6-(4-chlorophenyl)-2-oxo-4-phenyl-3-cyclohexene-1-carboxylic acid ethyl ester | 90016-02-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(4-chlorophenyl)-2-oxo-4-phenyl-3-cyclohexene-1-carboxylic acid ethyl ester
• 英文别名: (±)-ethyl 6-(4-chlorophenyl)-2-oxo-4-phenylcyclohex-3-encarboxylate；ethyl 2-oxo-6-(4-chlorophenyl)-4-phenyl-3-cyclohexene-1-carboxylate；1-Phenyl-3-oxo-4-carbaethoxy-5-(p-chlorphenyl)-cyclohexen(1)；Ethyl 6-(4-chlorophenyl)-2-oxo-4-phenylcyclohex-3-ene-1-carboxylate
• CAS: 90016-02-7；23309-52-6
• 化学式: C₂₁H₁₉ClO₃
• 分子量: 354.833
• InChiKey: CJDLZMWIVHBWGL-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C
• 沸点：
  470.0±45.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(4-chlorophenyl)-2-oxo-4-phenyl-3-cyclohexene-1-carboxylic acid ethyl ester 以42%的产率得到
  参考文献：
  名称：

  CHOLAKOVA, TSVETANKA;IVANOV, XRISTO, GOD. SOFIJSK. UNIV. XIM. FAK., 78,(1984(1988)) S. 168-177

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-Chloro-phenyl)-4-hydroxy-6-oxo-4-phenyl-cyclohexanecarboxylic acid ethyl ester 以78%的产率得到
  参考文献：
  名称：

  EL-SADANY, S. K.;SHARAF, S. M.;DARWISH, A. I.;YOUSSEF, A. A., PAKISTAN J. SCI. AND IND. RES., 33,(1990) N-2, C. 16-19

  摘要：

  DOI：

文献信息

• Design, Synthesis and Molecular Docking Study of Some Substituted 4,5- dihydro-2H-indazole Derivatives as Potential Anti-inflammatory Agents
  作者：Mona Badr、Rasha Elbayaa、Ibrahim El-Ashmawy

  DOI：10.2174/1573406411309050012

  日期：2013.6.1

  A new series of 4,5-dihydro-2H-indazoles was synthesized and evaluated for anti-inflammatory activity using formalin-induced paw edema and turpentine oil-induced granuloma pouch bioassays. In addition, the inhibitory activity of cyclooxygenase, ulcerogenic effect, and acute toxicity (ALD50) values were also determined. Compounds 10, 13, 15, 16, 18 and 22 were proved to display distinctive anti-inflammatory

  合成了一系列新的4,5-二氢-2H-吲唑，并使用福尔马林诱导的爪水肿和松节油诱导的肉芽肿囊生物测定法评估其抗炎活性。此外，还测定了环氧合酶的抑制活性，致溃疡作用和急性毒性（ALD50）值。化合物10、13、15、15、16、18和22被证明具有快速起效的独特抗炎特性。他们揭示了超级胃肠道安全性，并且实验动物具有很高的安全裕度（ALD50> 300 mg / Kg）。相同的活性化合物对抑制COX-2酶表现出中等至强大的选择性。还获得了在人类COX-2酶的活性位点分别具有最高活性的化合物的对接姿势。
• Activated fly ash catalyzed facile synthesis of novel spiro imidazolidine derivatives as potential antibacterial and antifungal agents
  作者：V. Kanagarajan、J. Thanusu、M. Gopalakrishnan

  DOI：10.3109/14756366.2010.503611

  日期：2011.4.1

  An array of novel spiro imidazolidine derivatives was synthesized in dry media and was screened for their anti-microbial activities. Structure-activity relationship results revealed that compounds 22, 23 against P.aeruginosa, 24 against S.aureus, 24, 25 against K.pneumonia, 27 against S.aureus, β-H.streptococcus, 29 against M.luteus, K.pneumonia, 29, 30 against P.vulgaris exhibited excellent antibacterial

  在干燥培养基中合成了一系列新型螺亚咪唑烷衍生物，并对其抗微生物活性进行了筛选。结构-活性关系结果表明，化合物22、23对抗铜绿假单胞菌，24对抗金黄色葡萄球菌，24、25对抗肺炎克雷伯菌，27对抗金黄色葡萄球菌，β-H。链球菌，29对抗M.luteus，K。 29，30的寻常型肺炎肺炎在最小抑制浓度（MIC）值为6.25 µg / mL时表现出出色的抗菌活性。化合物23对石膏霉菌，25、29对念珠菌6和29、30对白色念珠菌具有很好的抗真菌活性，MIC值为6.25 µg / mL。
• Michael Addition Catalyzed by Potassium Hydroxide Under Ultrasound
  作者：Ji-Tai Li、Yong Cui、Guo-Feng Chen、Zhao-Li Cheng、Tong-Shuang Li

  DOI：10.1081/scc-120015762

  日期：2003.1.3

  Abstract Michael addition of chalcone with active methylene compound such as diethyl malonate, nitromethane and ethyl acetoacetate catalyzed by potassium hydroxide in anhydrous ethanol results Michael adducts in 75–98% yield under ultrasound irradiation in 25–90 min.

  摘要 在无水乙醇中的氢氧化钾催化下，查耳酮与活性亚甲基化合物（如丙二酸二乙酯、硝基甲烷和乙酰乙酸乙酯）的迈克尔加成反应，在超声波照射下，25-90 分钟内迈克尔加合物的产率为 75-98%。
• Highly Efficient Mechanochemical Reactions of 1,3-Dicarbonyl Compounds with Chalcones and Azachalcones Catalyzed by Potassium Carbonate
  作者：Guan-Wu Wang、Ze Zhang、Ya-Wei Dong、Koichi Komatsu

  DOI：10.1055/s-2003-43350

  日期：——

  Under the high-speed vibration milling conditions, K2CO3 was found to be a very efficient catalyst for the solvent-free Michael reactions of 1,3-dicarbonyl compounds with chalcones and azachalcones. In most cases, conventional side reactions were avoided and thus excellent yields were achieved. The influences of other catalysts and the vibration frequency on the Michael reaction were investigated.

  在高速振动研磨条件下，发现K2CO3是一种非常有效的催化剂，能够无溶剂地促进1,3-二酮化合物与查尔酮和阿扎查尔酮之间的迈克尔反应。在大多数情况下，避免了常规的副反应，从而实现了优异的产率。研究了其他催化剂和振动频率对迈克尔反应的影响。
• Synthesis of Ethyl 5-Aryl-2-oxo-7-phenyl-1,2,3,4,4a,5-hexahydroquinoline-4a-carboxylates
  作者：K. Popandova-Yambolieva

  DOI：10.1055/s-1990-26796

  日期：——

  The addition of ethyl 6-aryl-4-phenyl-2-oxo-3-cyclohexene-1-carboxylates 1a-e to acrylonitrile in the presence of aqueous sodium hydroxide is studied. The products 2a-e are transformed to the corresponding 2-oxo-1,2,3,4,4a,5-hexahydroquinolines 3 by heating with ammonium acetate at 180°C.

  研究了在水合氢氧化钠存在下，乙基6-芳基-4-苯基-2-氧代-3-环己烯-1-羧酸酯1a-e与丙烯腈的反应。产物2a-e通过在180°C下与醋酸铵加热转化为相应的2-氧代-1,2,3,4,4a,5-六氢喹啉3。