59831-94-6

Basic information

• Product Name: Isopropyl ferulate
• Synonyms: TRANS-ISOPROPYL FERULATE;PROPAN-2-YL (E)-3-(4-HYDROXY-3-METHOXY-PHENYL)PROP-2-ENOATE;trans-Isopropyl;Isopropyl ferulate;3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid 1-methylethyl ester;4-Hydroxy-3-methoxycinnamic acid isopropyl ester;Isopropyl 3-(4-hydroxy-3-Methoxyphenyl)acrylate;iso-proylFerulic acid
• CAS NO: 59831-94-6
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26
• Mol File: 59831-94-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 358.2 °C at 760 mmHg
• Flash Point: 131.9 °C
• Appearance: /
• Density: 1.145 g/cm³
• Vapor Pressure: 1.25E-05mmHg at 25°C
• Refractive Index: 1.556
• PKA: 8?+-.0.20(Predicted)
• CAS DataBase Reference: Isopropyl ferulate(CAS DataBase Reference)
• NIST Chemistry Reference: Isopropyl ferulate(59831-94-6)
• EPA Substance Registry System: Isopropyl ferulate(59831-94-6)

Safety Data

• Hazardous Substances Data: 59831-94-6(Hazardous Substances Data)

Usage

General Description

Isopropyl ferulate is a chemical compound with the molecular formula C12H16O4. It is derived from ferulic acid, which is naturally found in various plants. Isopropyl ferulate is commonly used as a food additive and an ingredient in cosmetics and personal care products due to its antioxidant and anti-inflammatory properties. It has also been studied for its potential use in pharmaceuticals and as a sunscreen agent. Isopropyl ferulate exhibits a range of biological activities, including antimicrobial, antitumor, and anti-aging effects, making it a versatile and valuable compound in various industries.

InChI:InChI=1/C13H16O4/c1-9(2)17-13(15)7-5-10-4-6-11(14)12(8-10)16-3/h4-9,14H,1-3H3/b7-5+

Upstream product

• 56766-77-9 i-propyl malonic half ester 
• 121-33-5 vanillin 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 67-63-0 isopropyl alcohol 

Relevant articles and documents

Synthesis of Novel Antiviral Ferulic Acid-Eugenol and Isoeugenol Hybrids Using Various Link Reactions

To develop novel antiviral agents, some novel conjugates between ferulic acid and eugenol or isoeugenol were designed and synthesized by the link reaction. The antiviral activities of compounds were evaluated using the half leaf dead spot method. Bioassay results showed acceptable antiviral activities of some conjugates against the tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV). Compounds A9, A10, E1, and E4 showed remarkable curative, protective, and inactivating effects on TMV and CMV at 500 μg mL-1. Notably, these compounds exhibited excellent protective effects on TMV and CMV. The EC50 values of compounds A9, A10, E1, and E4 against TMV were 180.5, 169.5, 211.4, and 135.5 μg mL-1, respectively, and those against CMV were 210.5, 239.1, 218.4, and 178.6 μg mL-1, respectively, which were superior to those of ferulic acid (471.5 and 489.2 μg mL-1), eugenol (456.3 and 463.2 μg mL-1), isoeugenol (478.4 and 487.5 μg mL-1), and ningnanmycin (246.5 and 286.6 μg mL-1). Then, the antiviral mechanisms of compound E4 were investigated by determining defensive enzyme activities and multi-omics analysis. The results indicated that compound E4 resisted the virus infection by enhancing defensive responses via inducing the accumulation of secondary metabolites from the phenylpropanoid biosynthesis pathway in tobacco.

Ferulic acid ester derivative containing quinazoline, as well as preparation method and purpose of ferulic acid ester derivative

The invention discloses a ferulic acid ester derivative containing quinazoline, as well as a preparation method and a purpose of the ferulic acid ester. A structural general formula (I) of the ferulic acid ester derivative containing the quinazoline is as follows: R1 is methyl, ethyl, n-propyl, isopropyl and normal-butyl; R2 is hydrogen, 6,7-dimethoxy and 6,7-bis-methoxyethoxy. The ferulic acid ester derivative containing the quinazoline can resist the cucumber mosaic virus, the tobacco mosaic virus, the southern rice black-streaked dwarf virus and the rice stripe virus.The structural general formula (I) is shown in the specification.

One-pot preparation of phenylpropanoid esters co-catalyzed by boric acid and piperidine

Phenylpropanoid esters, especially those with hydroxyl and/or methoxy groups on the benzene ring, are important medicinal chemicals or intermediates. They are usually prepared by esterification of their corresponding substituted cinnamic acids with various alcohols. However, the esterification procedures often suffer from environmentally hazardous problems when sulfuric acid is used as a catalyst or suffer from unsatisfactory yields and expensive raw material when enzyme is applied as a catalyst. In this paper, a convenient one-pot process for preparing various phenylpropanoid esters from substituted benzaldehydes bearing hydroxyl and/or methoxyl groups has been developed. The alcohols react first with malonic acid catalyzed by boric acid to form monomalonate, then without separation, let the resultant mixture immediately react with the injected various substituted benzaldehydes in the presence of piperidine to afford the desired esters with moderate to good yields. Springer Science+Business Media B.V. 2011.