6-氯-4-甲氧基吡啶-2-羧酸乙酯 | 1122090-80-5

• 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
• 中文名称: 6-氯-4-甲氧基吡啶-2-羧酸乙酯
• 英文名称: ethyl 6-chloro-4-methoxypicolinate
• 英文别名: 6-chloro-4-methoxypyridine-2-carboxylic acid ethyl ester；Ethyl 6-chloro-4-methoxypicolinate；ethyl 6-chloro-4-methoxypyridine-2-carboxylate
• CAS: 1122090-80-5
• 化学式: C₉H₁₀ClNO₃
• 分子量: 215.636
• InChiKey: JUZDAUBLMXZPLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-氯-4-甲氧基吡啶-2-羧酸乙酯 在 甲醇 、 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 4-methoxy-6-chloro-2-pyridinemethanol
  参考文献：
  名称：

  [EN] FLUORINATED VINYL BIPHENYL DERIVATIVES AND APPLICATION THEREOF
  [FR] DÉRIVÉS DE VINYLBIPHÉNYLE FLUORÉS ET APPLICATION DE CEUX-CI
  [ZH] 氟代乙烯基联苯衍生物及其应用

  摘要：

  一类氟代乙烯基联苯衍生物及其药学上可接受的盐，具体公开了式(II)所示化合物及其药学上可接受的盐在制备治疗相关疾病药物中的应用。

  公开号：

  WO2022199578A1
• 作为产物：
  描述：

  6-氯-4-甲氧基吡啶-2-甲酸 、 乙醇 在 三甲基氯硅烷 作用下， 反应 16.0h， 生成 6-氯-4-甲氧基吡啶-2-羧酸乙酯
  参考文献：
  名称：

  [EN] PYRIDIN-2-YL DERIVATIVES AS IMMUNOMODULATING AGENTS
  [FR] DÉRIVÉS DE PYRIDIN-2-YLE UTILISÉS COMME AGENTS IMMUNOMODULATEURS

  摘要：

  这项发明涉及公式（I）的吡啶衍生物，其中A、R1、R2、R3、R4、R5、R6和R7如描述中所述，它们的制备以及它们作为药用活性化合物的用途。这些化合物特别作为免疫调节剂。

  公开号：

  WO2009109872A1

文献信息

• PYRIDINE DERIVATIVES AS S1P1/EDG1 RECEPTOR MODULATORS
  申请人：Bolli Martin

  公开号：US20110212998A1

  公开（公告）日：2011-09-01

  The invention relates to novel pyridine derivatives of formula (D, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunomodulating agents. Formula (I) wherein A represents and the other substituents are as defined in the claims.

  本发明涉及式（D）的新吡啶衍生物、它们的制备方法以及它们作为药物活性化合物的用途。所述化合物特别是作为免疫调节剂发挥作用。式（I）中，A代表，其他取代基如权利要求中所定义。
• [EN] PYRIDINE DERIVATIVES AS S1P1/EDG1 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS DE PYRIDINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2009024905A1

  公开（公告）日：2009-02-26

  The invention relates to novel pyridine derivatives of formula (I), their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunomodulating agents. Formula (I) wherein A represents and the other substituants are as defined in the claims.

  该发明涉及公式（I）的新型吡啶衍生物，其制备以及作为药用活性化合物的用途。所述化合物特别作为免疫调节剂。公式（I）中A代表，其他取代基如索引中定义。
• Novel S1P1 receptor agonists – Part 5: From amino-to alkoxy-pyridines
  作者：Martin H. Bolli、Cyrille Lescop、Magdalena Birker、Ruben de Kanter、Patrick Hess、Christopher Kohl、Oliver Nayler、Markus Rey、Patrick Sieber、Jörg Velker、Thomas Weller、Beat Steiner

  DOI：10.1016/j.ejmech.2016.03.020

  日期：2016.6

  In a previous communication we reported on the discovery of aminopyridine 1 as a potent, selective and orally active S1P(1) receptor agonist. More detailed studies revealed that this compound is phototoxic in vitro. As a result of efforts aiming at eliminating this undesired property, a series of alkoxy substituted pyridine derivatives was discovered. The photo irritancy factor (PIF) of these alkoxy pyridines was significantly lower than the one of aminopyridine 1 and most compounds were not phototoxic. Focused SAR studies showed, that 2-, 3-, and 4-pyridine derivatives delivered highly potent S1P(1) receptor agonists. While the 2-pyridines were clearly more selective against S1PR(3), the corresponding 3- or 4 pyridine analogues showed significantly longer oral half-lives and as a consequence longer pharmacological duration of action after oral administration. One of the best compounds, cyclopentoxy-pyridine 45b lacked phototoxicity, showed EC50 values of 0.7 and 140 nM on S1PR(1) and S1PR(3), respectively, and maximally reduced the blood lymphocyte count for at least 24 h after oral administration of 10 mg/kg to Wistar rats. (C) 2016 Elsevier Masson SAS. All rights reserved.