532-08-1

Usage

Uses

Used in Cosmetic Industry:
4-allyl-2-methoxyphenyl cinnamate is used as an ingredient in sunscreen and other cosmetic products for its capacity to protect the skin from sun damage by absorbing and reflecting UV radiation.
Used in Skincare:
4-allyl-2-methoxyphenyl cinnamate is used as a skincare agent due to its anti-inflammatory and antioxidant properties, which are beneficial for maintaining skin health and treating various skin conditions.
Used in Pharmaceutical Industry:
4-allyl-2-methoxyphenyl cinnamate is used as a potential therapeutic agent for the treatment of skin conditions such as eczema and psoriasis, leveraging its anti-inflammatory effects to alleviate symptoms and improve skin health.

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 
• 691860-37-4 2-methoxy-4-vinylphenyl 2-bromoacetate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 100-52-7 benzaldehyde 
• 691860-39-6 (carbo-4-allyl-2-methoxyphenyloxymethylene)triphenylphosphorane 

Relevant academic research and scientific papers

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.

Useful synthesis of aryl cinnamates: synthesis of difengpin

A convenient high yield and general method is described for the synthesis of difengpin (8a) and aryl cinnamates (8b-h and 9a,b) from benzaldehydes (7a-h)

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).