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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
Molecular Weight:
222.24
MDL Number:
MFCD00009190
MOL File:
4046-02-0.mol
Last updated:2024-04-26 17:21:34

Ethyl 4-hydroxy-3-methoxycinnamate 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
LogP 1.940 (est)
CAS DataBase Reference 4046-02-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 5B8915UELW
NIST Chemistry Reference ethyl ferulate(4046-02-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39-36
WGK Germany  3
Hazard Note  Irritant
HS Code  29189900
NFPA 704
1
2 0

Ethyl 4-hydroxy-3-methoxycinnamate price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 320617 Ethyl 4-hydroxy-3-methoxycinnamate 98% 4046-02-0 1g $95.1 2024-03-01 Buy
Sigma-Aldrich 320617 Ethyl 4-hydroxy-3-methoxycinnamate 98% 4046-02-0 5g $206 2024-03-01 Buy
TCI Chemical E0739 Ethyl 4-Hydroxy-3-methoxycinnamate >97.0%(GC) 4046-02-0 5g $24 2024-03-01 Buy
TCI Chemical E0739 Ethyl 4-Hydroxy-3-methoxycinnamate >97.0%(GC) 4046-02-0 25g $93 2024-03-01 Buy
Alfa Aesar L14960 Ethyl 4-hydroxy-3-methoxycinnamate, 99% 4046-02-0 250mg $26.65 2024-03-01 Buy
Product number Packaging Price Buy
320617 1g $95.1 Buy
320617 5g $206 Buy
E0739 5g $24 Buy
E0739 25g $93 Buy
L14960 250mg $26.65 Buy

Ethyl 4-hydroxy-3-methoxycinnamate Chemical Properties,Uses,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

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

Global( 458)Suppliers
Supplier Tel Email Country ProdList Advantage
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 311 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
Anhui Ruihan Technology Co., Ltd
+8617756083858 daisy@anhuiruihan.com China 994 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651 admin@zlchemi.com China 564 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Shanxi Naipu Import and Export Co.,Ltd
+86-13734021967 +8613734021967 kaia@neputrading.com China 1011 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl 4-hydroxy-3-methoxycinnamate pictures 2024-04-27 Ethyl 4-hydroxy-3-methoxycinnamate
4046-02-0
US $32.00 / kg 1kg 99% 5000kg/week Hebei Zhuanglai Chemical Trading Co.,Ltd
Natural Ethyl Ferulate pictures 2024-04-22 Natural Ethyl Ferulate
4046-02-0
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
4-HYDROXY-3-METHOXYCINNAMIC ACID ETHYL ESTER pictures 2023-11-24 4-HYDROXY-3-METHOXYCINNAMIC ACID ETHYL ESTER
4046-02-0
US $15.68 / kg 1kg 99% 100kg Wuhan Han Sheng New Material Technology Co.,Ltd
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) 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 erulic acid ethylester ethyl4-hydro (E)-3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid ethyl ester ethyl Ferulic acid Ethyl4-Hydroxy-3-methoxycinnamate> FeruL 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester ETHYL FERULATE CAS 4046-02-0 ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate ETHYL 4-HYDROXY-3-METHOXYCINNAMATE Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate ETHYL FERULATE FERULIC ACID ETHYL ESTER methoxycinnamate thyl 4'-hydroxy-3'-methoxycinnamate Natural Ethyl Ferulate 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 reference standards from Chinese medicinal herbs (TCM). standardized herbal extract