ChemicalBook > CAS DataBase List > ETHYL CAFFEATE

ETHYL CAFFEATE

Product Name: ETHYL CAFFEATE
CAS No.: 102-37-4
Chemical Name: ETHYL CAFFEATE
Synonyms: Caffeic acid ethyl ester;Ethyl caffeate;Ethyl caffeoate;Caffeoyl acetate;ETHYL CAFFEATE b;CaffeoylEthylEster;4-dihydroxyphenyl)acrylate;Caffeic acidETHYL CAFFEATE;CAFFEIC ACID ETHYLESTER(RG);Ethyl Caffeate CAS 102-37-4
CBNumber: CB2512389
Molecular Formula: C11H12O4
Formula Weight: 208.21
MOL File: 102-37-4.mol

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ETHYL CAFFEATE Property

Melting point:: 149.5 °C
Boiling point:: 377.0±32.0 °C(Predicted)
Density: 1.271±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO: 250 mg/mL (1200.71 mM)
form: Solid
pka: 8.71±0.18(Predicted)
color: Light yellow to yellow
LogP: 2.560

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TRC

Product number: E937468
Product name: Ethylcaffeoate
Packaging: 50mg
Price: $60
Updated: 2021/12/16

Usbiological

Product number: 300248
Product name: Ethyl caffeate
Packaging: 20mg
Price: $255
Updated: 2021/12/16

ChemScene

Product number: CS-W019100
Product name: EthylCaffeate
Purity: 98.91%
Packaging: 5g
Price: $51
Updated: 2021/12/16

ChemScene

Product number: CS-W019100
Product name: EthylCaffeate
Purity: 98.91%
Packaging: 10g
Price: $85
Updated: 2021/12/16

AK Scientific

Product number: Z3811
Product name: Ethyl3-(3,4-dihydroxyphenyl)acrylate
Packaging: 5g
Price: $97
Updated: 2021/12/16

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ETHYL CAFFEATE Chemical Properties,Usage,Production

Description

Ethyl Caffeate is a natural phenolic compound isolated from Bidens pilosa. It suppresses NF-κB activation and its downstream inflammatory mediators, inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and prostaglandin E2 (PGE2) in vitro or in mouse skin.

Chemical Properties

Yellow to tan crystals; characteristic aromatic odor. Insoluble in water; very soluble in alcohol.

Uses

Food antioxidant.

Definition

ChEBI: Ethyl trans-caffeate is an ethyl ester resulting from the formal condensation of the carboxy group of trans-caffeic acid with ethanol. It has a role as an anti-inflammatory agent and an antineoplastic agent. It is an alkyl caffeate ester and an ethyl ester. It is functionally related to a trans-caffeic acid.

Synthesis

64-17-5

331-39-5

66648-50-8

Caffeic acid (0.5 g, 2.77 mmol) was dissolved in dry ethanol (20 mL) followed by the addition of concentrated sulfuric acid (0.5 mL, 96%, v/v). The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (100 mL) and washed with 5% aqueous sodium bicarbonate to neutral pH. the organic layer was subsequently washed with distilled water and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure and the residue was purified by silica gel column chromatography (40% ethyl acetate-hexane as eluent) to afford the target product ethyl 3,4-dihydroxycinnamate (382 mg, 81%) as a white solid. The product characterization data were as follows: melting point 128-140 °C; 1H NMR (400 MHz, DMSO-d6, 25 °C) δ (ppm): 9.58 (br s, 1H, OH), 9.14 (br s, 1H, OH), 7.47 (d, J = 15.93 Hz, 1H, CH=CH), 7.05 (s, 1H, ArH), 7.00 (dd, J = 8.24, 1.16 Hz, 1H, ArH), 6.76 (d, J = 8.12 Hz, 1H, ArH), 6.26 (d, J = 15.89 Hz, 1H, CH=CO), 4.16 (q, J = 7.04 Hz, 2H, CH2CH3), 1.24 (t, J = 7.08 Hz, 3H, CH2CH3) ; 13C NMR (101 MHz, DMSO-d6, 25 °C) δ (ppm): 167.01, 148.83, 146.02, 145.45, 125.97, 121.80, 116.19, 115.26, 114.51, 60.15, 14.73; HRMS m/z calculated for C10H12O4 (H+): 209.0808; found: 209.0811.

IC 50

iNOS; NF-κB; COX-2

References

[1] Journal of Pharmacy and Pharmacology, 2018, vol. 70, # 10, p. 1349 - 1356
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 22, p. 7182 - 7193
[3] Molecules, 2010, vol. 15, # 9, p. 6152 - 6167
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6085 - 6088
[5] Journal of Agricultural and Food Chemistry, 2008, vol. 56, # 4, p. 1376 - 1386

ETHYL CAFFEATE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from ETHYL CAFFEATE manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Ethyl caffeate 102-37-4
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-04-26

Career Henan Chemical Co

Product: ETHYL CAFFEATE 102-37-4
Price: US $9.80/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 20 tons
Release date: 2020-01-10

102-37-4, ETHYL CAFFEATERelated Search:

METHYL CAFFEATE Phenethyl caffeate Chlorogenic acid ETHYL CAFFEATE CYNARIN ECHINACOSIDE RESCINNAMINE 3,4,5-TRIMETHOXYCINNAMIC ACID ETHYL ESTER Ethyl 4-hydroxy-3-methoxycinnamate ChicoricAcid Caffeic acid Rosmarinic acid ETHYL 3-(2-CHLORO-3,4-DIMETHOXYPHENYL)ACRYLATE 2-PHENYL-4-PIPERONYLIDENE-2-OXAZOLIN-5-ONE Cyclohexanecarboxylic acid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, monopotassium salt, [1S-(1alpha,3beta,4alpha,5alpha)]-, compd. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (1:1) 2-(1-THIENYL)ETHYL 3,4-DIHYDROXYBENZYLIDENECYANOACETATE ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE ISOBUTYL ALPHA-CYANO-3,4-METHYLENEDIOXYCINNAMATE

Caffeic acid ethyl ester

3-(3,4-Dihydroxyphenyl)acrylic acid ethyl ester

3-(3,4-Dihydroxyphenyl)propenoic acid ethyl ester

3,4-Dihydroxybenzeneacrylic acid ethyl ester

Ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3,4-Dihydroxycinnamic acid ethyl ester

2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, ethyl ester

CAFFEIC ACID ETHYLESTER(RG)

Ethyl 3-(3,4-dihydroxyphenyl)acrylate

Ethyl caffeate

Ethyl 3-(3,4-dihydroxyphenyl)

4-dihydroxyphenyl)acrylate

Caffeoyl acetate

ETHYL CAFFEATE b

CaffeoylEthylEster

Caffeic acidETHYL CAFFEATE

Ethyl caffeoate

Ethyl Caffeate CAS 102-37-4

ETHYL CAFFEATE, 10 mM in DMSO

102-37-4