84228-93-3

Basic information

• Product Name: 3-(4-Pyridine)acrylic acid
• Synonyms: B-(4-PYRIDYL)-ACRYLIC ACID;IFLAB-BB F2124-0554;(2E)-3-PYRIDIN-4-YLACRYLIC ACID;3-(4-PYRIDINYL)ACRYLIC ACID;3-PYRIDIN-4-YL-ACRYLIC ACID;3-(PYRID-4-YL)ACRYLIC ACID;TRANS-3-(4-PYRIDYL)ACRYLIC ACID;RARECHEM AH CK 0189
• CAS NO: 84228-93-3
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• EINECS: 226-265-4
• Mol File: 84228-93-3.mol
• Article Data: 21

Chemical Properties

• Melting Point: 276-280°C
• Boiling Point: 317.5 °C at 760 mmHg
• Flash Point: 145.8 °C
• Appearance: /
• Density: 1.261 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.13±0.10(Predicted)
• BRN: 1719967
• CAS DataBase Reference: 3-(4-Pyridine)acrylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Pyridine)acrylic acid(84228-93-3)
• EPA Substance Registry System: 3-(4-Pyridine)acrylic acid(84228-93-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 84228-93-3(Hazardous Substances Data)

Usage

Description

3-(4-Pyridine)acrylic acid, a chemical compound with the molecular formula C8H7NO2, is a derivative of acrylic acid featuring a pyridine group attached to the third carbon atom. This unique structure endows it with versatile properties, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its potential to inhibit certain enzymes and its role as a building block for novel materials highlight its significance in medicinal and materials science research.

Uses

Used in Pharmaceutical Industry:
3-(4-Pyridine)acrylic acid is used as an intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into the molecular structures of drugs, potentially enhancing their therapeutic effects and properties.
Used in Agrochemical Industry:
3-(4-Pyridine)acrylic acid is used as a key component in the development of agrochemicals, such as pesticides and herbicides, due to its potential to be integrated into molecules that target specific pests or weeds, improving the efficacy and selectivity of these products.
Used in Enzyme Inhibition Research:
3-(4-Pyridine)acrylic acid is utilized as a potential enzyme inhibitor in biological and medicinal research, where its structure may interact with specific enzymes to modulate their activity, offering new avenues for the treatment of diseases associated with enzyme dysregulation.
Used in Materials Science:
3-(4-Pyridine)acrylic acid is employed as a building block for the development of novel materials in materials science, leveraging its unique structural features to create new compounds with specialized properties for applications in various industries, such as electronics, coatings, or advanced materials.

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 141-82-2 malonic acid 
• 24490-79-7 3-pyridin-4-yl-acrylonitrile 
• 110-89-4 piperidine 
• 81124-49-4 (E)-methyl 3-(pyridine-4-yl)prop-2-enoate 
• 123293-78-7 ethyl 3-(4-pyridinyl)-(2E)-propenoate 
• 1120-87-2 4-bromopyridin 

Downstream Products

• 801149-24-6 trans-2-(pyridin-4-yl)cyclopropanecarboxylic acid 
• 81124-49-4 (E)-methyl 3-(pyridine-4-yl)prop-2-enoate 
• 6318-43-0 3-pyridin-4-yl-propionic acid 
• 1822-32-8 3-(4-piperidyl)propionic acid 

Relevant articles and documents

Design, synthesis and biological evaluation of (E)-5-styryl-1,2,4-oxadiazoles as anti-tubercular agents

Cinnamic acid and its derivatives are known for anti-tubercular activity. The present study reports the synthesis of cinnamic acid derivatives via bioisosteric replacement of terminal carboxylic acid with “oxadiazole”. A series of cinnamic acid derivatives (styryl oxadiazoles) were designed and synthesized in good yields by reaction of substituted cinnamic acids (2, 15a-15s) with amidoximes. The synthesized styryl oxadiazoles were evaluated in vitro for anti-tubercular activity against Mycobacterium tuberculosis (Mtb) H37Ra strain. The structure-activity relationship (SAR) study has identified several compounds with mixed anti-tubercular profiles. The compound 32 displayed potent anti-tubercular activity (IC50 = 0.045 μg/mL). Molecular docking studies on mycobacterial enoyl-ACP reductase enzyme corroborated well with the experimental findings providing a platform for structure based hit-to-lead development.

Synthesis and evaluation of N-heteroaromatic ring-based analogs of piperlongumine as potent anticancer agents

Piperlongumine (PL) selectively targets a wide spectrum of cancer cells and induces their death by triggering various pathways, including apoptosis, necrosis and autophagy. However, the poor solubility is a serious concern for intensive study and clinical application. We synthesized its analogs 1–9 by replacement of the trimethoxyphenyl of PL with an N-heteroaromatic ring and/or not introduction of 2-Cl. These compounds improved aqueous solubility and displayed potent anticancer activity. The most active compound 9 selectively enhanced ROS levels in colon cancer cells and inhibited the cell proliferation but sparing non-tumor colon cells. Importantly, 9 significantly repressed tumor growth in an HCT-116 xenograft mouse model, suggesting that these N-heteroaromatic ring-based analogs of PL warrant further investigation.

3-aryl acrylic acid and its derivatives viral anti-plant

The invention relates to an application of 3-aryl acrylic acid represented by a general formula (I) and a derivative thereof in pesticides, wherein the 3-aryl acrylic acid and the derivative thereof can be adopted as novel anti-plant virus agents, can be provided for well inhibiting tobacco mosaic virus, pepper virus, tomato virus, sweet potato virus, potato virus, melon virus, maize dwarf mosaic virus and the like, and can be provided for effectively preventing and controlling virus diseases of a plurality of crops such as tobacco, pepper, tomato, melon vegetables, grains, vegetables, beans and the like, especially tobacco mosaic diseases. (Wherein Ar and R are defined in an instruction).