3-(2,5-dichlorothiophen-3-yl)-1H-pyrazole-4-carbaldehyde | 1256502-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-(2,5-dichlorothiophen-3-yl)-1H-pyrazole-4-carbaldehyde
• 英文别名: 5-(2,5-dichlorothiophen-3-yl)-1H-pyrazole-4-carbaldehyde
• CAS: 1256502-11-0
• 化学式: C₈H₄Cl₂N₂OS
• 分子量: 247.105
• InChiKey: PBIQOPUXKXEUAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2,5-dichlorothiophen-3-yl)-1H-pyrazole-4-carbaldehyde 在 sodium acetate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 9.0h， 生成 (Z)-methyl 2-(3-((E)-(3-(2,5-dichlorothiophen-3-yl)-1H-pyrazol-4-yl)methyleneamino)-5-oxo-2-thioxoimidazolidin-4-ylidene)acetate
  参考文献：
  名称：

  Synthesis, characterization and antimicrobial studies of some new pyrazole incorporated imidazole derivatives

  摘要：

  In the present study two series of novel imidazole derivatives containing substituted pyrazole moiety (3a-d and 5a-j) were synthesized. The first series were synthesized by the reaction of 3-aryl-1H-pyrazole-4-carbaldehyde thiosemicarbazones (2a-d) with DMAD and the second series by the reaction of 3-aryl-1H-pyrazole-4-carbaldehydes (la-e) with 1,2-diketones (4a,b) in the presence of ammonium acetate. Structures of newly synthesized compounds were characterized by spectral studies. New compounds were screened for antifungal and antibacterial activities. Among the synthesized compounds, compound 3c was found to be potent antimicrobial agent. The acute oral toxicity study for the compound 3c was carried out and the experimental studies revealed that compound 3c is safe up to 3000 mg/kg and no death of animals were recorded. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.005
• 作为产物：
  描述：

  2,5-二氯-3-乙酰基噻吩 在 sodium acetate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 14.5h， 生成 3-(2,5-dichlorothiophen-3-yl)-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  Hantzsch反应：一些新型的1,4-二氢吡啶衍生物作为强效抗微生物剂和抗氧化剂的合成与表征

  摘要：

  在本研究中，通过3-芳基-1 H-吡唑-的反应合成了两个新的含取代吡唑部分（4a - f和5a - f）的Hantzsch 1,4-二氢吡啶衍生物（1,4-DHPs）。4-甲醛与1,3-二羰基化合物（乙酰乙酸乙酯和乙酰乙酸甲酯）和乙酸铵。通过IR，NMR，质谱研究以及C，H，N分析对新合成的化合物进行了表征。通过孔板法（抑制区）筛选新化合物的抗菌活性。还通过测量DPPH自由基清除测定法对合成的化合物进行了抗氧化研究。化合物4c，4e发现4f和4f是有效的抗菌剂和抗氧化剂。进行了化合物4c，4e和4f的急性口服毒性研究，实验研究表明，化合物4c和4e高达3000 mg / kg是安全的，没有动物死亡。但是，在化合物4f中，我们发现死亡率超过2000 mg，并且在实验动物中也表现出明显的行为变化。

  DOI：

  10.1016/j.ejmech.2011.09.026

文献信息

• Synthesis, characterization and anti-microbial studies of some novel 2,4-disubstituted thiazoles
  作者：A.M. Vijesh、Arun M. Isloor、Vivek Prabhu、Shaoib Ahmad、Shridhar Malladi

  DOI：10.1016/j.ejmech.2010.07.048

  日期：2010.11

  In the present study a series of novel 2,4-disubstituted thiazole derivatives containing substituted pyrazole moiety was synthesized by the reaction of 3-Aryl-1H-pyrazole-4-carbaldehyde thiosemicarbazone with 6-Bromo/H-3-(bromoacetyl)-2H-chromen-2-one/phenacyl chloride. Structures of newly synthesized compounds were characterized by spectral studies. New compounds were screened for their antibacterial

  在本研究中，通过3-芳基-1 H-吡唑-4-甲醛醛缩氨基硫脲与6-溴/ H-3-（溴乙酰基）的反应合成了一系列含有取代吡唑部分的新型2,4-二取代噻唑衍生物。-2 H-色-2--2-酮/苯甲酰氯。通过光谱研究表征了新合成的化合物的结构。筛选了新化合物对金黄色葡萄球菌，枯草芽孢杆菌，大肠杆菌和铜绿假单胞菌的抗菌研究。结果表明，化合物7C中，8E，和8F具有2,5-二氯噻吩取代基和具有2，4-二氯苯基取代基的图8c，8d显示了对所有测试微生物的显着的抗菌活性。
• Hantzsch reaction: Synthesis and characterization of some new 1,4-dihydropyridine derivatives as potent antimicrobial and antioxidant agents
  作者：A.M. Vijesh、Arun M. Isloor、S.K. Peethambar、K.N. Shivananda、T. Arulmoli、Nishitha A. Isloor

