3-methyl-1-m-tolylchromeno[4,3-c]pyrazol-4(1H)-one | 110570-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1-m-tolylchromeno[4,3-c]pyrazol-4(1H)-one
• 英文别名: 3-methyl-1-(3-methylphenyl)chromeno[4,3-c]pyrazol-4(1H)-one；3-methyl-1-(m-tolyl)chromeno[4,3-c]pyrazol-4(1H)-one；3-methyl-1-(3-methylphenyl)chromeno[4,3-c]pyrazol-4-one
• CAS: 110570-19-9
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: TWGLQHHZDRXXTR-UHFFFAOYSA-N

物化性质

• 熔点：
  205-207 °C
• 沸点：
  498.5±34.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲苯肼 以 乙二醇 为溶剂， 生成 3-methyl-1-m-tolylchromeno[4,3-c]pyrazol-4(1H)-one
  参考文献：
  名称：

  The correct synthesis of 2,3-dihydro-2-aryl-4-r-[1]benzopyrano[4,3-c]pyrazole-3-ones.

  摘要：

  DOI：

  10.1016/s0040-4039(00)95618-1

文献信息

• Copper-catalyzed Cyclization of 3-Acylcoumarin Hydrazone using Air as the Oxidant: Efficient Synthesis of Pyrazole-Fused Coumarin Derivatives
  作者：Hui-Yan Wang、Xue-Cheng Liu、Zhi-Bin Huang、Da-Qing Shi

  DOI：10.1002/jhet.2052

  日期：2015.3

  3‐c]pyrazol‐4(1H)‐ones is reported. In this atom economic process, readily available 3‐acylcoumarin hydrazone is oxidative cyclized by direct C–N bond formation. Air has been successfully used as an oxidant, which has important economic and environmental advantages. A broad scope of 3‐acylcoumarin hydrazones can be utilized in this process.

  据报道，高效，便捷的Cu催化形成了铬诺[4,3 - c ]吡唑-4（1 H）-酮。在这个原子经济过程中，容易获得的3酰基香豆素通过直接的C–N键形成而被氧化环化。空气已成功地用作氧化剂，具有重要的经济和环境优势。在此过程中，可以使用各种3-酰基香豆素。
• Synthesis, anticancer activity and photophysical properties of novel substituted 2-oxo-2H-chromenylpyrazolecarboxylates
  作者：J. Ashok Kumar、G. Saidachary、G. Mallesham、B. Sridhar、Nishant Jain、Shashi Vardhan Kalivendi、V. Jayathirtha Rao、B. China Raju

  DOI：10.1016/j.ejmech.2013.03.042

  日期：2013.7

  2-Oxo-2H-chromenylpyrazolecarboxylates (8a-h and 12a-zb) have been synthesized by [3 + 2] cycloaddition of 2H-chromenophenylhydrazones (7a-h and 11a-w) with diethyl/dimethylbut-2-ynedioates. Phenylchromeno[4,3-c]pyrazol-4(1H)-ones (13i-n) were prepared from corresponding phenylhydrazones (7a-h) with catalytic amount of piperidine in presence of pyridine as a solvent at 100 degrees C. All the synthesized compounds (8a-h, 12a-zb and 13a-n) were screened for anticancer activity against three human cancer cell lines such as prostate (DU-145), lung adenocarcinoma (A549), and cervical (HeLa) by standard MTT assay method. Further, photophysical properties (UV and fluorescence) for these compounds were discussed. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Synthesis, binding studies, and structure activity relationships of 1-aryl- and 2-aryl[1]benzopyranopyrazol-4-ones, central benzodiazepine receptor ligands
  作者：Vittoria Colotta、Lucia Cecchi、Guido Filacchioni、Fabrizio Melani、Giovanna Palazzino、Claudia Martini、Gino Giannaccini、Antonio Lucacchini

  DOI：10.1021/jm00396a001

  日期：1988.1
• Facile synthesis of pyrazole derivatives using reusable Fe₃O₄@MCM-41-SO₃H
  作者：Samanehsadat Sharifi、Malek Taher Maghsoudlou、Nourallah Hazeri

  DOI：10.1139/cjc-2019-0287

  日期：2021.5

  In this research, Fe₃O₄-MCM-41-SO₃H was synthesized as a magnetically reusable Lewis acid catalyst and used in the cyclization reaction of 3-acylcoumarins or 3-chromonecarboxylic acid with arylhydrazine derivatives for the synthesis of pyrazoles in high yields under solvent-free conditions and with a simple work-up process. Fe₃O₄-MCM-41-SO₃H was characterized by Fourier transform infrared (FTIR), scanning electron microscopy (SEM), and X‐ray diffraction (XRD) analyses.
• The correct synthesis of 2,3-dihydro-2-aryl-4-r-[1]benzopyrano[4,3-c]pyrazole-3-ones.
  作者：Vittoria Colotta、Lucia Cecchi、Fabrizio Melani、Giovanna Palazzino、Guido Filacchioni

  DOI：10.1016/s0040-4039(00)95618-1

  日期：——