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Ethyl 4-methoxycinnamate

Ethyl 4-methoxycinnamate Structure
CAS No.
24393-56-4
Chemical Name:
Ethyl 4-methoxycinnamate
Synonyms
ETHYL P-METHOXYCINNAMATE;4-METHOXYCINNAMIC ACID ETHYL ESTER;Ethyl trans-4-methoxycinnamate;ethyl (E)-4-methoxycinnamate;(E)-Ethyl p-methoxycinnamate;ETHYL 3-(4-METHOXYPHENYL)ACRYLATE;EPMC;RARECHEM AL BI 0241;Ethyl 4-Methoxyciamate;Ethyl 4-methoxycinmate
CBNumber:
CB5205790
Molecular Formula:
C12H14O3
Molecular Weight:
206.24
MOL File:
24393-56-4.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:11

Ethyl 4-methoxycinnamate 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)
form Solid
color Off-White
Water Solubility insoluble in water
BRN 2210033
LogP 2.650 (est)
NIST Chemistry Reference Ethyl p-methoxycinnamate(24393-56-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Risk Statements  36/37/38
Safety Statements  26-36/37/39-24/25
WGK Germany  3
HS Code  29189900
NFPA 704
0
1 0

Ethyl 4-methoxycinnamate price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 42479 Ethyl trans-4-methoxycinnamate analytical standard 24393-56-4 10MG ₹16865.35 2022-06-14 Buy
TCI Chemicals (India) M1204 Ethyl 4-Methoxycinnamate min. 98.0 % 24393-56-4 5G ₹6200 2022-05-26 Buy
TCI Chemicals (India) M1204 Ethyl 4-Methoxycinnamate min. 98.0 % 24393-56-4 25G ₹8800 2022-05-26 Buy
Product number Packaging Price Buy
42479 10MG ₹16865.35 Buy
M1204 5G ₹6200 Buy
M1204 25G ₹8800 Buy

Ethyl 4-methoxycinnamate Chemical Properties,Uses,Production

Chemical Properties

White crystalline, soluble in methanol, ethanol, DMSO and other organic solvents, derived from cinnamon.

Uses

Ethyl 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.

Preparation

Ethyl 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 Description

Ethyl 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.

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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 1-(tert-butoxycarbonyl)-4-(4-Methoxyphenyl)pyrrolidine-3-carboxylic acid (E)-Ethyl 3-(4-Methoxyphenyl)acrylate Ethyl 4-Methoxyciamate (E)-3-(4-Methoxyphenyl)-2-propenoic acid ethyl ester Ethyl (E)-3-(4-methoxyphenyl)-2-propenoate trans-4-Methoxycinnamic acid ethyl ester Ethyl 4-methoxycinmate Ethyl para-methoxycinnamate 2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester, (2E)- Ethyl 4-methoxycinnamate USP/EP/BP Ferulic acid,ethyl ester,4-Methoxycinnamic Acid Ethyl Ester,Ethyl trans-4-methoxycinnamate,ethyl p-methoxycinnamate,3-(4-Methoxyphenyl)acrylic Acid Ethyl trans-p-methoxycinnamate trans-p-Methoxycinnamic acid ethyl ester Ethyl4-Methoxycinnamate> EPMC 4-METHOXYCINNAMIC ACID ETHYL ESTER ETHYL P-METHOXYCINNAMATE ETHYL 3-(4-METHOXYPHENYL)ACRYLATE Ethyl trans-4-methoxycinnamate ethyl (E)-4-methoxycinnamate (E)-Ethyl p-methoxycinnamate Ethyl trans-4-methoxycinnamate-d3 24393-56-4 Cinnamic acid