ChemicalBook > CAS DataBase List > Ethyl 4-hydroxy-3-methoxycinnamate

Ethyl 4-hydroxy-3-methoxycinnamate

Product Name
Ethyl 4-hydroxy-3-methoxycinnamate
CAS No.
4046-02-0
Chemical Name
Ethyl 4-hydroxy-3-methoxycinnamate
Synonyms
ETHYL FERULATE;methoxycinnamate;FERULIC ACID ETHYL ESTER;ETHYL 4-HYDROXY-3-METHOXYCINNAMATE;Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate;FeruL;BBR 3222;NSC 14879;ethyl4-hydro;BUTTPARK 121\04-55
CBNumber
CB9360604
Molecular Formula
C12H14O4
Formula Weight
222.24
MOL File
4046-02-0.mol
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Ethyl 4-hydroxy-3-methoxycinnamate Property

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
LogP
1.940 (est)
CAS DataBase Reference
4046-02-0(CAS DataBase Reference)
NIST Chemistry Reference
ethyl ferulate(4046-02-0)
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Safety

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

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
320617
Product name
Ethyl 4-hydroxy-3-methoxycinnamate
Purity
98%
Packaging
1g
Price
$95.1
Updated
2024/03/01
Sigma-Aldrich
Product number
320617
Product name
Ethyl 4-hydroxy-3-methoxycinnamate
Purity
98%
Packaging
5g
Price
$206
Updated
2024/03/01
TCI Chemical
Product number
E0739
Product name
Ethyl 4-Hydroxy-3-methoxycinnamate
Purity
>97.0%(GC)
Packaging
5g
Price
$24
Updated
2024/03/01
TCI Chemical
Product number
E0739
Product name
Ethyl 4-Hydroxy-3-methoxycinnamate
Purity
>97.0%(GC)
Packaging
25g
Price
$93
Updated
2024/03/01
Alfa Aesar
Product number
L14960
Product name
Ethyl 4-hydroxy-3-methoxycinnamate, 99%
Packaging
250mg
Price
$26.65
Updated
2024/03/01
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Ethyl 4-hydroxy-3-methoxycinnamate Chemical Properties,Usage,Production

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.

Synthesis

To an ice-chilled suspension of trans-ferulic acid (1.942 g, 10 mmol, 1 eq) in absolute ethanol (20 mL) was added thionyl chloride (0.87 mL, 12 mmol, 1.2 eq). The resulting mixture was refluxed with stirring for 20 h. The solution was concentrated in vacuo, dissolved in ethyl acetate (30 mL) and washed with a 1 M HCI solution (15 mL), saturated NaHCOs solution (15 mL) and brine (15 mL). The organic layer was dried over anhydrous NajSC and concentrated in vacuo to afford Ethyl 4-hydroxy-3-methoxycinnamate as an orange oil (2.185 g, yield: 98%).

Ethyl 4-hydroxy-3-methoxycinnamate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 4-hydroxy-3-methoxycinnamate Suppliers

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View Lastest Price from Ethyl 4-hydroxy-3-methoxycinnamate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ethyl 4-hydroxy-3-methoxycinnamate 4046-02-0
Price
US $32.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-04-26
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Ethyl 4-hydroxy-3-methoxycinnamate 4046-02-0
Price
US $500.00-300.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-23
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ethyl 4'-hydroxy-3'-methoxycinnamate 4046-02-0
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-17

4046-02-0, Ethyl 4-hydroxy-3-methoxycinnamateRelated Search:

Ethyl acetate Ferulic Acid Cinnamic acid ISOXADIFEN-ETHYL Ethyl pyruvate Ethyl formate Sodium ferulic 2-Ethylhexyl ferulate Ethyl acrylate Octyl 4-methoxycinnamate Ethyl oleate Ethanol Ethyl glycolate Ethyl cinnamate Ethyl 4-methylcinnamate Ethyl cyanoacetate Ethylparaben 4-Hydroxycinnamic acid

  • 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
  • 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)
  • erulic acid ethylester
  • ethyl4-hydro
  • (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid ethyl ester
  • ethyl Ferulic acid
  • 4-Hydroxy-3-methoxycinnamic Acid Ethyl Ester Ethyl Ferulate Ferulic Acid Ethyl Ester
  • cis-3-(4-Hydroxy-3-Methoxyphenyl)-2-propensaeure-ethylester
  • BBR 3222
  • NSC 14879
  • (E)-ethyl 3-(4-hydroxy-3-Methoxyphenyl)acrylate
  • Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate, Ethyl ferulate, Ethyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
  • 3-(3-Methoxy-4-hydroxyphenyl)propenoic acid ethyl ester
  • 3-(4-Hydroxy-3-methoxyphenyl)propenoic acid ethyl ester
  • FERULIC ACID ETHYLESTER(RG)
  • Ethyl 4-hydroxy-3-methoxycinnamate,Ethyl ferulate
  • Ethyl 4-hydroxy-3-methoxyciamate
  • hyl 4'-hydroxy-3'-MethoxycinnaMate
  • Ethyl4-Hydroxy-3-methoxycinnamate&gt
  • FeruL
  • 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester
  • ETHYL FERULATE CAS 4046-02-0
  • methoxycinnamate
  • ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
  • thyl 4'-hydroxy-3'-methoxycinnamate
  • Natural Ethyl Ferulate
  • Ethyl 4'-hydroxy-3'-methoxycinnamate
  • Ethyl 4'-hydroxy-3'-methoxycinnamate|||Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate|||Ferulic acid ethyl ester
  • 4046-02-0
  • 046-02-0
  • C12H14O4
  • C12H15O4
  • HOC6H3OCH3CHCHCO2C2H5
  • Esters
  • Organic Building Blocks
  • C12 to C63
  • Carbonyl Compounds
  • Building Blocks
  • Building Blocks
  • C12 to C63
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical