74476-05-4

Basic information

• Product Name: (E)-3-(4-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one
• Synonyms: (E)-3-(4-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one
• CAS NO: 74476-05-4
• Molecular Weight: 226.235
• Mol File: 74476-05-4.mol

Chemical Properties

• CAS DataBase Reference: (E)-3-(4-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(4-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one(74476-05-4)
• EPA Substance Registry System: (E)-3-(4-hydroxyphenyl)-1-(pyrazin-2-yl)prop-2-en-1-one(74476-05-4)

Safety Data

• Hazardous Substances Data: 74476-05-4(Hazardous Substances Data)

Upstream product

• 22047-25-2 acetylpyrazine 
• 123-08-0 4-hydroxy-benzaldehyde 

Relevant articles and documents

Ring substituted 3-phenyl-1-(2-pyrazinyl)-2-propen-1-ones as potential photosynthesis-inhibiting, antifungal and antimycobacterial agents

Four series of ring substituted (E)-3-phenyl-1-(2-pyrazinyl)-2-propen-1-ones were prepared by means of modified Claisen-Schmidt condensation of acetylpyrazines with aromatic aldehydes. The structures were confirmed by elemental analysis, IR, 1H NMR and 13C NMR spectra. The compounds were tested for specific biological properties and some derivatives exhibited photosynthesis-inhibiting, antifungal and antimycobacterial properties. The most pronounced effects were observed with compounds substituted with phenolic groups. Ortho-hydroxyl substituted derivatives were more potent than the corresponding para-hydroxyl substituted analogues.

Chalcones and their pyrazine analogs: synthesis, inhibition of aldose reductase, antioxidant activity, and molecular docking study

Abstract: Chalcones and their pyrazine analogs synthesized by Claisen–Schmidt condensation were tested for inhibition of aldose reductase, which is the key enzyme in the development of secondary diabetic complications. The most active compounds exerted IC50 values within the micromolar scale, and their interactions with the enzyme were described in a molecular docking study. Antioxidant activity of several representative compounds was explored in DPPH (2,2-diphenyl-1-picrylhydrazyl) assay, revealing significant scavenging for 4-hydroxy-substituted derivatives endowed with electron-donating methoxy substituent in position 3 of the ring B. To conclude, the novel chalcones hydroxylated and methoxylated in the B-ring and their pyrazine analogs exhibited significant aldose reductase inhibition activity, albeit lower in comparison with the reference epalrestat. Medium antioxidant activity (not exceeding the antioxidant efficacy of the standard Trolox) was shown by the representative compounds tested.