20375-42-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Acetoxycinnamic acid is used as a starting material for the preparation of various pharmaceuticals due to its potential antioxidant and anticancer properties. It is particularly valuable in the development of new drugs targeting cancer cells, as it may contribute to the modulation of oncological signaling pathways and the enhancement of chemo-sensitivity in resistant cases.
Used in Fragrance Industry:
3-Acetoxycinnamic acid is used as a key intermediate in the production of fragrances, leveraging its chemical properties to create a variety of scent profiles for use in perfumes, cosmetics, and other scented products.
Used in Food Industry:
As a flavoring agent, 3-Acetoxycinnamic acid is utilized in the food industry to impart specific tastes and enhance the flavor profiles of various food products, contributing to the overall sensory experience of consumers.
Used in Organic Synthesis:
3-Acetoxycinnamic acid serves as a crucial intermediate in organic synthesis, enabling the creation of a wide range of organic compounds for diverse applications across different industries, including the production of specialty chemicals and materials.

InChI:InChI=1/C11H10O4/c1-8(12)15-10-4-2-3-9(7-10)5-6-11(13)14/h2-7H,1H3,(H,13,14)/b6-5+

Upstream product

• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 100-83-4 meta-hydroxybenzaldehyde 
• 141-82-2 malonic acid 
• 34231-78-2 3-formylphenyl acetate 
• 99-61-6 3-nitro-benzaldehyde 
• 14755-02-3 3-hydroxycinnamic acid 

Downstream Products

• 102872-33-3 3-amino-3-(3-hydroxy-phenyl)-propionic acid 
• 86223-89-4 Acetic acid 3-((E)-2-chlorocarbonyl-vinyl)-phenyl ester 
• 906639-27-8 (2E)-3-[3-(acetoxy)phenyl]-2-acryloyl chloride 
• 6304-89-8 3-acetoxybenzoic acid 
• 1451377-33-5 C₁₃H₁₃NO₃ 

Relevant academic research and scientific papers

Effects of double photoreactions on polycoumarate photomechanics

We established a polymerization condition of 3-hydroxycinnamic acid, 3HCA, having photoreactive units over all the main chains. The polymers showed two types of photoreaction, that is, intramolecular E-Z isomerization and interchain [2 + 2] cycloaddition. Spectroscopic studies showed that the rate of the isomerization was higher than that of the cycloaddition. Although the original fiber was very brittle, the short-time UV-irradiation made the fiber softer and more elastic because the chain bending by the isomerization preferentially occurred. On the other hand, the long-time irradiation made the fiber harder because of the cross-linking by the cycloaddition, and simultaneously enhanced the elasticity. Besides we found that the cast film of P3HCA showed a photo-bending behavior with the convex surface facing the UV-lamp by the initial E-Z isomerization.

Anilino-containing propenone derivative as well as preparation method and medical application thereof

The invention discloses an anilino-containing propenone derivative as well as a preparation method and medical application thereof, belonging to the technical field of medicinal chemistry. The anilino-containing propenone derivative is a compound with a structure as shown in a general formula (I) which is descried in the specification. In the general formula (I), R1 is as descried in the specification. The derivative can be used for preparing anti-tumor drugs.

METHOD OF PRODUCING BENZOIC ACID

PROBLEM TO BE SOLVED: To provide a novel synthesis method in the production of a benzoic acid, which is an important compound for the synthesis of an organic compound, and an industrially suitable production method using main materials derived from nonfossil resources. SOLUTION: This invention provides a method of producing a benzoic acid with a substituted hydroxyl group, methoxy group, or acetoxy group, comprising the step of the ozonation of a compound represented by formula (I), where R1 is H, a methyl group or an acetyl group; R2 is H or an acetoxy group; R3 is an alkyl group, a carboxy group, a formyl group, an alkoxycarbonyl group, an amide group, an acid chloride group, a halogenation alkyl group, or a hydroxyalkyl group. COPYRIGHT: (C)2015,JPOandINPIT

Synthesis, cytotoxicity and molecular modelling studies of new phenylcinnamide derivatives as potent inhibitors of cholinesterases

The present study reports the synthesis of cinnamide derivatives and their biological activity as inhibitors of both cholinesterases and anticancer agents. Controlled inhibition of brain acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) may slow neurodegeneration in Alzheimer's diseases (AD). The anticholinesterase activity of phenylcinnamide derivatives was determined against Electric Eel acetylcholinesterase (EeAChE) and horse serum butyrylcholinesterase (hBChE) and some of the compounds appeared as moderately potent inhibitors of EeAChE and hBChE. The compound 3-(2-(Benzyloxy)phenyl)-N- (3,4,5-trimethoxyphenyl)acrylamide (3i) showed maximum activity against EeAChE with an IC50 0.29 ± 0.21 μM whereas 3-(2-chloro-6- nitrophenyl)-N-(3,4,5-trimethoxyphenyl)acrylamide (3k) was proved to be the most potent inhibitor of hBChE having IC50 1.18 ± 1.31 μM. To better understand the enzyme-inhibitor interaction of the most active compounds toward cholinesterases, molecular modelling studies were carried out on high-resolution crystallographic structures. The anticancer effects of synthesized compounds were also evaluated against cancer cell line (lung carcinoma). The compounds may be useful leads for the design of a new class of anticancer drugs for the treatment of cancer and cholinesterase inhibitors for Alzheimer's disease (AD).

The design, synthesis and in vitro immunosuppressive evaluation of novel isobenzofuran derivatives

The synthesis and biological evaluation of a series of novel isobenzofuran-based compounds are described. The compounds were evaluated for their immunosuppressive effects of T-cell proliferation and IMPDH type II inhibitor activity in vitro, as well as their structure-activity relationships were assessed. Several compounds demonstrated highly efficacious immunosuppressive properties, especially compounds 2d, 2e, 2h and 2j, which were superior to MPA, while compounds 2k, 2m, 2n, 4c and 5d exhibited an equipotent inhibitory activity compared to MPA. Generally, it was obviously demonstrated that α,β-unsaturated amides proved more potent than the diamide and urea series. The present study provides a guide for further research on development of safe and effective immunosuppressive agents.

Synthesis of some phenylpropanoid glycosides (PPGs) and their acetylcholinesterase/xanthine oxidase inhibitory activities

In this research, three categories of phenylpropanoid glycosides (PPGs) were designed and synthesized with PPGs isolated from Rhodiola rosea L. as lead compounds. Their inhibitory abilities toward acetylcholinesterase (AChE) and xanthine oxidase (XOD) were also tested. Some of the synthetic PPGs exhibited excellent enzyme inhibitory abilities.

COMPOSITION COMPRISING DECURSIN DERIVATIVE FOR TREATING AND PREVENTING ATOPIC DERMATITIS

The present invention relates to the novel decursin derivatives, the preparation thereof and the composition comprising the same. The novel decursin derivatives of the present invention showedpotent inhibiting activity of the release of MCP-1, IL-6 and IL-8 induced by dermite in THP-1 or EoL-1 cell, therefore the compounds can be useful in treating or preventing atopic dermatitis.