4-formyl-5,7-dimethylcoumarin | 120757-25-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-formyl-5,7-dimethylcoumarin
• 英文别名: 5,7-Dimethyl-2-oxochromene-4-carbaldehyde
• CAS: 120757-25-7
• 化学式: C₁₂H₁₀O₃
• 分子量: 202.21
• InChiKey: PJJBLXKWGARWHA-UHFFFAOYSA-N

物化性质

• 熔点：
  165-166 °C(Solv: benzene (71-43-2))
• 沸点：
  395.6±42.0 °C(Predicted)
• 密度：
  1.311±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  4-formyl-5,7-dimethylcoumarin 在 三乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 10.0h， 生成 4-diazomethyl-5,7-dimethylcoumarin
  参考文献：
  名称：

  Ito, Keiichi; Maruyama, Junko, Journal of Heterocyclic Chemistry, 1988, vol. 25, # 6, p. 1681 - 1687

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 硫酸 、 sodium carbonate 、 二甲基亚砜 作用下， 以 水 为溶剂， 生成 4-formyl-5,7-dimethylcoumarin
  参考文献：
  名称：

  4-甲酰基香豆素合成4-香豆素-4H-吡喃的绿色方法及其抗菌研究

  摘要：

  摘要 以三乙胺为催化剂，在环境友好的条件下，成功合成了一系列 4H-吡喃香豆素衍生物，在室温下反应时间短，收率高。所有合成的化合物均通过光谱分析和筛选对大肠杆菌和金黄色葡萄球菌的抗菌活性，结果很有希望。图形概要

  DOI：

  10.1080/00397911.2017.1336557

文献信息

• Donor-acceptor pyran-2-ones: Absorption and fluorescence spectra of 4-substituted 2<i>H</i>-1-benzo/napthopyran-2-ones
  作者：Rajesh S. Kenny、Uday C. Mashelkar

  DOI：10.1002/jhet.5570430230

  日期：2006.3

  The absorption spectra and emission spectra of 4-substituted 2H-1-benzo/napthopyran-2-ones 3a-1 have been determined in THF and DMSO. The substituent at the 4-position of the 2H-benzo/napthopyran-2-one, establishes a compact conjugation pathway in which the pyran-2-one nucleus can act as an acceptor ring.

  已经确定了在THF和DMSO中4-取代的2 H -1-苯并/萘并吡喃-2-酮3a-1的吸收光谱和发射光谱。在2 H-苯并/萘并吡喃-2-酮的4位上的取代基建立了紧密的共轭途径，其中吡喃-2-一核可充当受体环。
• Design and synthesis of coumarin–imidazole hybrid and phenyl-imidazoloacrylates as potent antimicrobial and antiinflammatory agents
  作者：Megharaja Holiyachi、S. Samundeeswari、Bahubali M. Chougala、Nirmala S. Naik、Jyoti Madar、Lokesh A. Shastri、Shrinivas D. Joshi、Sheshagiri R. Dixit、Suneel Dodamani、Sunil Jalalpure、Vinay A. Sunagar

  DOI：10.1007/s00706-017-2079-5

  日期：2018.3

  Pseudomonas spp. bacterial strains and two strains of fungi studies having Scopulariopsis spp. and Aspergillus terreus organisms. Similarly, antiinflammatory activity of all the compounds was screened against MMP-2 and MMP-9. Both antimicrobial and antiinflammatory results are excellent, among all compounds, sodium acrylate compounds are quite promising against microbial strains and matrix metalloproteins

  摘要在C4位合成了改进的单锅多组分三和四取代香豆素-咪唑杂化物的合成，收率良好。该反应在各种催化剂下进行，获得的优化条件结果令人满意。其中，三取代的香豆素-咪唑杂化化合物被转化为丙烯酸苯基-咪唑。此外，筛选所有新合成的化合物对革兰氏阳性弯曲杆菌和革兰氏阴性假单胞菌的抗菌活性。细菌菌株和两种真菌菌株的研究有鞘藻属。和曲霉生物。类似地，针对MMP-2和MMP-9筛选了所有化合物的抗炎活性。在所有化合物中，抗菌和抗炎效果都非常好，丙烯酸钠化合物在抵抗微生物菌株和基质金属蛋白（MMP）方面很有前途。所有分离的化合物均通过IR，NMR和质谱分析进行了表征。 图形概要
• Solvent-Free Synthesis, Characterization, and In Vitro Biological Activity Study of Xanthenediones and Acridinediones
  作者：Jyoti M. Madar、S. Samundeeswari、Megharaja Holiyachi、Nirmala S. Naik、Varsha Pawar、Parashuram Gudimani、Lokesh A. Shastri、Vijay M. Kumbar、Vinay A. Sunagar

  DOI：10.1134/s1068162021020163

  日期：2021.3

  Abstract The present work highlights the broad range of oxygen and nitrogen heterocycles and their applications in medicinal field. A facial approach has been developed for the synthesis of coumarinyl xanthenes and acridine derivatives via one pot multicomponent reaction using green chemical technique. All the isolated compounds were characterized by spectral analysis such as IR NMR and mass. Compounds

  摘要 本工作着重介绍了氧和氮杂环的广泛范围及其在医学领域中的应用。已经开发出一种面部方法用于通过绿色化学技术通过一锅多组分反应来合成香豆素基黄嘌呤和a啶衍生物。所有分离的化合物均通过光谱分析（例如IR NMR和质量）进行表征。筛选化合物的抗菌和抗炎活性。同时，合成香豆素衍生物的生物活性结果非常重要，并有助于药物化学。
• Design, synthesis, characterization, and biological evaluation of pyrido[1,2-a]pyrimidinone coumarins as promising anti-inflammatory agents
  作者：Jyoti M. Madar、Lokesh A. Shastri、Samundeeswari L. Shastri、Megharaja Holiyachi、Nirmala Naik、Rashmi Kulkarni、Farzanabi Shaikh、Vinay Sungar

  DOI：10.1080/00397911.2017.1397698

  日期：2018.2.16

  Pursuing our recent interest regarding antimicrobial and anti-inflammatory activities of coumarin derivatives, we have synthesized a series of coumarin-linked pyridopyrimidinones by using Baylis Hillman adduct in aqueous condition with high purity. Pyrido[1,2-a]pyrimidin-2-ones are important class of heterocyclic compounds because of their use in medicinal and agro chemistry as active agents. All these newly synthesized compounds were evaluated for their antimicrobial and anti-inflammatory activity. Coumarin pyridopyrimidinones showed excellent anti-inflammatory activity against both MMP-2 and MMP-9 gelatinase zymography, whereas considerable good activity against Gram-positive and Gram-negative bacterial strains; however, antifungal activity observed in these series is more or less inactive. The active compounds of these series would be promising structural templates for the development of novel and more efficient anti-inflammatory agent.
• Talapatra, Sunil Kumar; Pal, Pijus; Biswas, Kallolmay, Journal of the Indian Chemical Society, 1998, vol. 75, # 10-12, p. 590 - 597
  作者：Talapatra, Sunil Kumar、Pal, Pijus、Biswas, Kallolmay、Shaw, Arun、Chakrabarti, Ramaprasad、Talapatra, Bani

  DOI：——

  日期：——