2',4',3,4,5-pentamethoxychalcone | 125966-75-8

• 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: 2',4',3,4,5-pentamethoxychalcone
• 英文别名: 3,4,5-trimethoxybenzal-2,4-dimethoxyacetophenone；2',3,4,4',5-pentamethoxychalcone；1-(2,4-dimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• CAS: 125966-75-8
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: MGRRLDUZDMYFMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2',4',3,4,5-pentamethoxychalcone 在 一水合肼 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 10.0h， 生成 1-(phenylamino)thiocarbonyl-3-(2,4-dimethoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydropyrazole
  参考文献：
  名称：

  Mohamed; Khalile; Ismail, Journal of the Indian Chemical Society, 2005, vol. 82, # 9, p. 833 - 837

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 、 2,4-二甲氧基苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2',4',3,4,5-pentamethoxychalcone
  参考文献：
  名称：

  取代苯磺酰胺作为细胞凋亡诱导抗癌剂的机理研究。

  摘要：

  在开发具有靶向作用的强效细胞毒性化合物的方法中，采用系统方法来设计和初步合成母体化合物 A1、A8、A13 和 A14，然后合成 A1 (A2-A7) 和 A8 (A9-A12) 的其他类似物) 通过 IR、NMR、质量和元素技术进行表征。通过各种机制研究评估了这些化合物对 DU-145、MCF-7、HCT-15、HT-29 细胞系的体外抗增殖活性和细胞凋亡诱导潜力。与母体化合物和标准药物5-氟尿嘧啶相比，化合物A2、A9、A10表现出显着的细胞毒活性。化合物 A2 在大多数测试的细胞系中表现出优异的细胞毒性，IC50 值小于 1 µM。此外，化合物 A2 还诱导 DU-145 细胞凋亡，如 DAPI 染色、Annexin V-FITC 测定、ROS 生成和线粒体膜改变研究所示。上述研究描述了合成的化合物A2作为有效的抗癌剂，具有诱导前列腺癌细胞凋亡的能力。

  DOI：

  10.1016/j.bioorg.2019.103539

文献信息

• Monodisperse NiPd alloy nanoparticles decorated on mesoporous graphitic carbon nitride as a catalyst for the highly efficient chemoselective reduction of α,β-unsaturated ketone compounds
  作者：Cetin Bayrak、Abdullah Menzek、Melike Sevim

  DOI：10.1039/d0nj03104f

  日期：——

  Herein, the study reported extraordinary chemoselective reduction with selectivity (>99%) by the catalytic transfer hydrogenation of various α,β-unsaturated ketones with a catalyst of NiPd alloy nanoparticles decorated on mesoporous graphitic carbon nitride (NiPd/mpg-C3N4) under mild conditions in a water/methanol medium. NiPd alloy NPs were synthesized by the reduction of metal salts in oleylamine

  本文中，研究报告称，通过在介孔石墨氮化碳上装饰NiPd合金纳米粒子的催化剂（NiPd / mpg-C 3 N 4）催化转移各种α，β-不饱和酮，可实现非凡的化学选择性还原（> 99％）。）在水/甲醇介质中的温和条件下。通过在硼烷-叔丁胺的帮助下在油胺（OAm）溶液中还原金属盐，合成NiPd合金NP ，然后通过液相自组装法在mpg-C 3 N 4上修饰。通过TEM，XRD和ICP-MS对NiPd / mpg-C 3 N 4纳米催化剂进行了表征。NiPd / mpg-C 3 N4纳米催化剂是用于化学选择性还原α，β-不饱和酮的高活性催化剂，所有有机化合物均以高收率和99％的选择性转化。另外，该催化剂可以重复使用五次而不会显着降低反应产率。
• Growth and characterisation of 2′, 3, 4, 4′, 5-Pentamethoxychalcone (PMC) – For non linear optical applications
  作者：J. Balaji、S. Prabu、P. Srinivasan

  DOI：10.1016/j.molstruc.2016.11.081

  日期：2017.4

  Abstract An organic NLO crystal, 2′, 3, 4, 4′, 5-Pentamethoxychalcone (PMC) with a dimension of 13 × 10 × 3 mm 3 was grown by slow evaporation method. The cell parameters of PMC crystal was confirmed by Powder X-ray diffraction. FTIR and FTRaman spectroscopy were used for the identification of functional groups for the various modes of vibrations. The UV cut off range has been determined by using optical

