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Ethyl 4-methoxycinnamate

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CAS:24393-56-4
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CAS:24393-56-4
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Products Intro: Product Name:Ethyl 4-methoxycinnamate
CAS:24393-56-4
Purity:0.98 Package:20MG;50MG;100MG;1G;5G;1KG
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Products Intro: Product Name:Ethyl 4-methoxycinnamate
CAS:24393-56-4
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Ethyl 4-methoxycinnamate Basic information
Product Name:Ethyl 4-methoxycinnamate
Synonyms:3-(4-METHOXYPHENYL)ACRYLIC ACID ETHYL ESTER;ETHYL 4-METHOXYCINNAMATE;RARECHEM AL BI 0241;Methoxycinnamicacidethylester;4-METHOXYCINNAMIC ACID ETHYL ESTER 98+%;P-methoxyl ethyl cinnamate;4-Methoxycinnamic Acid Ethyl Ester Ethyl 3-(4-Methoxyphenyl)acrylate 3-(4-Methoxyphenyl)acrylic Acid Ethyl Ester;ParaMethoxyethylcinnaMate
CAS:24393-56-4
MF:C12H14O3
MW:206.24
EINECS:202-494-5
Product Categories:Cinnamic acid
Mol File:24393-56-4.mol
Ethyl 4-methoxycinnamate Structure
Ethyl 4-methoxycinnamate Chemical Properties
Melting point 49°C
Boiling point 187 °C / 15mmHg
density 1.080±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
color Off-White
Water Solubility insoluble in water
BRN 2210033
LogP2.650 (est)
NIST Chemistry ReferenceEthyl p-methoxycinnamate(24393-56-4)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39-24/25
WGK Germany 3
HS Code 29189900
MSDS Information
Ethyl 4-methoxycinnamate Usage And Synthesis
Chemical PropertiesWhite crystalline, soluble in methanol, ethanol, DMSO and other organic solvents, derived from cinnamon.
UsesEthyl 4-methoxycinnamate is an derivative of 4-methoxycinnamic acid, an antihyperglycemic/hypoglycemic agent that works by stimulating insulin secretion from pancreas and could be developed into a new potential for therapeutic agent used in type 2 diabetic patients.
PreparationEthyl 4-methoxycinnamate synthesis: 4-Methoxycinnamic Acid (0.60 g, 3.36 mmol) was dissolved in 10 mL of dry N,N-dimethylformamide (DMF) in a 25-mL, roundbottomed flask. Cesium carbonate (1.65 g, 5.06 mmol) was added followed by iodoethane (1.0 mL, 12.5 mmol). The flask was capped (rubber septum) and the heterogeneous mixture stirred vigorously at 50 °C for one hour. After this time, HCl (1.0 M, 4.0 mL) was added to quench the reaction. The liquid was decanted from any remaining solid and extracted with 3 : 1 hexanes/ethyl acetate (2 x 10 mL). The organic layer was washed with brine (20 mL), dried with MgSO4, filtered, and solvent removed. The remaining oil solidified on standing to form colorless prisms.
Synthesis of ethyl 4-methoxycinnamate
Synthesis of ethyl 4-methoxycinnamate
General DescriptionEthyl p-methoxycinnamate (EPMC) is a natural product found in K. galanga and C. zedoaria extracts with anti-inflammatory, antiangiogenic, antifungal, larvicidal, and analgesic activities. It inhibits COX-1 and COX-2 in vitro (IC50s = 1.12 and 0.83 μM, respectively) and reduces IL-1 and TNF-α production in vivo. EPMC inhibits granuloma tissue formation and acts as an analgesic, delaying tail flick time, in a dose-dependent manner in rats. It inhibits blood vessel growth in rat aortic explants (IC50 = 91.9 μg/ml). EPMC (<10 μg/ml) also reduces growth of T. rubrum, A. niger, S. cerevisiae, and E. floccosum and is larvicidal (LC50 = 53.64 ppm) against Ae. aegypti.
Tag:Ethyl 4-methoxycinnamate(24393-56-4) Related Product Information
Ethylparaben Ethanol Ethyl formate Ethyl acetate 3,4-Dimethoxycinnamonitrile Ethyl cinnamate ISOXADIFEN-ETHYL Ethyl 4-methylcinnamate 4-(Trifluoromethyl)cinnamic acid Ethyl 4-methoxybenzoate Ethyl acrylate Ethyl oleate Acrylic acid 4-Bromocinnamic acid 4-Methoxycinnamic acid Octyl 4-methoxycinnamate Ethyl pyruvate Ethyl cyanoacetate