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Ethyl 4'-hydroxy-3'-methoxycinnamate

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Ethyl 4'-hydroxy-3'-methoxycinnamate Basic information

Product Name:
Ethyl 4'-hydroxy-3'-methoxycinnamate
Synonyms:
  • ETHYL 4-HYDROXY-3-METHOXYCINNAMATE
  • Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
  • ETHYL TRANS-3-(4'-HYDROXY-3'-METHOXYPHENYL)ACRYLATE
  • ETHYL FERULATE
  • FERULIC ACID ETHYL ESTER
  • BUTTPARK 121\04-55
  • 4-HYDROXY-3-METHOXYCINNAMIC ACID ETHYL ESTER
  • RARECHEM AL BI 0735
CAS:
4046-02-0
MF:
C12H14O4
MW:
222.24
EINECS:
223-745-5
Product Categories:
  • Building Blocks
  • C12 to C63
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
  • Aromatic Esters
  • Cinnamic acid
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors
Mol File:
4046-02-0.mol
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Ethyl 4'-hydroxy-3'-methoxycinnamate Chemical Properties

Melting point:
63-65 °C(lit.)
Boiling point:
164-166 °C0.5 mm Hg(lit.)
Density 
1.0643 (rough estimate)
refractive index 
1.4560 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
pka
8.88±0.18(Predicted)
color 
White to Off-White
Sensitive 
Light Sensitive
BRN 
2696807
Stability:
Hygroscopic, Light Sensitive
InChIKey
ATJVZXXHKSYELS-FNORWQNLSA-N
CAS DataBase Reference
4046-02-0(CAS DataBase Reference)
NIST Chemistry Reference
ethyl ferulate(4046-02-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29189900

MSDS

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Ethyl 4'-hydroxy-3'-methoxycinnamate Usage And Synthesis

Description

Ferulic acid is a hydroxycinnamic acid that is abundant in plants and originally derived from giant fennel (F. communis). This naturally-occurring phenolic has antioxidant activities that provide protection against inflammation and cancer. Ferulic acid ethyl ester is a lipophilic derivative of ferulic acid, demonstrating increased ability to cross cell membranes. Ferulic acid ethyl ester has less antioxidant capacity than ferulic acid in neuronal PC12 cells (IC50 = 66.7 μM for ferulic acid ethyl ester vs. 44.6 μM for ferulic acid, 2,2-diphenyl-1-picrylhydrazyl radical scavenging). However, ferulic acid ethyl ester increases the expression of heme oxygenase-1, Hsp70, and Hsp72, providing neuroprotection against amyloid β-peptide. Moreover, ferulic acid ethyl ester (25 μM) completely prevents cytotoxicity induced by ultraviolet B irradiation of normal human epidermal melanocytes, again associated with an induced expression of heme oxygenase-1 and Hsp70.

Uses

Ferulic acid ethyl ester is an ethyl ester derivative of Ferulic acid (F308900), which is used as an antioxidant and food preservative.

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