1-(4-chlorophenyl)-3-[5-[[3-[3-(4-chlorophenyl)-3-oxoprop-1-enyl]-4-hydroxyphenyl]methyl]-2-hydroxyphenyl]prop-2-en-1-one | 1174233-49-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-(4-chlorophenyl)-3-[5-[[3-[3-(4-chlorophenyl)-3-oxoprop-1-enyl]-4-hydroxyphenyl]methyl]-2-hydroxyphenyl]prop-2-en-1-one
• CAS: 1174233-49-8
• 化学式: C₃₁H₂₂Cl₂O₄
• 分子量: 529.419
• InChiKey: WEYDGWMWINGFRW-UHFFFAOYSA-N

物化性质

• 沸点：
  745.2±60.0 °C(predicted)
• 密度：
  1.356±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.79
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-3-[5-[[3-[3-(4-chlorophenyl)-3-oxoprop-1-enyl]-4-hydroxyphenyl]methyl]-2-hydroxyphenyl]prop-2-en-1-one 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 3.0h， 以85%的产率得到2-[3-(4-chlorophenyl)-5-isoxazolyl]-4-{3-[3-(4-chlorophenyl)-5-isoxazolyl]-4-hydroxybenzyl}phenol
  参考文献：
  名称：

  Sanjeeva Reddy; Nagaraj, Heterocyclic Communications, 2008, vol. 14, # 4, p. 289 - 294

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨醛 在 硫酸 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 1-(4-chlorophenyl)-3-[5-[[3-[3-(4-chlorophenyl)-3-oxoprop-1-enyl]-4-hydroxyphenyl]methyl]-2-hydroxyphenyl]prop-2-en-1-one
  参考文献：
  名称：

  Efficient microwave-assisted synthesis and antitumor activity of novel 4,4′-methylenebis[2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)phenols]

  摘要：

  Two new series of 4,4'-methylenebis[2-(3-aryl-4,5-dihydro-1H-Pyrazol-5-yl)Phenols] 4 and methylenebis-2-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-4,1-phenylene diacetates 5 have been efficiently prepared starting from the commercially available salicylaldehyde and where the key step corresponded to the microwave-assisted reaction of intermediates 3,3'-[methylenebis(6-hydroxy-3,1-phenylene)]bis(1-arylprop-2-en-1-ones) 3 with hydrazine hydrate or acetic acid/hydrazine hydrate respectively. Three unacetylated compounds type 4 presented interesting antitumor activities against a wide range of tumor cell lines. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.028

文献信息

• Design and synthesis of novel methylene-bis-fused pyrazoles as biologically active molecules
  作者：Ch. Sanjeeva Reddy、A. Srinivas、M. Sunitha、A. Nagaraj

  DOI：10.1002/jhet.474

  日期：2010.11

  A series of novel methylene‐bis‐fused pyrazoles 12a, 12b, 12c, 12d and methylene‐bis‐2‐(4‐methylsulfonyl)‐phenyl substituted fused pyrazoles 15a, 15b, 15c, 15d have been synthesized by the reaction of methylene‐bis‐aryl‐6‐hydroxymethylene‐2‐cyclohexenones 10 with hydrazine hydrate or (4‐methylsulfonyl)‐phenyl hydrazine 13. Chemical structures of all the newly synthesized compounds were elucidated by

  通过亚甲基双反应合成了一系列新颖的亚甲基双稠合吡唑12a，12b，12c，12d和亚甲基双2-2-（4-甲基磺酰基）苯基取代的稠合吡唑15a，15b，15c，15d。双芳基-6-羟基亚甲基-2-环己烯酮10与水合肼或（4-甲基磺酰基）-苯基肼13。通过IR，1 H NMR，13 C NMR和MS光谱数据阐明了所有新合成化合物的化学结构。化合物15a，15b，评价了15c和15d的环氧合酶-2（COX-2）抑制活性，化合物15b表现出明显的COX-2抑制作用和选择性。此外，还对所有新化合物针对革兰氏阳性，革兰氏阴性细菌和真菌的抗菌活性进行了筛选。在筛选出的化合物中，发现12c，15a和15b对几乎所有测试细菌的活性最高。化合物15b对枯草芽孢杆菌（ATCC 6633），金黄色葡萄球菌（ATCC 6538p），黄球菌（IFC 12708），普通变形杆菌（ATCC 3851）和鼠伤寒沙门氏菌（ATCC
• Synthesis and<i>in vitro</i>study of a new class of methylene-bis-4,6-diarylbenzo[<i>d</i>]isoxazoles as potential antifungal agents
  作者：A. Srinivas、A. Nagaraj、Ch. Sanjeeva Reddy

  DOI：10.1002/jhet.100

  日期：2009.5

  A new class of methylene-bis-4,6-diarylbenzo[d]isoxazoles was synthesized by the reaction of methylene-bis-aryl-6-hydroxymethylene-2-cyclohexenone with hydroxylamine hydrochloride, followed by aromatization with DDQ. Chemical structures of the newly synthesized compounds were elucidated by their IR, 1H NMR, 13C NMR, MS, and elemental analyses. Furthermore, all the compounds were screened for their

  一类新的亚甲基-双-4,6-二芳基苯并[ d ]异恶唑 通过亚甲基-双-芳基-6-羟基亚甲基-2-环己烯酮的反应合成 用盐酸羟胺，然后用DDQ进行芳构化。通过IR，1 H NMR，13 C NMR，MS和元素分析阐明了新合成化合物的化学结构。此外，对所有化合物针对各种真菌的抗真菌活性进行了筛选，并与它们的单体化合物进行了比较。在合成的化合物中，， ， 和 被认为是对最活跃的白色念珠菌（ATCC 10231），烟曲霉（HIC 6094），毛癣菌（IFO 9185）和须癣毛癣菌（IFO 40996）。有趣的是，这些化合物， ， 和 在3.12μg/ mL的浓度下对白念珠菌的杀菌活性低于标准两性霉素BJ Heterocyclic Chem。，46，497（2009）的浓度。
• Design, synthesis, in vitro antimicrobial and anticancer activity of novel methylenebis-isoxazolo[4,5-b]azepines derivatives
  作者：E. Rajanarendar、M. Nagi Reddy、S. Rama Krishna、K. Govardhan Reddy、Y.N. Reddy、M.V. Rajam

  DOI：10.1016/j.ejmech.2012.02.013

  日期：2012.4

  A series of novel methylene bis-isoxazolo[4,5-b]azepines have been synthesized by reaction of 3,5-dimethyl-4-nitroisoxazole 6 with an appropriate methylene bis-chalcones 7 to obtain various Michael adducts 8a-i, which on treatment with SnCl2-MeOH underwent reductive cyclization to afford the title compounds 9a-i. Structure of these compounds were established on the basis of IR, H-1 NMR, C-13 NMR and mass spectral data. The title compounds 9a-i were evaluated for their in vitro antimicrobial and anticancer activities. Compounds 9h and 9i exhibited potent antimicrobial and anticancer activities as that of standard drugs. (C) 2012 Elsevier Masson SAS. All rights reserved.