110450-65-2

Basic information

• Product Name: (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]prop-2-en-1-ol
• Synonyms: (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]prop-2-en-1-ol
• CAS NO: 110450-65-2
• Molecular Weight: 224.257
• Mol File: 110450-65-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]prop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]prop-2-en-1-ol(110450-65-2)
• EPA Substance Registry System: (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]prop-2-en-1-ol(110450-65-2)

Safety Data

• Hazardous Substances Data: 110450-65-2(Hazardous Substances Data)

Upstream product

• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 62427-71-8 (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]acrylaldehyde 

Downstream Products

• 685530-97-6 1,7-bis(4-hydroxy-3-methoxy-phenyl)heptan-3-one 
• 953758-44-6 1-(4-hydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)heptan-3-one 
• 62427-71-8 (E)-3-[3-methoxy-4-(methoxymethoxy)phenyl]acrylaldehyde 
• 110450-73-2 (E)-3-[3-[(E)-3-(3-Methoxy-4-methoxymethoxy-phenyl)-allyloxy]-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(2,4,6-tris-methoxymethoxy-phenyl)-propenone 
• 134037-02-8 (E)-3-{4-Hydroxy-3-[(E)-3-(3-methoxy-4-methoxymethoxy-phenyl)-allyloxy]-phenyl}-1-(2,4,6-tris-methoxymethoxy-phenyl)-propenone 
• 134037-01-7 4-Hydroxy-3-[(E)-3-(3-methoxy-4-methoxymethoxy-phenyl)-allyloxy]-benzaldehyde 
• 110450-66-3 3-[(E)-3-(3-Methoxy-4-methoxymethoxy-phenyl)-allyloxy]-4-(2-trimethylsilanyl-ethoxymethoxy)-benzaldehyde 

Relevant articles and documents

Synthesis of natural and non-natural curcuminoids and their neuroprotective activity against glutamate-induced oxidative stress in HT-22 cells

A strategy for the synthesis of natural and non-natural 5-deoxy-6,7-dihydrocurcuminoids (diarylheptanoids) was developed for the preparation of 14 compounds with varying aromatic substituent patterns and a different functionality in the aliphatic seven-carbon chain. The in vitro protective activity against glutamate-induced neuronal cell death was examined in the murine hippocampal cell line HT-22 to find structural motifs responsible for neuroprotective effects in vitro. Among the tested compounds the ferulic acid-like unit, present in the structures of (E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-en-3-one (5) and (E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hept-1-en-3-one (7), appeared to be an important feature for protection against glutamate-induced neurotoxicity. Both compounds demonstrated significant neuroprotective activity in a concentration range between 1 and 25 ～M without showing toxic effects in a cytotoxicity assay with HT-22 cells. Furthermore, (E)-1,7-bis(3,4-dihydroxyphenyl)hept-1-en-3-one (9), exhibiting a caffeic acid-like structural motif, displayed a neuroprotective activity at a nontoxic concentration of 25 ～M. In contrast, (1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione (4, di-O-demethylcurcumin) showed mainly cytotoxic effects. A corresponding single-ring analogue that contains the ferulic acid-like unit as an enone was not active.