154490-49-0

Basic information

• Product Name: 1-(3-benzyloxy-4-methoxyphenyl)ethanol
• Synonyms: 1-(3-benzyloxy-4-methoxyphenyl)ethanol
• CAS NO: 154490-49-0
• Molecular Weight: 258.317
• Mol File: 154490-49-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(3-benzyloxy-4-methoxyphenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-benzyloxy-4-methoxyphenyl)ethanol(154490-49-0)
• EPA Substance Registry System: 1-(3-benzyloxy-4-methoxyphenyl)ethanol(154490-49-0)

Safety Data

• Hazardous Substances Data: 154490-49-0(Hazardous Substances Data)

Upstream product

• 75-16-1 methylmagnesium bromide 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 917-54-4 methyllithium 
• 100-44-7 benzyl chloride 
• 621-59-0 isovanillin 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 1141841-42-0 4-(1-azidoethyl)-2-benzyloxy-1-methoxybenzene 
• 162290-05-3 (+/-)-7,3'-dihydroxy-4'-methoxyflavan 
• 154490-51-4 4-(3'-benzyloxy-4'-methoxy)phenyl-2-(3,4-dimethoxyphenyl)-4-oxobutyronitrile 
• 154490-53-6 2-(3,4-dimethoxyphenyl)-4-(3'-benzyloxy-4'-methoxy)phenyl butyric acid 
• 154490-50-3 3'-benzyloxy-3,4,4'-trimethoxy-chalcone 
• 154490-54-7 2-(3,4-dimethoxyphenyl)-4-(3'-hydroxy-4'-methoxy)phenyl butyric acid 
• 113964-89-9 2-(3,4-dimethoxyphenyl)-4-(3'-isopropyloxy-4'-methoxy)phenyl butyric acid 
• 113964-91-3 2-(3,4-dimethoxyphenyl)-6-isopropyloxy-7-methoxy-3,4-dihydronaphthalen-1(2H)-one 
• 23428-77-5 1‐(3‐(benzyloxy)‐4‐methoxyphenyl)ethanone 

Relevant articles and documents

Identification of Interleukin-8-Reducing Lead Compounds Based on SAR Studies on Dihydrochalcone-Related Compounds in Human Gingival Fibroblasts (HGF-1 cells) in Vitro

Background: In order to identify potential activities against periodontal diseases, eighteen dihydrochalcones and structurally related compounds were tested in an established biological in vitro cell model of periodontal inflammation using human gingival fibroblasts (HGF-1 cells). Methods: Subsequently to co-incubation of HGF-1 cells with a bacterial endotoxin (Porphyromonas gingivalis lipopolysaccharide, pgLPS) and each individual dihydrochalcone in a concentration range of 1 μM to 100 μM, gene expression of interleukin-8 (IL-8) was determined by qPCR and cellular interleukin-8 (IL-8) release by ELISA. Results: Structure–activity analysis based on the dihydrochalcone backbone and various substitution patterns at its aromatic ring revealed moieties 20,4,40,60-tetrahydroxy 3-methoxydihydrochalcone (7) to be the most effective anti-inflammatory compound, reducing the pgLPS-induced IL-8 release concentration between 1 μM and 100 μM up to 94%. In general, a 2,4,6-trihydroxy substitution at the A-ring and concomitant vanilloyl (4-hydroxy-3-methoxy) pattern at the B-ring revealed to be preferable for IL-8 release inhibition. Furthermore, the introduction of an electronegative atom in the A,B-linker chain led to an increased anti-inflammatory activity, shown by the potency of 4-hydroxybenzoic acid N-vanillylamide (13). Conclusions: Our data may be feasible to be used for further lead structure designs for the development of potent anti-inflammatory additives in oral care products.

A formal new access to the benzo[c]phenanthridine alkaloids, synthesis of Nitidine and O-Methyl Fagaronine analogues

Previously unreported 2-aryl-1-naphthylamines were obtained in good yields from 2-aryl-1-tetraloneoximes by using the Semmler-Wolf reaction but omitting the acetic anhydride usually present in the reaction mixture. From these amines, through the thermal cyclization of their corresponding ethyl carbamates, a new access to the benzo[c]phenanthridin-6(5H)-ones was found. Preparation of water-soluble Nitidine and O-Methyl Fagaronine analogues bearing an alkylamino side chain on the C-6 position was achieved from these compounds.