3-(4-Chlorophenyl)-1-[4-(2-methylpropyl)phenyl]prop-2-en-1-one | 175205-27-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(4-Chlorophenyl)-1-[4-(2-methylpropyl)phenyl]prop-2-en-1-one
• CAS: 175205-27-3
• 化学式: C₁₉H₁₉ClO
• 分子量: 298.812
• InChiKey: JGKZCMSHVHHKTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  3-(4-Chlorophenyl)-1-[4-(2-methylpropyl)phenyl]prop-2-en-1-one 在 sodium 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-(4-chlorophenyl)-4,5-dihydro-6-(4-isobutylphenyl)-2H-indazol-3-ol
  参考文献：
  名称：

  Synthesis and antimicrobial activities of new 4,6-diaryl- 4,5-dihydro-3-hydroxy-2H-indazoles

  摘要：

  AbstractA series of new 4,6‐diaryl‐4,5‐dihydro‐3‐hydroxy‐2H‐indazoles 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k were synthesized by the cyclization of ethyl 2‐oxo‐4,6‐diarylcyclohex‐3‐ene carboxylates 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k. The compounds were characterized by IR, 1H NMR, 13C NMR, 2D NMR, and elemental analysis. The synthesized compounds were evaluated for in vitro antibacterial and antifungal activities against Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Pseudomonas aeruginosa, Candida albicans, Aspergillus niger, Aspergillus flavus, and Rhizopus sp. Most of the compounds exhibited good activity against the tested organisms. J. Heterocyclic Chem.,, (2012).

  DOI：

  10.1002/jhet.720
• 作为产物：
  描述：

  4-异丁基苯乙酮 、 4-氯苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 3-(4-Chlorophenyl)-1-[4-(2-methylpropyl)phenyl]prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing an aminosulphonyl pharmacophore

  摘要：

  通过 4-取代苯乙酮与适当取代的醛进行羟醛缩合，然后用 4-肼基苯磺酰胺盐酸盐环化形成的查耳酮，合成了一系列新型 2-吡唑啉衍生物 13a-l。通过IR、1H NMR、13C NMR、质谱和元素分析数据证明了目标吡唑啉衍生物的化学结构。对所有合成的化合物的环氧合酶选择性、抗炎性和致溃疡性进行了评估。虽然化合物 13e、13h 和 13i 在体外显示出中等的 COX-2 选择性，在体内也显示出良好的抗炎活性，但化合物 13i 显示出最高的抗炎活性，其效力与参比药物（塞来昔布）非常接近，具有更好的胃功能比塞来昔布。

  DOI：

  10.1007/s12272-015-0606-7

文献信息

• Synthesis and antimicrobial activities of new 4,6-diaryl- 4,5-dihydro-3-hydroxy-2H-indazoles
  作者：Parasuraman Amutha、Samuthira Nagarajan

  DOI：10.1002/jhet.720

  日期：2012.3

  AbstractA series of new 4,6‐diaryl‐4,5‐dihydro‐3‐hydroxy‐2H‐indazoles 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k were synthesized by the cyclization of ethyl 2‐oxo‐4,6‐diarylcyclohex‐3‐ene carboxylates 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k. The compounds were characterized by IR, 1H NMR, 13C NMR, 2D NMR, and elemental analysis. The synthesized compounds were evaluated for in vitro antibacterial and antifungal activities against Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Pseudomonas aeruginosa, Candida albicans, Aspergillus niger, Aspergillus flavus, and Rhizopus sp. Most of the compounds exhibited good activity against the tested organisms. J. Heterocyclic Chem.,, (2012).
• Synthesis and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing an aminosulphonyl pharmacophore
  作者：Khaled R. A. Abdellatif、Mohamed A. Abdelgawad、Heba A. H. Elshemy、Shahinda S. R. Alsayed、Gehan Kamel

  DOI：10.1007/s12272-015-0606-7

  日期：2015.11

  A novel series of 2-pyrazoline derivatives 13a–l was synthesized via aldol condensation of 4-substituted acetophenones with appropriately substituted aldehydes followed by cyclization of the formed chalcones with 4-hydrazinobenzenesulfonamide hydrochloride. The chemical structures of the target pyrazoline derivatives were proved by means of IR, 1H NMR, 13C NMR, mass spectroscopy and elemental analyses data. All the synthesized compounds were evaluated for their cyclooxygenase selectivity, anti-inflammatory and ulcerogenic liability. While compounds 13e, 13h and 13i showed moderate COX-2 selectivity in vitro and good anti-inflammatory activity in vivo, compound 13i showed the highest anti-inflammatory activity that is very close in potency to the reference drug (celecoxib) with better gastric profile than celecoxib.

  通过 4-取代苯乙酮与适当取代的醛进行羟醛缩合，然后用 4-肼基苯磺酰胺盐酸盐环化形成的查耳酮，合成了一系列新型 2-吡唑啉衍生物 13a-l。通过IR、1H NMR、13C NMR、质谱和元素分析数据证明了目标吡唑啉衍生物的化学结构。对所有合成的化合物的环氧合酶选择性、抗炎性和致溃疡性进行了评估。虽然化合物 13e、13h 和 13i 在体外显示出中等的 COX-2 选择性，在体内也显示出良好的抗炎活性，但化合物 13i 显示出最高的抗炎活性，其效力与参比药物（塞来昔布）非常接近，具有更好的胃功能比塞来昔布。