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Trans-4-Acetoxy-3-methoxycinnamic acid is an organic compound that serves as an intermediate in the synthesis of various compounds with potential applications in different industries. It is characterized by its unique chemical structure, which contributes to its functional properties.

34749-55-8

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34749-55-8 Usage

Uses

Used in Pharmaceutical and Chemical Industries:
Trans-4-Acetoxy-3-methoxycinnamic acid is used as an intermediate in the synthesis of 3-O-(E)-Feruloylquinic Acid (F308980), a phenolic acid with potential antioxidant and antifungal activities. Its role in the synthesis process is crucial for the development of compounds with therapeutic and preservative properties.
Used in the Coffee Industry:
Trans-4-Acetoxy-3-methoxycinnamic acid is a secondary metabolite in the coffee brewing process. Its presence contributes to the unique flavor and aroma profile of coffee, making it an essential component in the production of high-quality coffee beverages.

Check Digit Verification of cas no

The CAS Registry Mumber 34749-55-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,4,7,4 and 9 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 34749-55:
(7*3)+(6*4)+(5*7)+(4*4)+(3*9)+(2*5)+(1*5)=138
138 % 10 = 8
So 34749-55-8 is a valid CAS Registry Number.

34749-55-8Relevant academic research and scientific papers

A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives

Moni, Lisa,Banfi, Luca,Basso, Andrea,Mori, Alessia,Risso, Federica,Riva, Renata,Lambruschini, Chiara

, p. 1737 - 1749 (2021/03/23)

A thorough study on the (E) to (Z) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly complete conversion of (E) isomers into the (Z) ones, whereas for esters, primary and secondary amides or aromatic tertiary amides mixtures of (Z)/(E) ranging from 7 : 93 to 72 : 28 are observed. Ketones show rather limited photoisomerization. However, (Z) ketones may be obtained by the reaction of organometal compounds with an isomerized (Z) Weinreb amide.

Design, synthesis of Cinnamyl-paeonol derivatives with 1, 3-Dioxypropyl as link arm and screening of tyrosinase inhibition activity in vitro

Tang, Kai,Jiang, Yi,Zhang, Huawei,Huang, Wenli,Xie, Yundong,Deng, Chong,Xu, Hongbo,Song, Xiaomei,Xu, Hong

supporting information, (2020/12/13)

This study aimed to obtain tyrosinase inhibitors for treating hyperpigmentation. A series of cinnamyl ester analogues were designed and synthesized with cinnamic acid (CA) and peaonol compounds. The safety, melanin content and inhibitory effects of all ta

Oat polyphenol avenanthramide-2c confers protection from oxidative stress by regulating the Nrf2-ARE signaling pathway in PC12 cells

Hou, Yanan,Peng, Shoujiao,Song, Zilong,Bai, Feifei,Li, Xinming,Fang, Jianguo

, (2021/05/29)

Accumulating evidence has demonstrated that cellular antioxidant systems play essential roles in retarding oxidative stress-related diseases, such as Parkinson's disease. Because nuclear factor erythroid 2-related factor 2 (Nrf2) is a chief regulator of c

Design, synthesis, and biological evaluation of novel tetramethyl-pyrazine-nitrone derivatives as antioxidants

Chen, Haiyun,Yan, Chunyan,Cao, Jie,Liu, Zheng,Sun, Yewei,Wang, Yuqiang

, p. 499 - 508 (2021/10/02)

Background: Thrombolysis and endovascular thrombectomy are the two main therapeutic strategies for ischemic stroke in clinic. However, reperfusion injury causes oxidative stress leading to overproduction of reactive oxygen species, mitochondrial dysfuncti

Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum

Baruch, Yifat,Gopas, Jacob,Kadosh, Yael,Kumar, Rajendran Saravana,Kushmaro, Ariel,Muthuraman, Subramani,Yaniv, Karin

supporting information, (2021/05/28)

Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.

