6333-08-0

Basic information

• Product Name: 1-(naphthalen-1-yl)-3-phenylprop-2-en-1-one
• CAS NO: 6333-08-0
• Molecular Formula: C₁₉H₁₄O
• Molecular Weight: 258.3139
• Mol File: 6333-08-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 441.1°C at 760 mmHg
• Flash Point: 195.4°C
• Density: 1.153g/cm³
• Vapor Pressure: 5.57E-08mmHg at 25°C
• Refractive Index: 1.683
• CAS DataBase Reference: 1-(naphthalen-1-yl)-3-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(naphthalen-1-yl)-3-phenylprop-2-en-1-one(6333-08-0)
• EPA Substance Registry System: 1-(naphthalen-1-yl)-3-phenylprop-2-en-1-one(6333-08-0)

Safety Data

• Hazardous Substances Data: 6333-08-0(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline solid

Odor

Strong

Structure

Contains a naphthalene ring and a phenyl group attached to a ketone functional group

Uses

a. Production of various organic compounds and pharmaceuticals
b. Organic synthesis and as a building block for more complex molecules
c. Fragrance ingredient
d. Manufacturing of dyes and pigments
e. Potential applications in the development of new drugs and medicinal compounds

Industrial and scientific importance

Diverse uses in the field of chemistry

Upstream product

• 67-56-1 methanol 
• 941-98-0 1'-naphthacetophenone 
• 124-41-4 sodium methylate 
• 7647-01-0 hydrogenchloride 
• 10035-10-6 hydrogen bromide 
• 64-17-5 ethanol 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 51246-20-9 1-phenyl-1-iodoethylene 
• 66-77-3 1-naphthaldehyde 
• 61619-02-1 1-(1'-naphthyl)-allylalcohol 
• 98-80-6 phenylboronic acid 
• 91-20-3 naphthalene 

Downstream Products

• 50558-57-1 3-phenyl-2,3-dihydro-cyclopenta[a]naphthalen-1-one 

Relevant articles and documents

Pyrazoles and pyrazolines as anti-inflammatory agents

The five-membered heterocyclic group of pyrazoles/pyrazolines plays important role in drug discovery. Pyrazoles and pyrazolines present a wide range of biological activities. The synthesis of the pyrazolines and pyrazole derivatives was accomplished via t

Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow

A general method for the aldol condensation of aromatic ketones with aldehydes was developed under continuous-flow conditions using a commercially available, strongly basic anion-exchange resin (A26) as catalyst. This procedure, in addition to exhibiting a wide substrate scope, promoted carbon-carbon bond formation under mild conditions using a quasi-stoichiometric ratio of starting reagents with good to excellent yields, thereby forming a limited amount of waste and allowing the process to be applied to sequential-flow systems. A proof of concept was developed in the first fully heterogeneously catalyzed two-step flow synthesis of donepezil, which is a blockbuster commercial anti-Alzheimer's drug.

New hybrid bromopyridine-chalcones as in vivo phase II enzyme inducers: potential chemopreventive agents

Cancer prevention can be achieved by the administration of cancer chemopreventive agents (CCAs) that prevent, delay or reverse the carcinogenic process. CCAs that are able to induce detoxification enzymes, especially monofunctional phase II enzymes, have become an excellent therapeutic strategy. Herein, we report the synthesis of eighteen new potential CCAs, structurally designed to combine (naphtho)chalcone and (bromo)pyridine skeletons. After a selection process involving in vitro phase II induction studies, cytotoxicity against tumoral cells, mutagenicity (the Ames test), and capability for DNA strand breakage (the alkaline comet assay), compound 22, (E)-3-(2-bromopyridin-3-yl)-1-(2-hydroxyphenyl)-2-propen-1-one, was selected for animal studies. The in vivo proof of concept study for derivative 22 demonstrated that it was able to significantly increase the QR and GST activities in the liver, colon and mammary gland without significant induction of the phase I enzyme, CYP. Additionally, we found that for 22 and another in vitro QR activity inducer, (E)-1-(2-hydroxyphenyl)-3-(naphthalen-1-yl)-2-propen-1-one (compound 8), Nrf2 nuclear translocation is operative allowing the exertion of protective effects via the expression of downstream phase II enzymes.