Ethyl 4-hydroxy-3-methoxycinnamate

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

Hebei Shengyang Water Conservancy Engineering Co., Ltd.

Product: Ethyl 4-hydroxy-3-methoxycinnamate 4046-02-0
Price: US $18.00-18.00/kg
Min. Order: 1kg
Purity: 99.9
Supply Ability: 5000
Release date: 2024-05-10

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

BINBO BIOLOGICAL CO.,LTD

Product: Natural Ethyl Ferulate 4046-02-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99.8%
Supply Ability: 1000 kg
Release date: 2024-03-26

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

4046-02-0

046-02-0

C12H14O4

C12H15O4

HOC6H3OCH3CHCHCO2C2H5

Esters

Organic Building Blocks

C12 to C63

Carbonyl Compounds

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).