74368-00-6

Basic information

• Product Name: Eugenyl ethyl ether
• Synonyms: Eugenyl ethyl ether
• CAS NO: 74368-00-6
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• Mol File: 74368-00-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Eugenyl ethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Eugenyl ethyl ether(74368-00-6)
• EPA Substance Registry System: Eugenyl ethyl ether(74368-00-6)

Safety Data

• Hazardous Substances Data: 74368-00-6(Hazardous Substances Data)

Upstream product

• 74-96-4 ethyl bromide 
• 97-53-0 4-allylguaiacol 
• 64-67-5 diethyl sulfate 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 75-03-6 ethyl iodide 

Downstream Products

• 137138-52-4 ethyl isoeugenol 
• 149849-39-8 3-methoxy-4-ethoxy-1-cis-propenyl-benzene 
• 3535-30-6 4-ethoxy-3-methoxybenzoic acid 
• 64-19-7 acetic acid 
• 1346660-48-7 4-(1-bromoallyl)-1-ethoxy-2-methoxybenzene 
• 1346660-50-1 1-(3-methoxy-4-ethoxyphenyl)-2-propen-1-yl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate 
• 1346660-52-3 1-(4-ethoxy-3-methoxyphenyl)allyl 2-(4-chlorophenyl)-3-methylbutanoate 
• 1217193-99-1 3-(2,4-dimethoxyphenyl)-5-(4-ethoxy-3-methoxybenzyl)-4,5-dihydroisoxazole 
• 1217194-06-3 5-(4-ethoxy-3-methoxybenzyl)-3-naphthalen-1-yl-4,5-dihydroisoxazole 
• 3855-98-9 2-ethoxy-5-allyl-phenol 
• 7784-67-0 ethyl isoeugenol 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 120-25-2 4-ethoxy-3-methoxybenzaldehyde 
• 63477-41-8 trans-2-ethoxy-5-(1-propenyl)-phenol 

Relevant articles and documents

Biotechnological Potential of Eugenol and Thymol Derivatives Against Staphylococcus aureus from Bovine Mastitis

Bovine mastitis is an infectious disease that affects the mammary gland of dairy cattle with considerable economic losses. Staphylococcus aureus is the main microorganism involved in this highly contagious process, and the treatment is only using antibiotics. Currently, the search for new treatment and/or compounds is still in need due to microbial resistance. In this work, we evaluated the potential of eugenol and thymol derivatives against S. aureus strains from bovine mastitis. On that purpose, nine derivatives were synthesized from eugenol and thymol (1–9), and tested against 15 strains of S. aureus from subclinical bovine mastitis. Initially, the strains were evaluated for the biofilm production profile, and those with strong adherence were selected to the antimicrobial sensitivity determination in the Minimum Inhibitory Concentration (MIC) assays. Herein the compounds toxicity was also evaluated by in silico analysis using Osiris DataWarrior software. The results showed that 60% of the strains were considered strongly adherent and three strains (S. aureus 4271, 4745 and 4746) were selected for the MIC tests. Among the nine eugenol and thymol derivatives tested, four were active against the evaluated strains (MIC = 32?μg?mL?1) within CLSI standard values. In silico analysis showed that all derivatives had cLopP ??4 and TPSA 140 ?2, and similar theoretical toxicity parameters to some antibiotics currently on the market. These molecules also showed negative drug-likeness values, pointing to the originality of these structures and theoretical feasibility on escaping of resistance mechanism and act against resistant strains. Thus, these eugenol derivatives may be considered as promising for the development of new treatments against bovine mastitis and future exploring on this purpose.

Synthesis of isoquinoline alkaloid derivatives from eugenol

Alkylation under phase-transfer catalysis conditions (18-crown-6/KOH) of eugenol was used for cyclocondensation with nitriles (Ritter reaction), the products of which were isoquinoline derivatives.

Synthesis of novel isoxazolines via 1,3-dipolar cycloaddition and evaluation of anti-stress activity

We have synthesized a series of novel isoxazolines via 1,3-dipolar cycloaddition of in situ generated nitrile oxide from 2,4-dimethoxy benzaldoxime and naphthaldehyde oxime with 4-allyl-2-methoxyphenol derivatives. The synthesized compounds were evaluated for anti-stress activity in acute stress (AS) induced peripheral changes. Adult male Sprague-Dawley rats, subjected to AS, cause a significant increase in gastric ulceration, adrenal gland weight, plasma glucose, corticosterone levels, and creatine kinase activity. Compounds 3d, 3g, 5b, 5c, 5d, and 5g displayed most promising anti-stress effect by reverting these peripheral stress parameters at a dose of 40 mg/kg p.o.