4-氯-6-甲氧基吡啶甲酸甲酯 | 204378-37-0

• 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: 4-氯-6-甲氧基吡啶甲酸甲酯
• 英文名称: 4-chloro-6-methoxy-pyridine-2-carboxylic acid methyl ester
• 英文别名: methyl 4-chloro-6-methoxypicolinate；4-chloro-6-methoxypicolinic acid methyl ester；methyl 4-chloro-6-methoxypyridine-2-carboxylate
• CAS: 204378-37-0
• 化学式: C₈H₈ClNO₃
• 分子量: 201.609
• InChiKey: CNYVZFKMCNDPOD-UHFFFAOYSA-N

物化性质

• 沸点：
  290.8±35.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 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：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P264,P270,P301+P312,P330
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  4-氯-6-甲氧基吡啶甲酸甲酯 以75.2%的产率得到4-氯-6-甲氧基甲酸吡啶
  参考文献：
  名称：

  N-(phenylsulfonyl)picolinamide derivatives, process for producing the same, and herbicide

  摘要：

  一种除草剂，其活性成分为一种由通式（I）表示的N-(苯基磺酰基)吡啶甲酰胺衍生物，其中X代表卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基、C1-4卤代烷氧基、(C1-4烷氧基)羰基、[二(C1-4烷基)氨基]磺酰基、[N-(C1-4烷基)-N-(C1-4烷氧基)氨基]磺酰基、(C1-4烷基氨基)磺酰基、C1-4烷基硫醚、C1-4烷基亚砜基、C1-4烷基磺酰基或硝基；n为0至5的整数；Y代表卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基、C1-4卤代烷氧基、C1-4烷基硫醚、C1-4卤代烷基硫醚、氨基、C1-4烷基氨基、二(C1-4烷基)氨基、(C1-4烷氧基)C1-4烷基、(C1-4烷基硫醚)C1-4烷基或硝基；m为0至4的整数。该活性成分通过将取代吡啶甲酸与取代苯磺酰胺在脱水条件下缩合合成，或者在碱性化合物存在下，将取代吡啶甲酸的苯酯与取代苯磺酰胺反应而制备。

  公开号：

  US06610853B1
• 作为产物：
  描述：

  2-氯-6-甲氧基吡啶-4-胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 亚硝酸特丁酯 、 三乙胺 、 copper dichloride 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 4-氯-6-甲氧基吡啶甲酸甲酯
  参考文献：
  名称：

  [EN] PIPERAZINE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLU5 RECEPTORS
  [FR] DÉRIVÉS DE PIPÉRAZINE ET LEUR UTILISATION À TITRE DE MODULATEURS ALLOSTÉRIQUES POSITIFS DES RÉCEPTEURS MGLUR5

  摘要：

  这项发明涉及公式(I)化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。R1、R2、R3、R4、Q在描述中有给定的含义。

  公开号：

  WO2013087805A1

文献信息

• NOVEL COMPOUNDS
  申请人：HEIMANN Annekatrin

  公开号：US20130158042A1

  公开（公告）日：2013-06-20

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. R 1 , R 2 , R 3 , R 4 , Q have meanings given in the description.

  这项发明涉及公式I的化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。R1，R2，R3，R4，Q在描述中给出了含义。
• N-(phenylsulfonyl)picolinamide derivatives, process for producing the same, and herbicide
  申请人：Kureha Kagaku Kogyo K.K.

  公开号：US06610853B1

  公开（公告）日：2003-08-26

  A herbicide containing as the active ingredient an N-(henylsulfonyl)picolinamide derivative represented by general formula (I) wherein X reprcsents a halogeno, a C1-4 alkyl, a C1-4 haloalkyl, a C1-4 alkoxy, a C1-4 haloalkoxy, a (C1-4 alkoxy)carbonyl, a [di(C1-4 alkyl)amino]sulfonyl, an [N—(C1-4 alkyl)-N—(C1-4 alkoxy)amino]sulfonyl, a (C1-4 alkylamino)sulfonyl, a C1-4 alkylthio, a C1-4 alkylsulfinyl, a C1-4 alkylsulfonyl, or nitro; n is an integer of 0 to 5; Y represets a halogeno, a C1-4 alkyl, a C1-4 haloalkyl, a C1-4 alkoxy, C1-4 haloalkoxy, a C1-4 alkylthio, a C1-4 haloalkylthio, amino, a C1-4 alkylamino, a di(C1-4 alkyl)amino, a (C1-4 alkoxy) C1-4 alkyl, a (C1-4 alkylthio) C1-4 alkyl, or nitro; and m is an integer of 0 to 4. This active ingredient is synthesized by condensing a substituted picolinic acid with a substituted benzenesulfonamide under dehydration, or by reacting the phenyl ester of a substituted picolinic acid with a substituted benzenesulfonamide in the presence of a basic compound.

