5-氨基-1-(2,4-二氟苯基)-1H-吡唑-4-腈 | 102996-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-氨基-1-(2,4-二氟苯基)-1H-吡唑-4-腈
• 英文名称: 5-amino-1-(2,4-difluorophenyl)-1H-pyrazole-4-carbonitrile
• 英文别名: 5-amino-1-(2,4-difluorophenyl)pyrazole-4-carbonitrile
• CAS: 102996-25-8
• 化学式: C₁₀H₆F₂N₄
• mdl: MFCD03407393
• 分子量: 220.181
• InChiKey: UHDLKGNUBWFTBK-UHFFFAOYSA-N

物化性质

• 熔点：
  190-191 °C
• 沸点：
  386.9±42.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 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：
  67.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-氨基-1-(2,4-二氟苯基)-1H-吡唑-4-腈 在 氢气 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 9.0h， 以70.8%的产率得到5-amino-1-(2,4-difluorophenyl)-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  Development of a Practical Synthesis of a Pyrazolopyridinone-Based p38 MAP Kinase Inhibitor

  摘要：

  A practical synthesis of the pyrazolopyridinone-based p38 MAP kinase inhibitor (4) was required for an ongoing program. The synthesis of a key pyrazolopyridinone building block was refined and optimized to provide kilogram quantities of 10 without chromatography or extractive workups. An efficient building-block strategy was employed to give optimal control of the key quality attributes, and in situ Raman spectroscopy was used to monitor and understand the complex solid-state properties of 4.

  DOI：

  10.1021/op100205s
• 作为产物：
  描述：

  (2,4-二氟苯基)肼盐酸盐(1:1) 、 乙氧基亚甲基丙二腈 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 5-氨基-1-(2,4-二氟苯基)-1H-吡唑-4-腈
  参考文献：
  名称：

  [EN] NOVEL COMPOUNDS
  [FR] NOUVEAUX COMPOSÉS

  摘要：

  本发明提供了公式（I）的化合物：它们的制备过程，包括这些化合物的制药组合物和制备该组合物，中间体，以及使用这些化合物制造治疗药物，特别是用于治疗炎症和/或过敏症的药物。

  公开号：

  WO2009062950A1

文献信息

• Synthesis of novel pyrazole-based heterocycles via a copper(ii)-catalysed domino annulation
  作者：Márió Gyuris、László G. Puskás、Gábor K. Tóth、Iván Kanizsai

  DOI：10.1039/c3ob41146j

  日期：——

  Pyrazole-based β-aminonitriles and β-amino-carbaldehydes as bifunctional building blocks are introduced in a facile copper(II)-catalysed one-pot domino generation of multiple N-containing heterobi- and tricycles. This streamlined synthetic approach permits easy access to novel pyrazole-fused imidazo- and pyrimido[1,2-c]pyrimidinones and to pyrazolo[3,4-d]pyrimidinone species with isolated yields up to 90%. The present study also reveals a unique amine–isocyanate coupling promotion via copper(II)-based catalytic activation.

  基于吡唑的β-氨基腈和β-氨基醛作为双功能模块，在便捷的铜(II)催化一锅法多米诺生成含氮杂双环和杂三环过程中得到应用。这种简化的合成方法使得新型吡唑并咪唑并和嘧啶并[1,2-c]嘧啶酮以及吡唑并[3,4-d]嘧啶酮物种的制备变得容易，分离产率高达90%。本研究还揭示了铜(II)催化活化促进的独特的胺-异氰酸酯耦合反应。
• [EN] 1, 5-DIHYDRO-PYRAZOLO (3, 4-D) PYRIMIDIN-4-ONE DERIVATIVES AND THEIR USE AS PDE9A MODULATORS FOR THE TEATMENT OF CNS DISORDERS<br/>[FR] DÉRIVÉS DE 1,5-DIHYDRO-PYRAZOLO(3,4-D)PYRIMIDIN-4-ONE ET LEUR UTILISATION EN TANT QUE MODULATEURS DE PDE9A POUR LE TRAITEMENT DE TROUBLES DU SNC
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009068617A1

  公开（公告）日：2009-06-04

  The invention relates to novel substituted pyrazolopyrimidines. Chemically, the compounds are characterised by general Formula (I): with R1 being phenyl or pyridyl, any of which is substituted with 1 to 4, preferably 1 to 3 substituents X; X independently of each other being selected from C2-C6-alky1 or Ci-C6-alkoxy, where C2-C6-alkyl and C1-C6-alkoxy are at least dihalogenated up to perhalogenated. preferably with 2 to 6 halogen substituents, and the halogen atoms being selected from the group of fluoro, chloro and bromo, preferably fluoro; R2 being phenyl or heteroaryl, where phenyl is substituted by 1 to 3 radicals and heteroaryl is optionally substituted by 1 to 3 radicals in each case independently of one another selected from the group of C1-C6-alkyI, C1-C6- alkoxy, hydroxycarbonyl, cyano, trifluoromethyl, amino, nitro, hydroxy, C1-C6- alkylamino, halogen, C6-C10-arylcarbonylamino, C1-C6-alkylcarbonylamino, C1- C6-alkylaminocarbonyl. C1-C6-alkoxycarbonyl, C6-C10-arylaminocarbonyl, heteroarylaminocarbonyl. heteroarylcarbonylamino, C1-C6-alkylsulphonyl- amino, C1-C6-alkylsulphonyl and C1-C6-alkylthio; The new compounds shall be used for the manufacture of medicaments, in particular medicaments for improving, perception, concentration, learning and/or memory in patients in need thereof.

