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4-ETHOXY-3-METHOXYCINNAMIC ACID is a versatile chemical compound belonging to the cinnamic acid class. It is a derivative of cinnamic acid, featuring an ethoxy and a methoxy group in its structure. 4-ETHOXY-3-METHOXYCINNAMIC ACID is known for its potential antioxidant and anti-inflammatory properties and is often utilized in the synthesis of pharmaceuticals, organic compounds, perfumes, and flavorings. Its wide-ranging applications across various industries highlight its significance in chemical research and product development.

58168-81-3

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58168-81-3 Usage

Uses

Used in Pharmaceutical Industry:
4-ETHOXY-3-METHOXYCINNAMIC ACID is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and functional groups make it a valuable component in the development of new drugs and treatments for a range of medical conditions.
Used in Perfumery and Flavoring Industry:
4-ETHOXY-3-METHOXYCINNAMIC ACID is used as a key ingredient in the production of perfumes and flavorings. Its aromatic properties contribute to the creation of unique scents and tastes, enhancing the sensory experience of various consumer products.
Used in Antioxidant and Anti-Inflammatory Applications:
4-ETHOXY-3-METHOXYCINNAMIC ACID is studied for its potential antioxidant and anti-inflammatory properties. It may be employed in the development of new treatments for conditions characterized by oxidative stress and inflammation, such as chronic diseases and inflammatory disorders.
Used in Chemical Research and Development:
4-ETHOXY-3-METHOXYCINNAMIC ACID is utilized in chemical research for its potential applications in various industries. Its unique structure and properties make it a valuable subject for further investigation and development, paving the way for new discoveries and innovations in the field of chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 58168-81-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,1,6 and 8 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 58168-81:
(7*5)+(6*8)+(5*1)+(4*6)+(3*8)+(2*8)+(1*1)=153
153 % 10 = 3
So 58168-81-3 is a valid CAS Registry Number.

58168-81-3Relevant academic research and scientific papers

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

Gan, Xiuhai,Wang, Zhengxing,Hu, Deyu

, p. 13724 - 13733 (2021/11/23)

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.

Design and synthesis of novel 2-phenylaminopyrimidine (PAP) derivatives and their antiproliferative effects in human chronic myeloid leukemia cells

Chang, Sheng,Yin, Shi-Liang,Wang, Jian,Jing, Yong-Kui,Dong, Jin-Hua

experimental part, p. 4166 - 4179 (2009/12/28)

A series of novel 2-phenylaminopyrimidine (PAP) derivatives structurally related to STI-571 were designed and synthesized. The abilities of these compounds to inhibit proliferation were tested in human chronic myeloid leukemia K562 cells. (E)-3-(2-bromophenyl)-N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2- ylamino)phenyl]acrylamide( 12d) was the most effective cell growth inhibitor and was 3-fold more potent than STI-571.

OLEFIN SATURATION AND ACID REDUCTION OF 3,4-DIMETHOXYCINNAMIC ACID AND DERIVATIVES BY PHANEROCHAETE CHRYSOSPORIUM

Enoki, Akio,Yajima, Yasuo,Gold, Michael H.

, p. 1543 - 1546 (2007/10/02)

The white rot fungus Phanerochaete chrysosporium metabolized 3,4-dimethoxycinnamic acid in shaking and nitrogen sufficient cultures.Metabolites identified included 3-(3,4-dimethoxyphenyl)propionic acid, dimethoxycinnamyl alcohol and 3-(3,4-dimethoxyphenyl)-1-propanol.Significantly smaller amounts of veratryl and vanillyl alcohol were also present.The abundance of the propionic acid and the propanol as metabolic products indicate that olefin saturation and acid reduction are important reactions catalysed under these conditions.Metabolites identified from the metabolism of 3-(3,4-dimethoxyphenyl)-propionic acid included the above 1-propanol as well as veratryl and vanillyl alcohol; the identification of these benzyl alcohol derivatives as metabolites suggests that α,β-bond cleavage of this substrate was preceded by alkane hydroxylation at the α-position.Key Word Index-Phanerochaete chrysosporium; basidiomycete; dimethoxycinnamic acid; ferulic acid; veratryl alcohol; acid reduction; olefin saturation; metabolism

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