A Series of Ferulic Acid Amides Reveals Unexpected Peroxiredoxin 1 Inhibitory Activity with in vivo Antidiabetic and Hypolipidemic Effects

Yasmin, Sabina,Cerchia, Carmen,Badavath, Vishnu Nayak,Laghezza, Antonio,Dal Piaz, Fabrizio,Mondal, Susanta K.,Atl?, ?zlem,Baysal, Merve,Vadivelan, Sankaran,Shankar,Siddique, Mohd Usman Mohd,Pattnaik, Ashok Kumar,Singh, Ravi Pratap,Loiodice, Fulvio,Jayaprakash, Venkatesan,Lavecchia, Antonio

, p. 484 - 498 (2020/11/02)

Insulin resistance is a major pathophysiological feature in the development of type 2 diabetes (T2DM). Ferulic acid is known for attenuating the insulin resistance and reducing the blood glucose in T2DM rats. In this work, we designed and synthesized a library of new ferulic acid amides (FAA), which could be considered as ring opening derivatives of the antidiabetic PPARγ agonists Thiazolidinediones (TZDs). However, since these compounds displayed weak PPAR transactivation capacity, we employed a proteomics approach to unravel their molecular target(s) and identified the peroxiredoxin 1 (PRDX1) as a direct binding target of FAAs. Interestingly, PRDX1, a protein with antioxidant and chaperone activity, has been implied in the development of T2DM by inducing hepatic insulin resistance. SPR, mass spectrometry-based studies, docking experiments and in vitro inhibition assay confirmed that compounds VIe and VIf bound PRDX1 and induced a dose-dependent inhibition. Furthermore, VIe and VIf significantly improved hyperglycemia and hyperlipidemia in streptozotocin-nicotinamide (STZ-NA)-induced diabetic rats as confirmed by histopathological examinations. These results provide guidance for developing the current FAAs as new potential antidiabetic agents.

Ferulic acid amide derivative, and synthesis method and application thereof

-

Paragraph 0022-0024, (2021/06/13)

The invention provides a ferulic acid amide derivative represented by the following general formula IV, wherein R represents phenyl, p-methoxyphenyl, 4-aminodiphenyl ether, 4-trifluoromethoxyphenyl, 4-(trifluoromethyl)phenyl, 3-aminobenzene isopropyl ethe

Synthesis and antiviral activity of novel myricetin derivatives containing ferulic acid amide scaffolds

Tang, Xu,Zhang, Cheng,Chen, Mei,Xue, Yining,Liu, Tingting,Xue, Wei

, p. 2374 - 2379 (2020/02/20)

A variety of myricetin derivatives bearing ferulic acid amide scaffolds were designed and synthesized. The structures of all title compounds were determined by 1H NMR, 13C NMR, 19F NMR and HRMS. Preliminary bioassays suggested that some of the target compounds exhibited remarkable antiviral activities. In particular, compound 4l possessed significant protective activity against tobacco mosaic virus (TMV), with a half maximal effective concentration (EC50) value of 196.11 μg mL-1, which was better than that of commercial agent ningnanmycin (447.92 μg mL-1). Meanwhile, microscale thermophoresis (MST) indicated that compound 4l has strong binding capability to the tobacco mosaic virus coat protein (TMV-CP) with a dissociation constant (Kd) value of 0.34 μmol L-1, which was better than that of ningnanmycin (0.52 μmol L-1). These results suggested that novel myricetin derivatives bearing ferulic acid amide scaffolds may be considered as an activator for antiviral agents.

Thiourea derivatives, and preparation method and application thereof

-

Paragraph 0038-0041, (2020/06/05)

The invention relates to thiourea derivatives represented by formula I, pharmaceutically acceptable salts thereof and a pharmaceutical composition thereof, and an application of the thiourea derivatives in the preparation of an influenza virus neuraminida

Pyrazine derivative, and preparation method and medical use thereof

-

Paragraph 0098-0099, (2019/09/20)

The present invention relates to a pyrazine derivative, and preparation method and medical use thereof. The pyrazine derivative can remove free radicals and suppress calcium overload and has cytoprotective effects, and can be used for the prevention and t

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