  一种除草剂，其活性成分为一种由通式（I）表示的N-(苯基磺酰基)吡啶甲酰胺衍生物，其中X代表卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基、C1-4卤代烷氧基、(C1-4烷氧基)羰基、[二(C1-4烷基)氨基]磺酰基、[N-(C1-4烷基)-N-(C1-4烷氧基)氨基]磺酰基、(C1-4烷基氨基)磺酰基、C1-4烷基硫醚、C1-4烷基亚砜基、C1-4烷基磺酰基或硝基；n为0至5的整数；Y代表卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基、C1-4卤代烷氧基、C1-4烷基硫醚、C1-4卤代烷基硫醚、氨基、C1-4烷基氨基、二(C1-4烷基)氨基、(C1-4烷氧基)C1-4烷基、(C1-4烷基硫醚)C1-4烷基或硝基；m为0至4的整数。该活性成分通过将取代吡啶甲酸与取代苯磺酰胺在脱水条件下缩合合成，或者在碱性化合物存在下，将取代吡啶甲酸的苯酯与取代苯磺酰胺反应而制备。
• Piperazine derivatives and their use as positive allosteric modulators of mGluR5 receptors
  申请人：Heimann Annekatrin

  公开号：US08883789B2

  公开（公告）日：2014-11-11

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. R1, R2, R3, R4, Q have meanings given in the description.

  本发明涉及公式I的化合物，它们用作mGlu5受体活性的正向变构调节剂，含有它们的制药组合物，以及将它们用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知衰退，如痴呆或认知损害的药物的方法。 R1，R2，R3，R4，Q在描述中给出其含义。
• N-(PHENYLSULFONYL) PICOLINAMIDE DERIVATIVES, PROCESS FOR PRODUCING THE SAME, AND HERBICIDE
  申请人：KUREHA KAGAKU KOGYO KABUSHIKI KAISHA

  公开号：EP1069112A1

  公开（公告）日：2001-01-17

  A herbicide comprising as the active ingredient an N-(phenylsulfonyl)picolinamide derivative represented by the following general formula. This ingredient is synthesized by condensing a substituted picolinic acid with a substituted benzenesulfonamide or reacting a substituted picolinic phenyl ester with a substituted benzenesulfonamide in the presence of a basic compound: wherein X represents halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, (C1-C4 alkoxy)carbonyl group, (di-C1-C4 alkylamino)sulfonyl group, [N-(C1-C4 alkyl)-N-(C1-C4 alkoxy)amino]sulfonyl group, (C1-C4 alkylamino)sulfonyl group, C1-C4 alkylthio group, C1-C4 alkylsulfinyl group, C1-C4 alkylsulfonyl group or nitro group, n is an integer of 0 - 5, Y represents halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C4 alkoxy group, C1-C4 haloalkoxy group, C1-C4 alkylthio group, C1-C4 haloalkylthio group, amino group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, (C1-C4 alkoxy) C1-C4 alkyl group, (C1-C4 alkylthio) C1-C4 alkyl group or nitro group, m is an integer of 0 - 4.

  一种除草剂，其活性成分为由下式通式表示的 N-(苯磺酰基)吡啶酰胺衍生物。这种成分是通过将取代的吡啶甲酸与取代的苯磺酰胺缩合或将取代的吡啶苯基酯与取代的苯磺酰胺在碱性化合物存在下反应而合成的： 其中 X 代表卤素原子、C1-C4 烷基、C1-C4 卤代烷基、C1-C4 烷氧基、C1-C4 卤代烷氧基、(C1-C4 烷氧基)羰基、(二-C1-C4 烷基氨基)磺酰基、[N-(C1-C4 烷基)-N-(C1-C4 烷氧基)氨基]磺酰基、(C1-C4 烷基氨基)磺酰基、C1-C4 烷硫基、C1-C4 烷基亚磺酰基、C1-C4 烷基磺酰基或硝基，n 为 0-5 的整数、 Y 代表卤素原子、C1-C4 烷基、C1-C4 卤代烷基、C1-C4 烷氧基、C1-C4 卤代烷氧基、C1-C4 烷硫基、C1-C4 卤代烷硫基、氨基、C1-C4 烷基氨基、二 C1-C4 烷基氨基、(C1-C4 烷氧基) C1-C4 烷基、(C1-C4 烷硫基) C1-C4 烷基或硝基、 m 是 0 - 4 的整数。
• 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.