2-amino-6-sulfanyl-4-(thiophen-2-yl)pyridine-3,5-dicarbonitrile

• 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: 2-amino-6-sulfanyl-4-(thiophen-2-yl)pyridine-3,5-dicarbonitrile
• 英文别名: 2-amino-6-mercapto-4-thiophen-2-yl-pyridine-3,5-dicarbonitrile；2-amino-6-sulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile；2-amino-6-sulfanylidene-4-thiophen-2-yl-1H-pyridine-3,5-dicarbonitrile
• 化学式: C₁₁H₆N₄S₂
• 分子量: 258.327
• InChiKey: KXIXCJNKOMOAAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  146
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-6-sulfanyl-4-(thiophen-2-yl)pyridine-3,5-dicarbonitrile 在 氢氧化钾 、 sodium ethanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.08h， 生成 3,6-Diamino-2-benzoyl-4-thiophen-2-ylthieno[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Cyclization reactions of nitriles

  摘要：

  The interaction of 2-thienylidene derivatives of malononitrile and cyanothioacetamide with methylene active nitriles gives 2,6-diamino-3,5-dicyano-4-(2-thienyl)-4H-thiopyran which is smoothly recrystallized into 6-amino-3,5-dicyano-4-(2-thienyl)-2-(1H)-pyridinethione. The latter is easily alkylated at the sulfur atom by alpha-halocarbonyl compounds. This reaction was used in the synthesis of 3,6-diamino-4-(2-thienyl)thieno[2,3-b]pyridines.

  DOI：

  10.1007/bf00961252
• 作为产物：
  描述：

  (2-噻吩亚甲基)甲烷-1,1-二甲腈 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-amino-6-sulfanyl-4-(thiophen-2-yl)pyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  Cyclization reactions of nitriles

  摘要：

  The interaction of 2-thienylidene derivatives of malononitrile and cyanothioacetamide with methylene active nitriles gives 2,6-diamino-3,5-dicyano-4-(2-thienyl)-4H-thiopyran which is smoothly recrystallized into 6-amino-3,5-dicyano-4-(2-thienyl)-2-(1H)-pyridinethione. The latter is easily alkylated at the sulfur atom by alpha-halocarbonyl compounds. This reaction was used in the synthesis of 3,6-diamino-4-(2-thienyl)thieno[2,3-b]pyridines.

  DOI：

  10.1007/bf00961252

文献信息

• Medicine comprising dicyanopyridine derivative
  申请人：——

  公开号：US20030232860A1

  公开（公告）日：2003-12-18

  Compounds having a high conductance-type of calcium-activated K channel opening effect and a smooth muscle relaxant effect for bladder based on the K-channel opening effect, which can be used in treating pollakiuria and urinary incontinence, are provided. 3,5-Dicyanopyridine derivatives or their salts.

  基于K通道开放效应的高导电型钙激活K通道开放效应和平滑肌松弛剂效应的化合物，可用于治疗尿频和尿失禁。提供3,5-二氰基吡啶衍生物或其盐。
• MEDICINE COMPRISING DICYANOPYRIDINE DERIVATIVE
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP1302463A1

  公开（公告）日：2003-04-16

  Compounds having a high conductance-type of calcium-activated K channel opening effect and a smooth muscle relaxant effect for bladder based on the K-channel opening effect, which can be used in treating pollakiuria and urinary incontinence, are provided. 3,5-Dicyanopyridine derivatives or their salts.

  基于K通道开放效应具有高导电型钙激活K通道开放效应和平滑肌松弛作用的化合物，可用于治疗尿频和尿失禁。提供3,5-二氰基吡啶衍生物或其盐。
• Modifications on the Amino-3,5-dicyanopyridine Core To Obtain Multifaceted Adenosine Receptor Ligands with Antineuropathic Activity
  作者：Marco Betti、Daniela Catarzi、Flavia Varano、Matteo Falsini、Katia Varani、Fabrizio Vincenzi、Silvia Pasquini、Lorenzo di Cesare Mannelli、Carla Ghelardini、Elena Lucarini、Diego Dal Ben、Andrea Spinaci、Gianluca Bartolucci、Marta Menicatti、Vittoria Colotta

  DOI：10.1021/acs.jmedchem.9b00106

  日期：2019.8.8

  the alpha7 subtype of nAchRs, similar to the nonselective AR antagonist caffeine, taken as the reference compound. Along with the pharmacological evaluation, chemical stability of methyl 3-(((6-amino-3,5-dicyano-4-(furan-2-yl)pyridin-2-yl)sulfanyl)methyl)benzoate 10 was assessed in plasma matrices (rat and human), and molecular modeling studies were carried out to better rationalize the available structure-activity

  为了进一步研究该支架获得腺苷受体（AR）配体的潜力，合成了一系列新的氨基-3,5-二氰基吡啶（1-31），并对其进行了生物学评估。通常，进行的修饰导致化合物具有高至良好的人（h）A1AR亲和力和反向激动剂谱。尽管大多数化合物是hA1AR选择性的，但某些衍生物的作用类似于混合的hA1AR反向激动剂/ A2A和A2B AR拮抗剂。后者的化合物（9-12）显示，它们通过涉及nAchRs的alpha7亚型的机制减轻了奥沙利铂诱导的神经性疼痛，该机制类似于非选择性AR拮抗剂咖啡因，被用作参考化合物。连同药理学评估，甲基3-（（（6-氨基-3，
• HETEROARYL-SUBSTITUTED DICYANOPYRIDINES AND THEIR USE
  申请人：Meibom Daniel

  公开号：US20110207698A1

  公开（公告）日：2011-08-25

  The present application relates to novel heteroaryl-substituted dicyanopyridines, to processes for their preparation, to their use for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, preferably for the treatment and/or prevention of cardiovascular disorders.

  本申请涉及新颖的杂环芳基取代的二氰基吡啶，以及它们的制备方法，用于治疗和/或预防疾病的用途，以及用于制备治疗和/或预防疾病的药物的用途，特别是用于治疗和/或预防心血管疾病。
• [EN] NOVEL HETEROCYCLIC COMPOUNDS AS IKK2 INHIBITORS WITH ANTI-HBV ACTIVITY<br/>[FR] NOUVEAUX COMPOSES HETEROCYCLIQUES UTILISES COMME INHIBITEURS ET PRESENTANT UNE ACTIVITE ANTI-HBV
  申请人：RIBAPHARM INC

  公开号：WO2005058315A1

  公开（公告）日：2005-06-30

  This application relates to novel thienopyridines of Formula (I), which are IKK inhibitors and are useful for treating Hepatitis B infection and other diseases. This application also relates to pharmaceutical compositions comprising thienopyridines and the use of such compositions to treat Hepatitis B and other diseases.

  本发明涉及公式（I）的新型噻吩并吡啶类化合物，其为IKK抑制剂并且可用于治疗乙型肝炎感染及其他疾病。本发明还涉及包含噻吩并吡啶类化合物的制药组合物以及使用这种组合物治疗乙型肝炎和其他疾病的方法。