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Ethyl caffeate

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Ethyl caffeate manufacturers

  • ETHYL CAFFEATE
  • ETHYL CAFFEATE pictures
  • $41.00
  • 2026-07-15
  • CAS:102-37-4
  • Purity: 98.79%
  • Supply Ability: 10g
  • ETHYL CAFFEATE
  • ETHYL CAFFEATE pictures
  • 2023-09-24
  • CAS:102-37-4
  • Min. Order: 100kg
  • Purity: 98%
  • Supply Ability: 1 ton
  • Ethyl caffeate
  • Ethyl caffeate pictures
  • 2023-02-24
  • CAS:102-37-4
  • Min. Order: 20mg
  • Purity: ≥98%(HPLC)
  • Supply Ability: 10 g
Ethyl caffeate Basic information
Product Name:Ethyl caffeate
Synonyms: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 caffeate
CAS:102-37-4
MF:C11H12O4
MW:208.21
EINECS:000-000-0
Product Categories:
Mol File:102-37-4.mol
Ethyl caffeate Structure
Ethyl caffeate Chemical Properties
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
pka8.71±0.18(Predicted)
color Light yellow to yellow
Cosmetics Ingredients FunctionsSKIN CONDITIONING
LogP2.560
Safety Information
MSDS Information
Ethyl caffeate Usage And Synthesis
DescriptionEthyl 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 PropertiesYellow to tan crystals; characteristic aromatic odor. Insoluble in water; very soluble in alcohol.
UsesFood antioxidant.
DefinitionChEBI: 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
Ethanol

64-17-5

Caffeic acid

331-39-5

ETHYL 3,4-DIHYDROXYCINNAMATE

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 50iNOS; 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 materialsEthanol-->Caffeic acid
Tag:Ethyl caffeate(102-37-4) Related Product Information
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