  该发明涉及新型取代吡唑吡嘧啶化合物。从化学角度来看，这些化合物的特征由一般式（I）表示：其中R1为苯基或吡啶基，其中任一取代为1到4个，优选为1到3个取代基X；X独立地选自C2-C6-烷基或C1-C6-烷氧基，其中C2-C6-烷基和C1-C6-烷氧基至少经过二卤化至全卤化处理，最好具有2到6个卤素取代基，卤素原子选自氟、氯和溴，最好为氟；R2为苯基或杂环烷基，其中苯基取代为1到3个基团，杂环烷基可选择性地取代为1到3个基团，每种基团独立地选自C1-C6-烷基、C1-C6-烷氧基、羟基羰基、氰基、三氟甲基、氨基、硝基、羟基、C1-C6-烷基氨基、卤素、C6-C10-芳基羰胺基、C1-C6-烷基羰胺基、C1-C6-烷氨基羰基、C1-C6-烷氧羰基、C6-C10-芳基氨基羰基、杂环烷基氨基羰基、杂环烷基羰胺基、C1-C6-烷基磺酰氨基、C1-C6-烷基磺酰基和C1-C6-烷基硫基；这些新化合物可用于制备药物，特别是用于改善患者的感知、注意力、学习和/或记忆的药物。
• Herbicidal 5-halo-1-halophenyl-1H-pyrazole-4-carbonitriles
  申请人：Eli Lilly and Company

  公开号：US04563210A1

  公开（公告）日：1986-01-07

  The present invention is directed to herbicidal compounds of the formula ##STR1## wherein each R.sup.1 independently is halogen; R.sub.2 is halo or trifluoromethyl; and n is 1-5; with the provisos that when n is 1, R.sup.1 is other than fluorine, and when n is 2 and each R.sup.1 is chlorine, at least one R.sup.1 is located at a para or ortho position on the phenyl ring.

  本发明涉及式子##STR1##的除草化合物，其中每个R.sup.1独立地是卤素；R.sub.2是卤素或三氟甲基；n为1-5；但有以下限制：当n为1时，R.sup.1不是氟；当n为2且每个R.sup.1是氯时，至少一个R.sup.1位于苯环的对位或邻位。
• Pyrazolo-Pyrimidine Derivatives as Anti-Inflammatory Agents
  申请人：Biggadike Keith

  公开号：US20080292561A1

  公开（公告）日：2008-11-27

  A compound of formula (I): is claimed wherein A represents 2,3-dihydro-1-benzofuran-7-yl, 5-fluoro-2-methoxy-phenyl or 5-fluoro-2-hydroxy-phenyl; R 1 represents phenyl, pyridyl or thienyl wherein the phenyl group may be optionally substituted by one or two groups independently selected from fluorine, cyano, —C(O)OCH 3 and —C(O)OCH 2 CH 3 , and the pyridyl group may be optionally substituted by one fluorine group; and R 2 represents methyl or ethyl; along with physiologically functional derivatives thereof, pharmaceutical compositions and formulations thereof, combinations thereof, methods of treatment employing such compounds and processes for preparing the compounds.

  声明一种化合物，其化学式为（I）： 其中A代表2,3-二氢-1-苯并呋喃-7-基，5-氟-2-甲氧基苯基或5-氟-2-羟基苯基； R1代表苯基，吡啶基或噻吩基，其中苯基可以选择性地被一个或两个基团独立地选择自氟，氰基，-C（O）OCH3和-C（O）OCH2CH3，而吡啶基可以选择性地被一个氟基取代； R2代表甲基或乙基；以及其生理功能衍生物，制药组合物和制剂，它们的组合物，采用这种化合物的治疗方法和制备这种化合物的过程。
• Microwave-assisted protocols for the expedited synthesis of pyrazolo[1,5-a] and [3,4-d]pyrimidines
  作者：R. Nathan Daniels、Kwangho Kim、Evan P. Lebois、Hubert Muchalski、Mary Hughes、Craig W. Lindsley

  DOI：10.1016/j.tetlet.2007.11.054

  日期：2008.1

  General, high-yielding MAOS protocols for the expedited synthesis of functionalized pyrazolo[1,5-a]pyrimidines and pyrazolo[3,4-b]pyrimidines, as well as their pyrazole precursors, are described amenable to an iterative analogue library synthesis strategy for lead optimization. (c) 2007 Elsevier Ltd. All rights reserved.