4-related disorders.

  本发明提供了可用作 PAD4 抑制剂的化合物、其组合物以及治疗 PAD4 相关疾病的方法。
• 10.1039/d4gc03057e
  作者：Huang, Tao、Liu, Can、Yuan, Pan-Feng、Wang, Tao、Yang, Biao、Ma, Yao、Liu, Qiang

  DOI：10.1039/d4gc03057e

  日期：——

  The γ C–H amination of carboxylic acid presents a promising and sustainable strategy for synthesizing high-value pharmaceutical chemicals. Radical reaction pathways initiated by aroyloxy radical-involved hydrogen atom transfer (HAT) provide diverse but challenging opportunities for remote C–H functionalization. In this report, the first example of intramolecular γ C–H amination of carboxylic acids

  羧酸的γC-H胺化为合成高价值医药化学品提供了一种有前途且可持续的策略。由芳酰氧基参与的氢原子转移（HAT）引发的自由基反应途径为远程C-H官能化提供了多样化但具有挑战性的机会。在本报告中，实现了使用市售肟助剂对羧酸进行分子内 γ C-H 胺化的第一个例子。这种创新方法采用自由基中继分子伴侣，通过1,5-HAT/自由基交叉偶联促进选择性 C-H 官能化，并实现氨在羧酸的 γ 碳上的净结合。此外，该方案还可以回收副产物二苯甲酮，并且产物分离和副产物回收均无需硅胶。该反应具有高化学和区域选择性，在温和的反应条件下进行，具有广泛的底物范围，表现出良好的官能团兼容性，并且易于扩展。
• EP0805681A4
  申请人：——

  公开号：EP0805681A4

  公开（公告）日：1998-05-06