55882-65-0

Basic information

• Product Name: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)-
• Synonyms: 4-O-acetylferulic acid chloride;4-acetoxy-3-methoxycinnamoyl chloride;acetic acid 4-(2-chlorocarbonyl-vinyl)-2-methoxyphenyl ester;3-methoxy-4-acetyloxycinnamoyl chloride;4-Oacetylferulic acid chloride;3-(4-acetoxy-3-methoxyphenyl)acryloyl chloride
• CAS NO: 55882-65-0
• Molecular Formula: C12H11ClO4
• Molecular Weight: 254.67
• Mol File: 55882-65-0.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 352.3±27.0 °C(Predicted)
• Density: 1.269±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)-(55882-65-0)
• EPA Substance Registry System: 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)-(55882-65-0)

Safety Data

• Hazardous Substances Data: 55882-65-0(Hazardous Substances Data)

Usage

Description

2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)is a chemical compound with the molecular formula C12H11ClO5. It is characterized by its unique structure, which includes a propenoyl chloride group and a substituted phenyl ring. 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)is known for its reactivity and is commonly used as a synthetic intermediate in the chemical industry.

Uses

Used in Pharmaceutical Industry:
2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)is used as a synthetic intermediate for the production of Feruloyl Arabinofuranoside, a target compound with potential pharmaceutical applications. 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)is known for its bioactive properties, which make it a valuable component in the development of new drugs.
Used in Chemical Synthesis:
In the chemical industry, 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)is used as an intermediate in the synthesis of 3-O-(E)-Feruloylquinic Acid (F308980). This phenolic acid exhibits potential antioxidant and antifungal activities, making it a valuable compound for various applications in the chemical and pharmaceutical industries.
Used in Coffee Brewing Process:
2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)is also a secondary metabolite in the coffee brewing process. Its presence in coffee contributes to the unique flavor and aroma profile of the beverage. 2-Propenoyl chloride, 3-[4-(acetyloxy)-3-methoxyphenyl]-, (2E)-'s role in the brewing process highlights its importance in the food and beverage industry.

Upstream product

• 881-68-5 vanillin acetate 
• 1135-24-6 3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 121-33-5 vanillin 
• 34749-55-8 3-(4-acetoxy-3-methoxyphenyl)prop-2-enoic acid 

Downstream Products

• 139108-52-4 4-[(E)-3-(4-Acetoxy-3-methoxy-phenyl)-acryloylamino]-benzoic acid 
• 55882-72-9 (E)-2-methoxy-4-(3-oxo-3-(phenylamino)prop-1-en-1-yl)phenyl acetate 
• 139108-53-5 4-[(E)-3-(4-Acetoxy-3-methoxy-phenyl)-acryloylamino]-benzoic acid methyl ester 
• 1415680-17-9 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl-(4-acetoxy-3-methoxy) cinnamate 
• 63644-62-2 coniferyl ferulate 

Relevant articles and documents

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

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

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

Construction of 3D Antioxidants with Nucleosides as the Core: Inhibition of DNA Oxidation

We herein attach ferulic and caffeic acids to -OH and -NH2 in cytidine, uridine, adenosine, or guanosine for achieving antioxidative hybrids with three-dimensional (3D) configuration. In the case of molecular docking computation, the nucleoside