532-08-1

Basic information

• Product Name: 4-allyl-2-methoxyphenyl cinnamate
• Synonyms: 4-allyl-2-methoxyphenyl cinnamate;2-Methoxy-4-(2-propenyl)phenol 3-phenylpropenoate;Cinnamyl eugenol;Einecs 208-526-4
• CAS NO: 532-08-1
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.34442
• EINECS: 208-526-4
• Mol File: 532-08-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 452°Cat760mmHg
• Flash Point: 193.7°C
• Appearance: /
• Density: 1.113g/cm³
• Vapor Pressure: 2.32E-08mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 4-allyl-2-methoxyphenyl cinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-allyl-2-methoxyphenyl cinnamate(532-08-1)
• EPA Substance Registry System: 4-allyl-2-methoxyphenyl cinnamate(532-08-1)

Safety Data

• Hazardous Substances Data: 532-08-1(Hazardous Substances Data)

Usage

General Description

4-allyl-2-methoxyphenyl cinnamate is a chemical compound with a structure that includes an allyl group, a methoxy group, and a cinnamate group. It is commonly used as an ingredient in sunscreen and other cosmetic products due to its ability to absorb and reflect UV radiation, thereby protecting the skin from sun damage. 4-allyl-2-methoxyphenyl cinnamate is also known for its anti-inflammatory and antioxidant properties, making it beneficial for skincare and dermatological applications. Additionally, it has been studied for its potential use in the treatment of various skin conditions, such as eczema and psoriasis, due to its anti-inflammatory effects. Overall, 4-allyl-2-methoxyphenyl cinnamate is a versatile chemical with a range of potential applications in the fields of cosmetics, skincare, and pharmaceuticals.

InChI:InChI=1/C19H18O3/c1-3-7-16-10-12-17(18(14-16)21-2)22-19(20)13-11-15-8-5-4-6-9-15/h3-6,8-14H,1,7H2,2H3/b13-11+

Upstream product

• 97-53-0 4-allylguaiacol 
• 102-92-1 cinnamoyl chloride 
• 621-82-9 Cinnamic acid 
• 100-52-7 benzaldehyde 
• 691860-39-6 (carbo-4-allyl-2-methoxyphenyloxymethylene)triphenylphosphorane 
• 691860-37-4 2-methoxy-4-vinylphenyl 2-bromoacetate 
• 140-10-3 (E)-3-phenylacrylic acid 

Relevant articles and documents

Antileishmanial lead structures from nature: Analysis of structure-activity relationships of a compound library derived from caffeic acid bornyl ester

Bioassay-guided fractionation of a chloroform extract of Valeriana wallichii (V. wallichii) rhizomes lead to the isolation and identification of caffeic acid bornyl ester (1) as the active component against Leishmania major (L. major) promastigotes (IC50 = 48.8 μM). To investigate the structure-activity relationship (SAR), a library of compounds based on 1 was synthesized and tested in vitro against L. major and L. donovani promastigotes, and L. major amastigotes. Cytotoxicity was determined using a murine J774.1 cell line and bone marrow derived macrophages (BMDM). Some compounds showed antileishmanial activity in the concentration range of pentamidine and miltefosine which are the standard drugs in use. In the L. major amastigote assay compounds 15, 19 and 20 showed good activity with relatively low cytotoxicity against BMDM, resulting in acceptable selectivity indices. Molecules with adjacent phenolic hydroxyl groups exhibited elevated cytotoxicity against murine cell lines J774.1 and BMDM. The Michael system seems not to be essential for antileishmanial activity. Based on the results compound 27 can be regarded as new lead structure for further structure optimization.

Synthesis and antifungal activity of cinnamic acid esters

Cinnamic, p-coumaric and ferulic acids were isolated from pineapple stems (Ananas comosus var. Cayenne). Twenty-four kinds of esters were prepared from these acids, alcohols and the components of Alpinia. Isopropyl 4-hydroxycinnamate (11) and butyl 4-hydroxycinnamate (12) were found to have almost the same effectiveness in antifungal activity against Pythium sp. at l0 ppm as that of the commercial fungicide iprobenfos (Kitazin P).