1504-78-5

Basic information

• Product Name: 3-PHENYLQUINOXALIN-2(1H)-ONE
• Synonyms: BUTTPARK 44\07-06;3-Phenyl-1,2-dihydroquinoxalin-2-one;3-Phenyl-1H-quinoxalin-2-one;3-Phenyl-2-quinoxalone;3-PHENYL-2(1H)-QUINOXALINONE;3-PHENYLQUINOXALIN-2(1H)-ONE;3-phenylquinoxalin-2-ol
• CAS NO: 1504-78-5
• Molecular Formula: C₁₄H₁₀N₂O
• Molecular Weight: 222.24
• Mol File: 1504-78-5.mol

Chemical Properties

• Boiling Point: 426.2°Cat760mmHg
• Flash Point: 211.5°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 7.28E-08mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 3-PHENYLQUINOXALIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYLQUINOXALIN-2(1H)-ONE(1504-78-5)
• EPA Substance Registry System: 3-PHENYLQUINOXALIN-2(1H)-ONE(1504-78-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1504-78-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
3-PHENYLQUINOXALIN-2(1H)-ONE is used as a pharmaceutical agent for its potential therapeutic effects in treating various diseases and conditions. Its pharmacological properties are currently under investigation to determine its efficacy and safety in clinical settings.
Used in Biotechnology and Chemical Research:
3-PHENYLQUINOXALIN-2(1H)-ONE is utilized as a fluorescent probe in biotechnology and chemical research applications. Its unique structure allows for specific interactions with biological systems, making it a valuable tool for studying molecular processes and mechanisms.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 3-PHENYLQUINOXALIN-2(1H)-ONE serves as a compound of interest for further research and development. Its potential biological activity and chemical properties are being explored to identify new therapeutic targets and develop novel drug candidates.
Used in Chemical Synthesis:
3-PHENYLQUINOXALIN-2(1H)-ONE may also be used as a starting material or intermediate in the synthesis of other complex organic compounds, particularly those with potential applications in pharmaceuticals, agrochemicals, or materials science. Its reactivity and structural features make it a versatile building block for the creation of new molecules with desired properties.

InChI:InChI=1/C14H10N2O/c17-14-13(10-6-2-1-3-7-10)15-11-8-4-5-9-12(11)16-14/h1-9H,(H,16,17)

Upstream product

• 101-84-8 diphenylether 
• 75214-03-8 (±)-ethyl 2-azido-2-phenylacetate 
• 95-54-5 1,2-diamino-benzene 
• 611-73-4 Benzoylformic acid 
• 39145-59-0 o-phenylenediamine hydrochloride 
• 10129-97-2 2-phenylquinoxaline-4-oxide 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 67-56-1 methanol 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 88-74-4 2-nitro-aniline 
• 13146-23-1 copper(I) phenylacetylenide 
• 80937-33-3 oxygen 
• 536-74-3 phenylacetylene 
• 1196-57-2 quinoxalin-2⁽¹⁾-one 

Downstream Products

• 25160-82-1 1-methyl-3-phenyl-3,4-dihydroquinoxalin-2(1H)-one 
• 1057226-65-9 3-[(3-phenyl)-2-oxo-2H-quinoxalin-1-yl]propionic acid ethyl ester 
• 1057226-67-1 C₂₀H₂₀N₂O₃ 
• 2048-37-5 1-methyl-3-phenylquinoxalin-2(1H)-one (3a) 
• 1634721-95-1 10-phenyl-3,4-dihydro-2H,10aH-1-oxa-4a,9-diazaphenanthrene 
• 1009737-45-4 2-oxo-3-phenyl-2H-quinoxaline-1-carboxylic acid dimethylamide 
• 7065-92-1 2-chloro-3-phenylquinoxaline 
• 1025-22-5 2-hydrazino-3-phenylquinoxaline 
• 19988-98-8 1,4-diphenyl-[1,2,4]triazolo[4,3-a]quinoxaline 
• 1621905-64-3 2-phenyl-3-quinolin-4-yl-quinoxaline 
• 1621905-65-4 1-(3-phenylquinoxalin-2-yl)piperidin-4-ol 

Relevant articles and documents

Synthesis, photochemistry, DNA cleavage/binding and cytotoxic properties of fluorescent quinoxaline and quinoline hydroperoxides

Novel fluorescent quinoxaline and quinoline hydroperoxides were shown to perform dual role as both fluorophores for cell imaging and photoinduced DNA cleaving agents. Photophysical studies of newly synthesized quinoxaline and quinoline hydroperoxides showed that they all exhibited moderate to good fluorescence. Photolysis of quinoxaline and quinoline hydroperoxides in acetonitrile using UV light above 350 nm resulted in the formation of corresponding ester compounds via γ-hydrogen abstraction by excited carbonyl chromophore. Single strand DNA cleavage was achieved on irradiation of newly synthesized hydroperoxides by UV light (≥350 nm). Both hydroxyl radicals and singlet oxygen were identified as reactive oxygen species (ROS) responsible for the DNA cleavage. Further, we showed quinoline hydroperoxide binds to ct-DNA via intercalative mode. In vitro biological studies revealed that quinoline hydroperoxide has good biocompatibility, cellular uptake property and cell imaging ability. Finally, we showed that quinoline hydroperoxide can permeate into cells efficiently and may cause cytotoxicity upon irradiation by UV light.

