4-chloro-8-methylcoumarin-3-carboxaldehyde | 51069-86-4

• 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-chloro-8-methylcoumarin-3-carboxaldehyde
• 英文别名: 8-Methyl-4-chlor-3-formylcumarin；4-chloro-8-methyl-2-oxo-2H-chromene-3-carbaldehyde；4-Chloro-8-methyl-2-oxochromene-3-carbaldehyde
• CAS: 51069-86-4
• 化学式: C₁₁H₇ClO₃
• 分子量: 222.628
• InChiKey: AQGUAGLDJIFGKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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-chloro-8-methylcoumarin-3-carboxaldehyde 在 盐酸羟胺 作用下， 生成
  参考文献：
  名称：

  Mulwad; Hegde, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 11, p. 1558 - 1564

  摘要：

  DOI：
• 作为产物：
  描述：

  4-羟基-8-甲基-2H-色烯-2-酮 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 生成 4-chloro-8-methylcoumarin-3-carboxaldehyde
  参考文献：
  名称：

  Mulwad; Hegde, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 11, p. 1558 - 1564

  摘要：

  DOI：

文献信息

• Synthesis of<i>meso</i>-tetrakis(4-chlorocoumarin-3-yl)porphyrins
  作者：M. Amaravathi、B. Rajitha、M. Kanakalingeswara Rao、P. Sitadevi

  DOI：10.1002/jhet.5570440411

  日期：2007.7

  meso-Tetrakis(4-chlorocoumarin-3-yl)porphyrins were prepared by condensation of corresponding 4-chlorocoumarin-3-carboxaldehydes and pyrrole in the presence of trifluoro acetic acid (TFA) in dichloromethane followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). These porphyrins exhibited the atropisomerism due to ortho substituent of meso aryl groups. The atropisomers of meso-tetrakis(4-chl

  内消旋-四（4-氯香豆素-3-基）卟啉是通过在二氯甲烷中在三氟乙酸（TFA）存在下缩合相应的4-氯香豆素-3-羧醛和吡咯，然后用2,3-二氯-氧化制备的。 5,6-二氰基-1,4-苯醌（DDQ）。这些卟啉由于内消旋芳基的邻位取代而表现出阻转异构性。分离并通过1 H-nmr光谱鉴定了内消旋-四（4-氯-6-甲基香豆素-3-基）卟啉的阻转异构体。合成了这些卟啉的锌配合物，并通过ms，1 H nmr，ir和uv-vis光谱进行了表征。
• Synthesis of a new series of 2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-ones by two facile methods and evaluation of their antimicrobial activity
  作者：Apoorva A. Patel、Hemali B. Lad、Kinnar R. Pandya、Chirag V. Patel、Dinkar I. Brahmbhatt

  DOI：10.1007/s00044-013-0489-4

  日期：2013.10

  A series of novel 2-(2-oxo-2H-chromen-3-yl)-5H-chromeno[4,3-b]pyridin-5-ones 4a-4l have been synthesized using two methodologies (using Mannich base of 4-hydroxy coumarin and 4-chloro-3-formyl coumarin) (Patel et al., 2012) and assayed for their antibacterial activity against gram-positive bacteria viz. Bacillus subtilis (MTCC 441), Staphylococcus aureus (MTCC 96) and gram-negative bacteria viz. Escherichia coli (MTCC 443), Salmonella typhimurium (MTCC 98). The compounds 4a-4l were also assayed for their antifungal activity against Aspergillus niger (MTCC 282) and Candida albicans (MTCC 227). All the compounds 4a-4l exhibited potent inhibitory activity against gram-positive bacteria compared to standard drugs at the tested concentrations. The compounds also showed appreciable activity against gram-negative bacteria as well as fungi. The compounds 4e, 4f, 4i, 4k, and 4l are found to be the most proficient members of the series and emerged as potential molecules for further development.
• Moorty,S.R. et al., Indian Journal of Chemistry, 1973, vol. 11, p. 854 - 856
  作者：Moorty,S.R. et al.

  DOI：——

  日期：——