  DOI：10.1016/j.ejmech.2011.09.026

  日期：2011.11

  the present study two new series of Hantzsch 1,4-dihydropyridine derivatives (1,4-DHPs) containing substituted pyrazole moiety (4a–f and 5a–f) were synthesized by the reaction of 3-aryl-1H-pyrazole-4-carbaldehydes with 1,3-dicarbonylcompounds (ethylacetoacetate and methylacetoacetate) and ammonium acetate. The newly synthesized compounds were characterized by IR, NMR, mass spectral study and also by

  在本研究中，通过3-芳基-1 H-吡唑-的反应合成了两个新的含取代吡唑部分（4a - f和5a - f）的Hantzsch 1,4-二氢吡啶衍生物（1,4-DHPs）。4-甲醛与1,3-二羰基化合物（乙酰乙酸乙酯和乙酰乙酸甲酯）和乙酸铵。通过IR，NMR，质谱研究以及C，H，N分析对新合成的化合物进行了表征。通过孔板法（抑制区）筛选新化合物的抗菌活性。还通过测量DPPH自由基清除测定法对合成的化合物进行了抗氧化研究。化合物4c，4e发现4f和4f是有效的抗菌剂和抗氧化剂。进行了化合物4c，4e和4f的急性口服毒性研究，实验研究表明，化合物4c和4e高达3000 mg / kg是安全的，没有动物死亡。但是，在化合物4f中，我们发现死亡率超过2000 mg，并且在实验动物中也表现出明显的行为变化。
• New pyrazole derivatives containing 1,2,4-triazoles and benzoxazoles as potent antimicrobial and analgesic agents
  作者：A.M. Vijesh、Arun M. Isloor、Prashanth Shetty、S. Sundershan、Hoong Kun Fun

  DOI：10.1016/j.ejmech.2012.12.057

  日期：2013.4

  their excellent therapeutic properties. Present paper describes about the synthesis of three series of new 1,2,4-triazole and benzoxazole derivatives containing substituted pyrazole moiety (11a–d, 12a–d and 13a–d). The newly synthesized compounds were characterized by spectral studies and also by C, H, N analyses. All the synthesized compounds were screened for their analgesic activity by the tail flick

  唑类化合物以其优异的治疗性能而闻名。本论文描述了含有取代的吡唑部分（11a-d，12a-d和13a-d）的三个系列的新的1,2,4-三唑和苯并恶唑衍生物的合成。通过光谱研究以及C，H，N分析对新合成的化合物进行了表征。通过甩尾法筛选所有合成的化合物的镇痛活性。新衍生物的抗菌活性也通过最小稀释浓度（MIC）通过系列稀释法进行。结果表明，化合物11c 在吡唑部分上具有2，5-二氯噻吩取代基和三唑环的化合物具有显着的止痛和抗菌活性。
• Synthesis, characterization and antimicrobial studies of some new pyrazole incorporated imidazole derivatives
  作者：A.M. Vijesh、Arun M. Isloor、Sandeep Telkar、S.K. Peethambar、Sankappa Rai、Nishitha Isloor

  DOI：10.1016/j.ejmech.2011.05.005

  日期：2011.8

  In the present study two series of novel imidazole derivatives containing substituted pyrazole moiety (3a-d and 5a-j) were synthesized. The first series were synthesized by the reaction of 3-aryl-1H-pyrazole-4-carbaldehyde thiosemicarbazones (2a-d) with DMAD and the second series by the reaction of 3-aryl-1H-pyrazole-4-carbaldehydes (la-e) with 1,2-diketones (4a,b) in the presence of ammonium acetate. Structures of newly synthesized compounds were characterized by spectral studies. New compounds were screened for antifungal and antibacterial activities. Among the synthesized compounds, compound 3c was found to be potent antimicrobial agent. The acute oral toxicity study for the compound 3c was carried out and the experimental studies revealed that compound 3c is safe up to 3000 mg/kg and no death of animals were recorded. (C) 2011 Elsevier Masson SAS. All rights reserved.