Formal hydride transfer mechanism for photoreduction of 3-phenylquinoxalin-2-ones by amines. Association of 3-phenylquinoxalin-2-one with aliphatic amines

The photophysical and photochemical behavior of 1-methyl-3-phenylquinoxalin-2-one (MeNQ) and 3-phenylquinoxalin-2-one (HNQ) in the presence of amines is reported. While HNQ fluorescence shows an auxochromic effect and a bathochromic shift with added amine

Synthesis of Novel Drug-Like Small Molecules Based on Quinoxaline Containing Amino Substitution at C-2

A series of novel "drug-like" small molecules based on quinoxaline containing amino substitution at C-2 were synthesized. All these molecules were prepared either via the reaction of 2-phenyl-3-(piperazin-1-yl)quinoxaline with acyl bromides or benzyl bromides or various carboxylic acids or via the reaction of 2-chloro-3-phenylquinoxaline with various amines. The structures of these novel compounds were confirmed by spectral analysis. The strategy used is simple and efficient and afforded good yields of quinoxaline derivatives.

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

DABCO mediated one pot synthesis of sulfoxonium ylides under blue LED

DABCO mediated practical and convenient one pot method has been developed to access sulfoxonium ylides under photoredox and metal free conditions at room temperature. The protocol explored the reactivity of DMSO and α-aryl-α-diazo esters in presence of DABCO under blue LED condition. We demonstrated the generality of this protocol by synthesizing a variety of sulfoxonium ylides in very good yields. The practicality of the protocol has been demonstrated by the gram scale synthesis as well as by the extension of this protocol to synthesize precursors of biologically active compounds. This straightforward and practical method offers an alternative route to access very useful sulfoxonium ylides from α-aryl-α-diazoacetates.

Aryl acyl peroxides for visible-light induced decarboxylative arylation of quinoxalin-2(1: H)-ones under additive-, metal catalyst-, and external photosensitizer-free and ambient conditions

Aryl radicals were generated for the first time from cheap and easily available aryl acyl peroxides in eco-friendly ethyl acetate under ambient conditions and visible-light illumination in the absence of any additive, metal catalyst, or external photosensitizer. The present arylation of quinoxalin-2(1H)-ones was chemo- and regioselective, and provided good access to various 3-arylquinoxalin-2(1H)-ones. This journal is

Visible-light-induced C[sbnd]H arylation of quinoxalin-2(1H)-ones in H2O

An efficient visible-light-induced C[sbnd]H arylation of quinoxalin-2(1H)-ones in H2O is developed, which has the advantages of mild reaction conditions, environmental friendliness and good functional group tolerance. This strategy provides a s

α-Keto Acids as Triggers and Partners for the Synthesis of Quinazolinones, Quinoxalinones, Benzooxazinones, and Benzothiazoles in Water

A general and efficient method for the synthesis of quinazolinones, quinoxalinones, benzooxazinones, and benzothiazoles from the reactions of α-keto acids with 2-aminobenzamides, benzene-1,2-diamines, 2-aminophenols, and 2-aminobenzenethiols, respectively, is described. The reactions were conducted under catalyst-free conditions, using water as the sole solvent with no additive required, and successfully applied to the synthesis of sildenafil. More importantly, these reactions can be conducted on a mass scale, and the products can be easily purified through filtration and washing with ethanol (or crystallized).

Compound containing fused ring structure and application thereof, and organic electroluminescent device (by machine translation)

The invention relates to the field, of organic electroluminescent devices, and discloses a compound containing a fused ring structure and application thereof, and an organic electroluminescent device, which has a suitable (I) energy level, level HOMO and

Direct decarboxylative C[sbnd]H 3-arylation of quinoxalin-2(H)-ones with aryl acyl peroxides leading to 3-arylquinoxalin-2(1H)-ones

A facile and direct decarboxylative C[sbnd]H 3-arylation of quinoxalin-2(H)-ones with aryl acyl peroxides has been developed for the synthesis of 3-arylquinoxalin-2(1H)-ones under simple heating conditions. The present methodology provides a simple and highly efficient approach to various 3-arylquinoxalin-2(1H)-ones in high yields without the use of any catalyst and additives.