52247-01-5

Basic information

• Product Name: Benzene, 1,1'-(1,3-propanediyl)bis[3,4-dimethoxy-
• Synonyms: Benzene,1,1'-(1,3-propanediyl)bis[3,4-dimethoxy
• CAS NO: 52247-01-5
• Molecular Formula: C19H24O4
• Molecular Weight: 316.397
• Mol File: 52247-01-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1,3-propanediyl)bis[3,4-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,3-propanediyl)bis[3,4-dimethoxy-(52247-01-5)
• EPA Substance Registry System: Benzene, 1,1'-(1,3-propanediyl)bis[3,4-dimethoxy-(52247-01-5)

Safety Data

• Hazardous Substances Data: 52247-01-5(Hazardous Substances Data)

Upstream product

• 5703-21-9 3,4-dimethoxyphenylacetaldehyde 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 7355-34-2 1,3‐bis(3,4‐dimethoxyphenyl)prop‐2‐en‐1‐one 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 97-93-8 triethylaluminum 
• 4087-62-1 1,3-bis(3,4-dimethoxyphenyl)propane-1-one 

Downstream Products

• 100976-54-3 1,3-Bis(3',4'-dihydroxyphenyl)-propane 

Relevant articles and documents

Structural optimization of natural product nordihydroguaretic acid to discover novel analogues as AcrB inhibitors

Drug efflux pumps confer multidrug resistance to dangerous bacterial pathogens which makes these proteins promising drug targets. Herein, we present initial chemical optimization and structure-activity relationship (SAR) data around a previously described efflux pump inhibitor, nordihydroguaretic acid (NDGA). Four series of novel NDGA analogues that target Escherichia coli AcrB were designed, synthesized and evaluated for their ability to potentiate the activity of antibiotics, to inhibit AcrB-mediated substrate efflux and reduce off-target activity. Nine novel structures were identified that increased the efficacy of a panel of antibiotics, inhibited drug efflux and reduced permeabilization of the bacterial outer and inner membranes. Among them, WA7, WB11 and WD6 possessing broad-spectrum antimicrobial sensitization activity were identified as NDGA analogues with favorable properties as potential AcrB inhibitors, demonstrating moderate improvement in potency as compared to NDGA. In particular, WD6 was the most broadly active analogue improving the activity of all four classes of antibacterials tested.

Synthesis and biological evaluation of chalcone, dihydrochalcone, and 1,3-diarylpropane analogs as anti-inflammatory agents

Twenty-one chalcones were prepared via aldol condensation and subsequent reduction of these compound led to the corresponding dihydrochalcone and 1,3-diphenylpropane derivatives. The synthetic products were examined for their effects on NO inhibition in L

Aerobic Oxidative Intramolecular Aromatic Coupling via Heterogeneous Metal Catalysts

An aerobic, heterogeneously catalyzed oxidative intramolecular coupling reaction of aromatic compounds is reported here. Using commercially available, recyclable heterogeneous metal catalysts, the coupling reactions of o-terphenyls and 1,ω-biarylalkanes proceeded quickly under mild conditions, i.e., at room temperature under oxygen as a co-oxidant almost all within 1 h, to provide the corresponding coupled products like triphenylenes and phenanthrenes in good to excellent yields. This reaction is an easily handled, practical, and atom-economical coupling method, which is of great importance in modern organic syntheses. (Figure presented.).