1-acetyl-4,5-dihydro-5-(4-(1-acetyl-4,5-dihydro-3-(4-methoxyphenyl)pyrazol-5-yl)phenyl)-3-(4-methoxyphenyl)pyrazole | 96504-15-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-acetyl-4,5-dihydro-5-(4-(1-acetyl-4,5-dihydro-3-(4-methoxyphenyl)pyrazol-5-yl)phenyl)-3-(4-methoxyphenyl)pyrazole
• 英文别名: 1,1'-(5,5'-(1,4-phenylene)bis(3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-5,1-diyl))diethanone；1,1'-(5,5'-(1,4-phenylene)bis(3-(4-methoxyphenyl)-1H-pyrazole-5,1(4H,5H)-diyl))diethanone；1-[3-[4-[2-Acetyl-5-(4-methoxyphenyl)-3,4-dihydropyrazol-3-yl]phenyl]-5-(4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 96504-15-3
• 化学式: C₃₀H₃₀N₄O₄
• 分子量: 510.593
• InChiKey: HWEZMCFGEGJGJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  83.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Terephthalbis(p-methoxyacetophenone) 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-acetyl-4,5-dihydro-5-(4-(1-acetyl-4,5-dihydro-3-(4-methoxyphenyl)pyrazol-5-yl)phenyl)-3-(4-methoxyphenyl)pyrazole
  参考文献：
  名称：

  杂环。7.合成新的吡唑啉

  摘要：

  DOI：

  10.1021/je00042a042

文献信息

• ‘One-pot’ ultrasound irradiation promoted synthesis and spectral characterization of an array of novel 1,1′-(5,5′-(1,4-phenylene)bis(3-aryl-1H-pyrazole-5,1(4H,5H)-diyl))diethanones, a bis acetylated pyrazoles derivatives
  作者：V. Kanagarajan、M.R. Ezhilarasi、M. Gopalakrishnan

  DOI：10.1016/j.saa.2010.11.038

  日期：2011.2

  An array of novel 1,1'-(5,5'-(1,4-phenylene)bis(3-aryl-1H-pyrazole-5,1(4H,5H)-diyl))diethanones, a bis acetylated pyrazoles derivatives are synthesized in 'one-pot' by ultrasound irradiation method and are characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (1H and 13C) and two-dimensional NOESY spectra. The methylene and methane protons of pyrazoles moiety splits signal

  一系列新型1,1'-（5,5'-（1,4-亚苯基）双（3-芳基-1H-吡唑-5,1（4H，5H）-二基））二酮，双乙酰化吡唑衍生物通过超声辐射法在“一锅法”中合成，并通过熔点，元素分析，MS，FT-IR，一维NMR（1H和13C）和二维NOESY光谱进行表征。吡唑部分的亚甲基和甲烷质子在质子NMR光谱中以ABX模式分裂信号，NOESY光谱证实了关键的nOe相关性。
• Synthesis and anticancer activities of 1,4-phenylene-bis-N-acetyl- and N-phenylpyrazoline derivatives
  作者：Meliha Burcu Gürdere、Onur Gümüş、Ayse Sahin Yaglioglu、Yakup Budak、Mustafa Ceylan

  DOI：10.1007/s11164-016-2697-2

  日期：2017.3

  characterized by nuclear magnetic resonance (NMR) and infrared (IR) spectroscopic methods and elemental analysis. Compounds 3a–h and 4a–h were investigated to evaluate their anticancer activities against C6 (rat brain tumor cells) and HeLa (human uterus carcinoma) in vitro using a dose-dependent assay from 5 to 100 μM with 5-fluorouracil (5-FU) as standard anticancer drug. Compound 3a showed higher

  新型1,4-亚苯基-双-N-乙酰基（3a - h）和双-N-苯基吡唑啉衍生物（4a - h）是通过将水合肼和苯肼加入双查尔酮衍生物（1a - h）中获得的。乙酸和乙酸/乙醇分别在回流条件下反应4小时和8小时。用核磁共振（NMR）和红外（IR）光谱法及元素分析对所获得的双-N-乙酰基吡唑啉和双-N-苯基吡唑啉衍生物的结构进行表征。化合物3a – h和4a– h使用5-氟尿嘧啶（5-FU）作为标准抗癌药，以5至100μM的剂量依赖性试验研究了其在体外对C6（大鼠脑肿瘤细胞）和HeLa（人子宫癌）的抗癌活性。与5-FU相比，化合物3a显示出更高的针对HeLa细胞的细胞选择性活性。化合物3a – h（3d除外）对这两种细胞的活性均优于5-FU，特别是在高浓度下。与5-FU相比，化合物4c显示出更高的针对C6细胞的细胞选择性活性。化合物3a作为针对HeLa细胞的抗癌药物可能特别有前途。
• Novel Synthesis of bis Acetylated Hybrid Pyrazoles as Potent Anticandidiasis Agents
  作者：V. Kanagarajan、M. R. Ezhilarasi、M. Gopalakrishnan

  DOI：10.5012/jkcs.2011.55.2.256

  日期：2011.4.20

  Bis acetylated hybrid pyrazoles 을 합성하여 이들 화합물에 대해 녹는점, 원소분석, MS, FT-IR, one-dimensional $^1H,-$ 및 $^13}C$-NMR로 분석하였다. 합성한 화합물들에 대해 in vitro 항균활성을 Candida sp. namely Candida albicans, Candida glabrata, Candida parapsilosis, Candida dubliniensis 및 Candida tropicali 균에 대해 수행하였다. Pyrazoles의 페닐고리에 작용기($-CH_3$, $-OCH_3$, -F, -Cl, 및 Br)가 있는 화합물은 Candida species에 대해서 강한 활성을 나타내었다. A new series of bis acetylated hybrid pyrazoles were synthesized and characterized by their melting point, elemental analysis, MS, FT-IR, one-dimensional $^1H$, and $^13}C$ NMR spectroscopic data. All the synthesized compounds were tested for their in vitro antifungal activities against Candida sp. namely Candida albicans, Candida glabrata, Candida parapsilosis, Candida dubliniensis and Candida tropicalis. A close inspection of the in vitro anticandidal activity profile in differently electron donating ($CH_3$ and $OCH_3$) and electron withdrawing (-F, -Cl, and Br) functional group substituted phenyl rings of novel hybrid pyrazoles exerted strong anticandidal activity against all the tested Candida species.

  >-NMR。 合成的新系列双乙酰基杂化吡唑通过熔点、元素分析、质谱、FT-IR、一维$^1H$和$^13}C$-NMR进行了表征。
• REDDY, D. BHASKAR;SEENAIAH, B.;ESWARAIAH, S.;SESHAMMA, T.;RAMANA, REDDY M+, J. INDIAN CHEM. SOC., 66,(1989) N2, C. 893-896
  作者：REDDY, D. BHASKAR、SEENAIAH, B.、ESWARAIAH, S.、SESHAMMA, T.、RAMANA, REDDY M+

  DOI：——

  日期：——
• EL-RAYYES, NIZAR;AL-JOHARY, ABDEL-JABBAR, A., J. CHEM. AND ENG. DATA, 1985, 30, N 4, 500-502
  作者：EL-RAYYES, NIZAR、AL-JOHARY, ABDEL-JABBAR, A.

  DOI：——

  日期：——