6-amino-4-methoxynicotinonitrile | 1438416-88-6

• 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: 6-amino-4-methoxynicotinonitrile
• 英文别名: 6-Amino-4-methoxynicotinonitrile；6-amino-4-methoxypyridine-3-carbonitrile
• CAS: 1438416-88-6
• 化学式: C₇H₇N₃O
• 分子量: 149.152
• InChiKey: WUHNMTQTBNDQBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-amino-4-methoxynicotinonitrile 在 盐酸 、 四丁基氟化铵 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 生成 N-(5-cyano-4-methoxypyridin-2-yl)-7-(2,2,2-trifluoroacetyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide
  参考文献：
  名称：

  芳香族三氟甲基酮作为共价可逆激酶抑制剂设计新弹头的表征

  摘要：

  芳香族三氟甲基酮部分被表征为用于共价可逆激酶抑制剂设计的新弹头，以靶向非催化半胱氨酸残基。利用这种新型弹头成功地设计和合成了有效和选择性的 FGFR4 激酶共价可逆抑制剂。利用MALDI-TOF质谱、透析测定和X射线晶体学研究等多种技术，充分表征了代表性抑制剂的结合模式。该官能团还成功应用于发现新的JAK3抑制剂，表明其潜在应用设计其他激酶抑制剂。

  DOI：

  10.1016/j.bmc.2021.116457
• 作为产物：
  描述：

  6-氯-4-甲氧基吡啶-3-甲腈 在 盐酸 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 生成 6-amino-4-methoxynicotinonitrile
  参考文献：
  名称：

  Efficient synthesis of 2-arylamino substituted pyridinyl nitriles by Buchwald–Hartwig amination

  摘要：

  Both nitrile and arylamino groups containing pyridine derivatives are synthesized from commercially available nitrile substituted pyridyl chlorides via a palladium-BINAP catalyst (the second generation catalyst for the amination) in moderate to good yields. The mild conditions permit the presence of base sensitive functional groups. Noteably, the halogen atoms linked to the aromatic ring were maintained in the structures of the products under the amination reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.085

文献信息

• Ring-fused bicyclic pyridyl derivatives as FGFR4 inhibitors
  申请人：Buschmann Nicole

  公开号：US20150119385A1

  公开（公告）日：2015-04-30

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing said compound, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition comprising said compound.

  本发明提供了化合物(I)或其药学上可接受的盐；制造该化合物的方法及其治疗用途。本发明还提供了药理活性剂的组合物和包括该化合物的药物组合。
• [EN] RING-FUSED BICYCLIC PYRIDYL DERIVATIVES AS FGFR4 INHIBITORS<br/>[FR] DÉRIVÉS PYRIDYLE BICYCLIQUES À ANNEAUX FUSIONNÉS UTILISÉS EN TANT QU'INHIBITEURS DE FGFR4
  申请人：NOVARTIS AG

  公开号：WO2015059668A1

  公开（公告）日：2015-04-30

  The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing said compound, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition comprising said compound.

  本发明提供了化合物(I)或其药学上可接受的盐；制备该化合物的方法及其治疗用途。本发明还提供了药理活性剂的组合物和包含该化合物的药物组合物。
• Substituted bicycle heterocyclic derivatives useful as ROMK channel inhibitors
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US10723723B2

  公开（公告）日：2020-07-28

  Disclosed are compounds of Formula (I) or a salt thereof, wherein R1 is (II) or (III); each W is independently NR1b or O; Z is a bond or CHR1d; and R1, R2, Rd, R3, L1, L2, R1a, R1b, R1c, and n are define herein. Also disclosed are methods of using such compounds as inhibitors of ROMK, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating cardiovascular diseases.

  公开了式(I)化合物或其盐，其中R1是(II)或(III)；每个W独立地是NR1b或O；Z是键或CHR1d；R1、R2、Rd、R3、L1、L2、R1a、R1b、R1c和n在此定义。还公开了使用此类化合物作为 ROMK 抑制剂的方法，以及包含此类化合物的药物组合物。这些化合物可用于治疗心血管疾病。
• 2-Formylpyridyl Ureas as Highly Selective Reversible-Covalent Inhibitors of Fibroblast Growth Factor Receptor 4
  作者：Thomas Knoepfel、Pascal Furet、Robert Mah、Nicole Buschmann、Catherine Leblanc、Sebastien Ripoche、Diana Graus-Porta、Markus Wartmann、Inga Galuba、Robin A. Fairhurst

  DOI：10.1021/acsmedchemlett.7b00485

  日期：2018.3.8

  As part of a project to identify FGFR4 selective inhibitors, scaffold morphing of a 2-formylquinoline amide hit identified series of 2-formylpyridine ureas (2-FPUs) with improved potency and physicochemical properties. In particular, tetrahydronaphthyridine urea analogues with cellular activities below 30 nM have been identified. Consistent with the hypothesized reversible-covalent mechanism of inhibition, the 2-FPUs exhibited slow binding kinetics, and the aldehyde, as the putative electrophile, could be demonstrated to be a key structural element for activity.
• RING-FUSED BICYCLIC PYRIDYL DERIVATIVES AS FGFR4 INHIBITORS
  申请人：Novartis AG

  公开号：EP3060563A1

  公开（公告）日：2016-08-31