5-(2-甲基-4-硝基苯基)呋喃-2-甲醛 | 329222-70-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-(2-甲基-4-硝基苯基)呋喃-2-甲醛
• 中文别名: 5-(2-甲基-4-硝基-苯基)-呋喃-2-甲醛
• 英文名称: 5-(2-methyl-4-nitrophenyl)furan-2-carbaldehyde
• CAS: 329222-70-0
• 化学式: C₁₂H₉NO₄
• mdl: MFCD01145116
• 分子量: 231.208
• InChiKey: FBOFZGVRTYRGSR-UHFFFAOYSA-N

物化性质

• 沸点：
  399.1±42.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  5-(2-甲基-4-硝基苯基)呋喃-2-甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, antimicrobial and antioxidant activities of 2-[1-{3,5-diaryl-4,5-dihydro-1H-pyrazolenyl}]-4-(4-nitrophenyl)-[1,3]-thiazoles

  摘要：

  In this study, various substituted chalcones, prepared by condensing substituted acetophenones with substituted aldehydes/arylfurfurals, were treated with thiosemicarbazide in basic media to produce 1-thiocarbonyl-3,5-disubstituted pyrazolines which on further reaction with substituted phenacyl bromides afforded the title compounds in good yield. Structures of the newly synthesized compounds were assigned on the basis of elemental analyses, IR, H-1 NMR, and mass spectral studies. The newly synthesized compounds were tested for their in vitro antibacterial and antifungal activities against a variety of microorganisms and antioxidant activities by diphenylpicrylhydrazyl radical scavenging assay. Among the derivatives, compounds 3b, 3e, 6a, and 6h were identified as potent antioxidants. Compounds 3d, 3e, and 6a-f have emerged as the most promising antimicrobial agents displaying the maximum activity against all the tested microorganisms.

  DOI：

  10.1007/s00044-012-0154-3
• 作为产物：
  描述：

  糠醛 、 5-nitro-toluene-2-diazonium ; chloride 在 copper(l) chloride 作用下， 以 水 为溶剂， 反应 48.0h， 以65%的产率得到5-(2-甲基-4-硝基苯基)呋喃-2-甲醛
  参考文献：
  名称：

  Preparation of novel phenylfuran-based cyanohydrin esters: lipase-catalysed kinetic and dynamic resolution

  摘要：

  A series of novel (R)-5-phenylfuran-2-yl cyanomethyl butanoates were prepared by Pseudomonas cepacia lipase-catalysed dynamic kinetic resolution in toluene. The method exploits a basic resin both for the racemization and formation of phenylfuran-based cyanohydrins and for the decomposition of acetone cyanohydrin in one-pot with enzymatic enantio selective acylation using vinyl butanoate. The lipase-catalysed methanolysis of racemic 5-phenylfuran-2-yi cyanomethyl butanoates in toluene with E much greater than100 was shown to be usable when the corresponding (S)-butanoates are needed. Candida antarctica lipase A provided racemic cyanohydrin butanoates with quantitative chemical yields under mild conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00286-6

文献信息

• Synthesis of some new 2,4-disubstituted thiazoles as possible antibacterial and anti-inflammatory agents
  作者：B.Shivarama Holla、K.V. Malini、B.Sooryanarayana Rao、B.K. Sarojini、N.Suchetha Kumari

  DOI：10.1016/s0223-5234(02)01447-2

  日期：2003.3

  A series of arylthioureas (1), aromatic aldehyde thiosemicarbazones (2) and 5-aryl-2-furfuraldehyde thiosemicarbazones (3) were condensed with 2,4-dichloro-5-fluorophenacyl bromide to yield respective arylaminothiazoles, arylidene/5-aryl-2-furfurylidene hydrazinothiazoles (4). The newly synthesized compounds were characterized by IR, 1H-NMR and mass spectral studies. These compounds were also screened

  将一系列的芳基硫脲（1），芳族醛硫代半氨基甲酮（2）和5-芳基-2-糠醛硫代半氨基甲酮（3）与2,4-二氯-5-氟代苯甲基溴缩合生成各自的芳基氨基噻唑，亚芳基/ 5-芳基- 2-糠叉肼基噻唑（4）。通过IR，1H-NMR和质谱研究对新合成的化合物进行了表征。还对这些化合物的抗菌和抗炎活性进行了筛选。新合成的两种化合物的抗炎活性与布洛芬相当。
• One pot synthesis of thiazolodihydropyrimidinones and evaluation of their anticancer activity
  作者：B.Shivarama Holla、B.Sooryanarayana Rao、B.K. Sarojini、P.M. Akberali

  DOI：10.1016/j.ejmech.2004.06.001

  日期：2004.9

  5-nitro-2-furfuraldenediacetate, respectively. The newly synthesized compounds are characterized by elemental analysis, IR, (1)H NMR and mass spectral studies. These compounds exhibited in vitro antitumour activity with moderate to excellent growth inhibition against a panel of 60 cell lines of leukemia, non-small cell lung cancer melanoma, ovarian cancer, prostate cancer and breast cancer.

