ChemicalBook Product Catalog Chemical Reagents Organic reagents Esters Ethyl compound Ethyl 4'-hydroxy-3'-methoxycinnamate

Ethyl 4'-hydroxy-3'-methoxycinnamate

Ethyl 4'-hydroxy-3'-methoxycinnamate Basic information
Product Name:Ethyl 4'-hydroxy-3'-methoxycinnamate
Synonyms:ETHYL TRANS-3-(4'-HYDROXY-3'-METHOXYPHENYL)ACRYLATE;BUTTPARK 121\04-55;4-HYDROXY-3-METHOXYCINNAMIC ACID ETHYL ESTER;RARECHEM AL BI 0735;Ethyl ferulate~Ferulic acid ethyl ester~4-Hydroxy-3-methoxycinnamic acid ethyl ester;(E)-3-(4-HYDROXY-3-METHOXY-PHENYL)-ACRYLIC ACID ETHYL ESTER;Ferulic acid ethyl eser;ETHYL 4-HYDROXY-3-METHOXYCINNAMATE (FERULIC ACID ETHYL ESTER)
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;Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Cinnamic acid;Aromatic Esters
Mol File:4046-02-0.mol
Ethyl 4'-hydroxy-3'-methoxycinnamate Structure
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
pka8.88±0.18(Predicted)
color White to Off-White
Sensitive Light Sensitive
BRN 2696807
Stability:Hygroscopic, Light Sensitive
InChIKeyATJVZXXHKSYELS-FNORWQNLSA-N
LogP1.940 (est)
CAS DataBase Reference4046-02-0(CAS DataBase Reference)
NIST Chemistry Referenceethyl ferulate(4046-02-0)
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 Information
ProviderLanguage
SigmaAldrich English
ALFA English
Ethyl 4'-hydroxy-3'-methoxycinnamate Usage And Synthesis
DescriptionFerulic 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.
UsesFerulic acid ethyl ester is an ethyl ester derivative of Ferulic acid (F308900), which is used as an antioxidant and food preservative.
Ethyl 4'-hydroxy-3'-methoxycinnamate Preparation Products And Raw materials
Preparation Products(E)-3-(4-Ethoxy-3-methoxyphenyl)propenoic acid ethyl ester
3-METHOXYCINNAMIC ACID ETHYL COUMARATE Sodium ferulic 3,4,5-TRIMETHOXYCINNAMIC ACID ETHYL ESTER AKOS BBS-00001158 AURORA 2060 Ethyl 4-methylcinnamate 2-PHENYL-4-PIPERONYLIDENE-2-OXAZOLIN-5-ONE ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE ETHYL 3-(2-CHLORO-3,4-DIMETHOXYPHENYL)ACRYLATE (E)-3-(4-hydroxy-3-methoxy-phenyl)acrylic acid methyl este ISOXADIFEN-ETHYL 4-METHOXYCINNAMIC ACID ETHYL ESTER 3,4,5-TRIMETHOXYCINNAMIC ACID ANHYDRIDE AKOS USSH-4110295 3-Methoxycinnamic acid CHLOROPHOSPHONAZO III ETHYL 3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLATE, TECH
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