2979-06-8

Basic information

• Product Name: P-hydroxyl ethyl cinnaMate
• Synonyms: ETHYL-p-COUMARATE(P);2-Propenoic acid, 3-(4-hydroxyphenyl)-, ethyl ester;Ethyl p-coumarate;NSC 408777
• CAS NO: 2979-06-8
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21118
• Mol File: 2979-06-8.mol
• Article Data: 89

Chemical Properties

• Melting Point: 73～74℃
• Boiling Point: 320.2 °C at 760 mmHg
• Flash Point: 136.5 °C
• Appearance: /
• Density: 1.162 g/cm³
• Vapor Pressure: 0.000172mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: P-hydroxyl ethyl cinnaMate(CAS DataBase Reference)
• NIST Chemistry Reference: P-hydroxyl ethyl cinnaMate(2979-06-8)
• EPA Substance Registry System: P-hydroxyl ethyl cinnaMate(2979-06-8)

Safety Data

• Hazardous Substances Data: 2979-06-8(Hazardous Substances Data)

Usage

Chemical Properties

White or off-white solid powder

InChI:InChI=1/C11H12O3/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-8,12H,2H2,1H3/b8-5+

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 123-08-0 4-hydroxy-benzaldehyde 
• 64-17-5 ethanol 
• 105-36-2 ethyl bromoacetate 
• 64-67-5 diethyl sulfate 
• 7400-08-0 para-coumaric acid 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 106-41-2 4-bromo-phenol 
• 140-88-5 ethyl acrylate 
• 767-00-0 4-cyanophenol 
• 74-99-7 prop-1-yne 
• 1071-46-1 hydrogen ethyl malonate 
• 7400-08-0 p-Coumaric Acid 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 160651-07-0 3-(4-hydroxycyclohexyl)propionic acid ethyl ester 
• 25743-64-0 trans-p-acetoxycinnamic acid ethyl ester 
• 60377-07-3 (Z)-3-{4-[3-(4-Chloro-phenoxy)-2-hydroxy-propoxy]-phenyl}-acrylic acid ethyl ester 
• 83021-94-7 ethyl p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamate 
• 84243-76-5 ethyl p-(3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyloxy)cinnamate 
• 83021-95-8 ethyl p-hydroxycinnamate trimethylsilyl ether 
• 84243-73-2 ethyl p-(2,3,4,6-tetra-O-methyl-β-D-glucopyranosyloxy)cinnamate 
• 84243-72-1 ethyl p-(2,3,4,6-tetra-O-methyl-α-D-glucopyranosyloxy)cinnamate 
• 3901-07-3 3-(4-methoxy-phenyl)acrylic acid methyl ester 
• 2979-06-8 cis-3-(4-Hydroxyphenyl)-2-propensaeure-ethylester 
• 244293-43-4 ethyl (E)-3-(4-(((tert-butyldimethylsilyl)oxy)phenyl)acrylate) 
• 104315-07-3 (E)-ethyl 3-(4-(benzyloxy)phenyl)acrylate 
• 939769-45-6 ethyl 3-(4-geranyloxyphenyl)-2-trans-propenoate 

Relevant articles and documents

Preparation of Cinnamate Esters from Styrenes

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4'-O-beta-d-glucosyl-cis-p-coumaric acid - A natural constituent of Sphagnum fallax cultivated in bioreactors

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Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae)

Cinnamic acid derivatives (CAD's) represent a great alternative in the search for insecticides against Aedes aegypti mosquitoes since they have antimicrobial and insecticide properties. Ae. aegypti is responsible for transmitting Dengue, Chikungunya, and Zika viruses, among other arboviruses associated with morbimortality, especially in developing countries. In view of this, in vitro analyses of n-substituted cinnamic acids and esters were performed upon 4th instar larvae (L4) of Ae. aegypti, as well as, molecular docking studies to propose a potential biological target towards this mosquitoes species. The larvicide assays proved that n-substituted ethyl cinnamates showed a more pronounced activity than their corresponding acids, in which p-chlorocinnamate (3j) presented a LC50 value of 8.3 μg/mL. Thusly, external morphologic alterations (rigid and elongated body, curved bowel, and translucent or darkened anal papillae) of mosquitoes’ group exposed to compound 3j, were observed by microscopy. In addition, an analytical method was developed for the quantification of the most promising analog by using high-performance liquid chromatography with UV detection (HPLC-UV). Molecular docking studies suggested that the larvicide action is associated with inhibition of acetylcholinesterase (AChE) enzyme. Therefore, expanding the larvicidal study with the cinnamic acid derivatives against the vector Ae. aegypti is important for finding search for more effective larvicides and with lower toxicity, since they have already shown good larvicidal properties against Ae. aegypti.

Hybrids of 4-hydroxy derivatives of goniothalamin and piplartine bearing a diester or a 1,2,3-triazole linker as antiproliferative agents

A library of nine hybrids of 4-hydroxygoniothalamin (2), 4-hydroxypiplartine (4), monastrol (5) and oxo-monastrol (6) was prepared via a modular synthetic route with a diester or a 1,2,3-triazole as linkers. The compounds were assayed against a panel of h