  摘要 采用缓慢蒸发法生长了尺寸为13 × 10 × 3 mm 3 的有机NLO 晶体2', 3, 4, 4', 5-五甲氧基查尔酮(PMC)。PMC晶体的晶胞参数通过粉末X射线衍射确定。FTIR 和 FTRaman 光谱用于鉴定各种振动模式的官能团。紫外截止范围已通过使用光吸收研究确定。已通过 TG-DTA 研究分析了生长晶体的热稳定性。还进行了因子组分析和介电研究。对 PMC 进行了光致发光研究。使用 Gaussian 03 软件使用 DFT 计算进行一阶超极化率和 HOMO-LUMO 分析。使用 Kurtz & 研究 PMC 晶体的非线性光学 (NLO) 行为
• Synthesis and biological evaluation of simple methoxylated chalcones as anticancer, anti-inflammatory and antioxidant agents
  作者：Babasaheb P. Bandgar、Shrikant S. Gawande、Ragini G. Bodade、Jalinder V. Totre、Chandrahas N. Khobragade

  DOI：10.1016/j.bmc.2009.11.066

  日期：2010.2

  Chalcones have been identified as interesting compounds with cytotoxicity, anti-inflammatory and antioxidant properties. In the present study, simple methoxychalcones were synthesized by Claisen-Schmidt condensation reaction and evaluated for above biological activities. The structures of the compounds were established by IR, (1)H NMR and mass spectral analysis. The data revealed that compound 3s (99-100% at 10 mu M concentration) completely inhibit the selected five human cancer cell lines as compared to standard flavopiridol and gemcitabine (70-90% at 700 nM and 500 nM concentrations, respectively), followed by 3a, 3n, 3o, 3p, 3q, 3r. Among the tested compounds 3l, 3m, 3r, and 3s exhibited promising anti-inflammatory activity against TNF-alpha and IL-6 with 90-100% inhibition at 10 mu M concentration. DPPH free radical scavenging activity was given by the compounds 3o, 3n, 3l, 3r, 3m, 3a, 3p, 3c and 3s at 1 mM concentration. Overall, 3s was obtained as lead compound with promising anticancer, anti-inflammatory and antioxidant activities. Bioavailability of compounds were checked by in vitro cytotoxicity study and confirmed to be nontoxic. The structure activity relationship (SAR) and in silico drug relevant properties (HBDs, HBAs, PSA, c Log P, ionization potential, molecular weight, E(HOMO) and E(LUMO)) further confirmed that the compounds were potential candidates for future drug discovery study. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and antiinflammatory activity of some new 1,3,5-trisubstituted pyrazolines bearing benzene sulfonamide
  作者：I.G. Rathish、Kalim Javed、Shamim Ahmad、Sameena Bano、M.S. Alam、K.K. Pillai、Surender Singh、Vivek Bagchi

  DOI：10.1016/j.bmcl.2008.10.105

  日期：2009.1

  Nineteen new 2-pyrazoline bearing benzenesulfonamide derivatives were synthesized by condensing chalcones with 4-hydrazinonbenzenesulfonamide hydrochloride. Their chemical structures were proved by means of IR, H-1 NMR, C-13 NMR, mass spectroscopic and elemental analyses data. These compounds were tested at dose of 20 mg/kg for their anti-inflammatory activity in carrageenan-induced rat paw edema model and volume of paw edema was measured at 0, 3 and 5 h. Two compounds 3k and 3l were found to be more active than celecoxib throughout the study (at 3 and 5 h). While two other compounds 3m and 3n showed more potent activity than celecoxib at 5 h. They are devoid of ulcerogenic potential when administered orally at a dose of 60 mg/kg. Compounds (3k-m) showed COX-1 and COX-2 inhibitory activity at 0.05 mu M. (C) 2008 Elsevier Ltd. All rights reserved.
• Usifoh, C. O.; Olugbade, T. A.; Onawumi, G. O., Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 1069 - 1071
  作者：Usifoh, C. O.、Olugbade, T. A.、Onawumi, G. O.、Oluwadiya, J.O.、Reisch, J.

  DOI：——

  日期：——