53940-49-1

Basic information

• Product Name: 2-methoxy-4-(oxiranylmethyl)phenol
• Synonyms: 2-methoxy-4-(oxiranylmethyl)phenol;4-(2,3-Epoxypropyl)-2-methoxyphenol;4-(Epoxypropane)-2-methoxyphenol;Ccris 1154;Einecs 258-878-8;Eugeno-2',3'-oxide;Phenol, 2-methoxy-4-(2-oxiranylmethyl)-;p-Hydroxy-m-methoxyphenylpropylene oxide
• CAS NO: 53940-49-1
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20048
• EINECS: 258-878-8
• Mol File: 53940-49-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 253.02°C (rough estimate)
• Flash Point: 143.5°C
• Appearance: /
• Density: 1.1185 (rough estimate)
• Vapor Pressure: 0.000266mmHg at 25°C
• Refractive Index: 1.5220 (estimate)
• PKA: 10.04±0.20(Predicted)
• CAS DataBase Reference: 2-methoxy-4-(oxiranylmethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-4-(oxiranylmethyl)phenol(53940-49-1)
• EPA Substance Registry System: 2-methoxy-4-(oxiranylmethyl)phenol(53940-49-1)

Safety Data

• Hazardous Substances Data: 53940-49-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H12O3/c1-12-10-5-7(2-3-9(10)11)4-8-6-13-8/h2-3,5,8,11H,4,6H2,1H3

Upstream product

• 97-53-0 4-allylguaiacol 

Downstream Products

• 2503-46-0 1-(4-hydroxy-3-methoxyphenyl)2-propanone 
• 27391-18-0 3'-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol 
• 54844-36-9 3-(3,4-dimethoxyphenyl)propane-1,2-diol 
• 54910-32-6 (R)-3-3(3,4-dimethoxyphenyl)propane-1,2-diol 
• 20736-21-4 1-(4-hydroxy-3-methoxyphenyl)-2-propanol 

Relevant articles and documents

Novel propanolamine derivatives attached to 2-metoxifenol moiety: Synthesis, characterization, biological properties, and molecular docking studies

The synthesis of seven new ?-amino alcohols was designed and performed by starting from eugenol, a natural phenolic compound known to be biologically active. The synthesized compounds were obtained in yields ranging from 54 to 81%. Molecule structures were determined with FT-IR, 1H NMR and 13C NMR spectroscopies. In addition, the inhibitory effects of these substances on acetylcholinesterase (AChE), α-glycosidase (α-Gly), human carbonic anhydrase I (hCA I), and human carbonic anhydrase II (hCA II) enzymes have been investigated. It has been seen that all compounds have a better ability to inhibit compared to existing tried inhibitors. Among these, the best inhibitor against AChE enzyme is 2b (Ki 62.08 ± 11.67 μM and IC50 90.33), and against α-Gly, 2c showed the highest effect (Ki 0.33 ± 0.08 μM and IC50 0.28). The best inhibitor against hCA I, and hCA II enzymes is compound 2f. For hCA I and hCA II, Ki value was measured as 9.68 ± 1.32 and 11.46 ± 2.64 μM and IC50 values as 7.37 and 8.26 μM respectively. The interactions of the studied new propanolamine derivatives with the enzymes were done by molecular docking calculations and their biological activities were compared to the experimental tests. Studied enzymes in molecular docking calculations are acetylcholinesterase (AChE) is PDB ID: 4M0E, α-glycosidase (α-Gly) is PDB ID: 1R47, human carbonic anhydrase isoenzyme I (hCA I) PDB ID: 3LXE is human carbonic anhydrase isoenzyme II (hCA II) is PDB ID: 5 AML.

Synthesis of four eugenol metabolites

Four eugenol metabolites were concisely synthesized and their structures were confirmed by1H-NMR,13C-NMR and high-resolution mass (HR-MS). Among them, the synthesis of eugenol-β-D-glucuronide (3) and eugenol sulfate (4) was reported for the first time. The successful synthesis of the four eugenol metabolites provides a material basis for further metabolic study of prodrug aspirin euge-nol ester (AEE).

NOVEL 1-PHENYLMONO- OR -POLYHYDROXYPROPANE COMPOUNDS, COMPOSITIONS AND COSMETIC USES THEREOF

The present invention relates to novel compounds of formula (I) to compositions comprising same, and also to the use thereof for preventing and/or cosmetically treating the signs of aging of the skin.