800381-42-4

Basic information

• Product Name: (2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one
• Synonyms: (2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one;(E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one;(E)-1-(4-aminophenyl)-3-naphthalen-1-yl-prop-2-en-1-one;(E)-1-(4-aminophenyl)-3-naphthalen-1-ylprop-2-en-1-one
• CAS NO: 800381-42-4
• Molecular Formula: C₁₉H₁₅NO
• Molecular Weight: 273.3285
• Mol File: 800381-42-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 513.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.208±0.06 g/cm3(Predicted)
• PKA: 1.97±0.10(Predicted)
• CAS DataBase Reference: (2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one(800381-42-4)
• EPA Substance Registry System: (2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one(800381-42-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 800381-42-4(Hazardous Substances Data)

Usage

Description

(2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one, also known as ANP, is a synthetic organic compound belonging to the chalcone class, which are intermediates in the synthesis of flavonoids. (2E)-1-(4-aminophenyl)-3-(1-naphthyl)prop-2-en-1-one features a 1-napthyl group, a 4-aminophenyl group, and a prop-2-en-1-one group, and has demonstrated potential pharmacological properties, including anti-inflammatory, anticancer, and anti-microbial activities in in vitro and in vivo studies. ANP is also being explored for its potential use as a fluorescent probe for detecting certain substances, showcasing its versatility in various applications.

Uses

Used in Pharmaceutical Industry:
ANP is used as a potential therapeutic agent for the treatment of various health conditions due to its reported anti-inflammatory, anticancer, and anti-microbial properties. Its pharmacological activities make it a candidate for further research and development in the pharmaceutical field.
Used in Research Applications:
ANP serves as a valuable compound in scientific research, particularly in the study of its pharmacological properties and potential health benefits. Its use in in vitro and in vivo studies contributes to the understanding of its mechanisms of action and potential applications in medicine.
Used as a Fluorescent Probe in Analytical Chemistry:
ANP is being explored for its potential use as a fluorescent probe for detecting certain substances. This application takes advantage of its fluorescent properties, making it a versatile tool in analytical chemistry for various detection and sensing purposes.

Upstream product

• 66-77-3 1-naphthaldehyde 
• 99-92-3 p-aminobenzophenone 

Relevant articles and documents

Chalcones and their B-aryl analogues as myeloperoxidase inhibitors: In silico, in vitro and ex vivo investigations

In the present study, a series of chalcones and their B-aryl analogues were prepared and evaluate as inhibitors of myeloperoxidase (MPO) chlorinating activity, using in vitro and ex vivo assays. Among these, B-thiophenyl chalcone (analogue 9) demonstrated inhibition of in vitro and ex vivo MPO chlorinating activity, exhibiting IC50 value of 0.53 and 19.2 μM, respectively. Potent ex vivo MPO inhibitors 5, 8 and 9 were not toxic to human neutrophils at 50 μM, as well as displayed weak 2,2-diphenyl-1-pycrylhydrazyl radical (DPPH?) and hypochlorous acid (HOCl) scavenger abilities. Docking simulations indicated binding mode of MPO inhibitors, evidencing hydrogen bonds between the amino group at 4′position (ring A) of chalcones with Gln91, Asp94, and Hys95 MPO residues. In this regard, the efficacy and low toxicity promoted aminochalcones and arylic analogues to the rank of hit compounds in the search for new non-steroidal anti-inflammatory compounds.

Preheated fly-ash catalyzed aldol condensation: Efficient synthesis of chalcones and antimicrobial activities of some 3-thienyl chalcones

In the present study we have prepared a series of some chalcones using solvent - free Aldol - condensation by microwave irradiation. The yields of the ketones are more than 60%. The synthesised chalcones were characterized by their analytical, physical and spectral data. The antimicrobial activities of substituted styryl 3-thienyl ketones have been studied using Bauer-Kirby method.