  2-（5-芳基糠叉基/ 5-硝基糠叉基）-5-芳基-7-（2,4-二氯-5-氟苯基l）-5H-噻唑并[2,3-b]-嘧啶-2（1H）-ones分别通过4，6-二芳基嘧啶基-2（1H）-硫酮4，一氯乙酸，芳基糠醛和5-硝基-2-糠醛二乙酸酯的新颖的三组分反应合成图5和6。新合成的化合物通过元素分析，IR，（1）H NMR和质谱研究进行表征。这些化合物对白血病，非小细胞肺癌黑素瘤，卵巢癌，前列腺癌和乳腺癌等60种细胞系显示出体外抗肿瘤活性，并具有中度至优异的生长抑制作用。
• Potential Fluorinated Anti‐MRSA Thiazolidinone Derivatives with Antibacterial, Antitubercular Activity and Molecular Docking Studies
  作者：Vasantha Kumar、Premalatha Shetty、Arunodaya H. S.、Sharath Chandra K.、Ramith Ramu、Shashank M. Patil、Anuradha Baliga、Vaishali M. Rai、Shalini Shenoy M、Vishwanatha Udupi、Vishwanatha Poojary、Boja Poojary

  DOI：10.1002/cbdv.202100532

  日期：2022.2

  ]-2-[(1,3-thiazol-2-yl)amino]-1,3-thiazol-4(5H)-one (4b), (5Z)-5-[(4-chloro-2-fluorophenyl)methylidene]-2-[(1,3-thiazol-2-yl)amino]-1,3-thiazol-4(5H)-one (4c), (5Z)-5-[(3-fluoro-4-methylphenyl)methylidene]-2-[(1,3-thiazol-2-yl)amino]-1,3-thiazol-4(5H)-one (4f) and (5Z)-5-[(3,5-difluorophenyl)methylidene]-2-[(1,3-thiazol-2-yl)amino]-1,3-thiazol-4(5H)-one (4g) showed excellent activity with MIC 3.125–6

  MRSA感染是当前情况下令人担忧的疾病之一。迫切需要确定治疗 MRSA 感染的新分子。在本研究中，我们设计了在噻唑烷酮核心的第 5 位具有各种芳基/杂芳基单元的氟化噻唑烷酮衍生物作为有前景的抗 MRSA 药物。筛选了所有化合物对四种细菌菌株的抗菌活性。在测试的化合物中，具有简单亚芳基环的卤代化合物，(5 Z )-5-[(3-氯-2-氟苯基)亚甲基]-2-[(1,3-噻唑-2-基)氨基]- 1,3-噻唑-4(5 H )-一( 4b ), (5 Z )-5-[(4-氯-2-氟苯基)亚甲基]-2-[(1,3-噻唑-2-基) )氨基]-1,3-thiazol-4(5 H)-一( 4c )，( 5Z )-5-[(3-氟-4-甲基苯基)亚甲基]-2-[(1,3-噻唑-2-基)氨基]-1,3-噻唑- 4(5 H )-一( 4f )和( 5Z )-5-[(3,5-二氟苯基)亚甲基]-2-[(1,3-噻唑-2-基)氨基]-1
• Synthesis of Arylfurfural Oximes and Their Biological Evaluation
  作者：Samina Aslam、Samia Khakwani、Areesha Nazeer、Mehrzadi Noureen Shahi、Asma Yaqoob、Hamna Shafiq、Rafia Manazer、Faizul Hassan Nasim、Misbahul Ain Khan

  DOI：10.14233/ajchem.2016.19624

  日期：——

  Various oximes of arylfurfural were prepared and characterized through elemental analysis and spectroscopic techniques (FTIR, 1H NMR, 13C NMR and Mass). Synthesized compounds were tested for their antioxidant, tyrosinase and chemotrypson activities.

  通过元素分析和光谱技术（傅立叶变换红外光谱、1H NMR、13C NMR 和质谱），制备并表征了各种芳基糠醛肟。对合成的化合物进行了抗氧化、酪氨酸酶和化学胰蛋白酶活性测试。
• Synthesis, Characterization and Biological Studies of Some Bioactive Thiazolotriazole Derivatives
  作者：Manjunatha Kumsi、Boja Poojary、Prajwal Lourdes Lobo、Nalilu Suchetha Kumari、Anoop Chullikana

  DOI：10.1515/znb-2010-1215

  日期：2010.12.1

  anhydrous sodium acetate afforded substituted thiazolo[3,2-b][1,2,4]triazole derivatives 4 and 5. The structures of the newly synthesized compounds were elucidated by elemental analyses and spectral data. The compounds were tested for their in-vitro antimicrobial activities. Graphical Abstract Synthesis, Characterization and Biological Studies of Some Bioactive Thiazolotriazole Derivatives

  从布洛芬 (1) 中以良好的收率合成了关键前体 rac-2-(4-异丁基苯基) 乙基-1,2,4-三唑-5-硫酮 (3)。在乙酸酐和无水乙酸钠存在下，3与5-芳基-呋喃-2-甲醛/取代芳香醛和一氯乙酸在乙酸中的一锅三组分反应得到取代的噻唑并[3,2-b][ 1,2,4]三唑衍生物4和5。通过元素分析和光谱数据阐明了新合成化合物的结构。测试了这些化合物的体外抗微生物活性。一些生物活性噻唑并三唑衍生物的图形摘要合成、表征和生物学研究