7065-92-1

Usage

Uses

Used in Organic Synthesis:
2-CHLORO-3-PHENYLQUINOXALINE is used as a key intermediate in organic synthesis for the creation of various chemical compounds. Its unique structure allows for versatile reactions and modifications, facilitating the development of new organic molecules with potential applications in different fields.
Used in Medicinal Chemistry Research:
In the pharmaceutical industry, 2-CHLORO-3-PHENYLQUINOXALINE is utilized as a building block in the design and synthesis of novel pharmaceuticals. Its distinctive properties make it a promising candidate for the development of drugs with specific therapeutic targets, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Development:
2-CHLORO-3-PHENYLQUINOXALINE also finds application in the agrochemical sector, where it is employed in the synthesis of new agrochemicals. Its potential to form biologically active compounds makes it a valuable component in the development of pesticides, herbicides, and other agricultural chemicals aimed at enhancing crop protection and yield.

InChI:InChI=1/C17H19N3O4S/c1-13(21)14-3-2-4-15(11-14)19-17-6-5-16(12-18-17)25(22,23)20-7-9-24-10-8-20/h2-6,11-12H,7-10H2,1H3,(H,18,19)

Upstream product

• 2213-63-0 2,3-dichloroquinoxaline 
• 98-80-6 phenylboronic acid 
• 1504-78-5 2-hydroxy-3-phenylquinoxaline 
• 15804-19-0 quinoxaline-2,3-dione 
• 88-74-4 2-nitro-aniline 
• 532-27-4 1-chloroacetophenone 
• 62-53-3 aniline 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 95-54-5 1,2-diamino-benzene 
• 611-73-4 Benzoylformic acid 
• 1504-78-5 3-phenylquinoxaline-2(1H)-one 

Downstream Products

• 1025-22-5 2-hydrazino-3-phenylquinoxaline 
• 58861-61-3 3-phenyl-1,4-quinoxalin-2(1H)-thiol 
• 476374-02-4 [4-(3-phenyl-quinoxalin-2-ylamino)-phenyl]-acetic acid ethyl ester 
• 1009737-39-6 2-iodo-3-phenylquinoxaline 
• 1009737-51-2 N,N-dimethyl-2-(3-phenyl-quinoxalin-2-yl)-acetamide 
• 53047-74-8 C₁₉H₂₀N₄ 
• 1621905-65-4 1-(3-phenylquinoxalin-2-yl)piperidin-4-ol 
• 202264-97-9 2-(4-fluorophenyl)-3-phenylquinoxaline 

Relevant academic research and scientific papers

Design and synthesis of quinoxaline-1,3,4-oxadiazole hybrid derivatives as potent inhibitors of the anti-apoptotic Bcl-2 protein

Quinoxaline is one of the privileged heterocyclic fragments for drug molecules. Quinoxaline anticancer drug candidates XK469 and CQS exhibit antiproliferative and proapoptotic properties against various cancers. Based on their chemical structures, we therefore synthesized a series of quinoxaline-1,3,4-oxadiazole hybrids and assessed their anticancer potential on human leukemia HL-60 cells. Although these hybrids exerted significant inhibition of HL-60 cell proliferation, they showed high cytotoxicity on human normal cells (WI-38). Utilizing information from molecular modelling of the hybrids to the anti-apoptotic Bcl-2 protein, we added substructures including phenyl, piperazine, piperidine, and morpholine rings to their frameworks. The designed quinoxaline-1,3,4-oxadiazole hybrid derivatives successfully induced apoptotic response on HL-60 cells with low toxicity on WI-38 cells. Furthermore, RT-PCR analysis demonstrated that these derivatives predominantly inhibit Bcl-2 expression. Our findings highlight the great potential for the development of synthetic quinoxaline-1,3,4-oxadiazole hybrid derivatives as proapoptotic anticancer agents.

Organic electroluminescent compound, preparation method thereof and electroluminescent device

The invention discloses an organic electroluminescent compound. The structural general formula of the organic electroluminescent compound is shown in the specification, and the preparation method of the organic electroluminescent compound comprises the following steps: step 1, adding raw materials A and B into a mixed solvent of THF and deionized water, adding alkali and a palladium catalyst underthe protection of inert gas, and fully reacting at 90-100 DEG C to prepare an intermediate C; and 2, adding the intermediate C and a raw material D into DMSO, adding alkali and a catalyst DMAP underthe protection of inert gas, and fully reacting at 90-100 DEG C to obtain the product. The invention further discloses an organic light-emitting device containing the organic light-emitting compound,the organic light-emitting device comprises a first electrode, a second electrode and one or more organic matter layers arranged between the first electrode and the second electrode, and the organic matter layers contain the organic light-emitting compound. After the organic electroluminescent compound is applied to an organic electroluminescent device, the efficiency of the device can be improved, and the service life of the device can be prolonged.

NOVEL COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME

The present invention relates to a novel compound, capable of improving efficiency, and low driving voltage and/or lifespan characteristics in an organic light emitting device, and to an organic light emitting device including the same. The novel compound

Stereodivergent Photoelectrocyclization Reactions of Bis-aryl Cycloalkenones: Intercepting Photoelectrocyclization Intermediates with Acid

Described here are tandem photoelectrocyclization and [1,5]-hydride shift reactions of heteroaryl-containing bis-aryl cyclohexenone derivatives that give heteroaryl-substituted dihydrophenanthrenes. This Letter demonstrates that electrocyclization intermediates can be trapped with acid when the [1,5]-hydride shift is relatively slow. From a practical perspective, the observation that the acid-mediated reaction gives a divergent stereochemical outcome when compared with the reaction run under neutral conditions makes these transformations powerful.

1,2,4-triazole derivative having quinoxaline structure, preparation method and application thereof

The invention discloses a 1,2,4-triazole derivative having quinoxaline structure, a preparation method and an application thereof. O-nitroaniline and hydrazine hydrate react to form a compound (II). The compound (II) reacts with MBF to prepare a compound

A novel method for heterocyclic amide-thioamide transformations

In this paper, we introduce a novel and convenient method for the transformation of heterocyclic amides into heteocyclic thioamides. A two-step approach was applied for this transformation: Firstly, we applied a chlorination of the heterocyclic amides to afford the corresponding chloroheterocycles. Secondly, the chloroherocycles and N-cyclohexyl dithiocarbamate cyclohexylammonium salt were heated in chloroform for 12 h at 61°C to afford heteocyclic thioamides in excellent yields.

Application of hydrazone compound containing benzopyrazine structure as bactericide

The invention discloses application of a hydrazone compound containing a benzopyrazine structure as a bactericide. A preparation method for the hydrazone compound comprises the following steps: reacting o-nitroaniline with hydrazine hydrate to prepare a c

Hydrazone compound containing benzopyrazine structure, and preparation method and application thereof

The invention discloses a hydrazone compound containing a benzopyrazine structure, and a preparation method and an application thereof. The preparation method comprises the steps: preparing a compound 1 from o-nitroaniline and hydrazine hydrate; making th

Copper-Catalyzed Cascade Cycloamination of α-Csp3-H Bond of N-Aryl Ketimines with Azides: Access to Quinoxalines

A copper-catalyzed cycloamination of α-Csp3-H bond of N-aryl ketimines with sodium azide has been developed. This methodology provides an efficient access to quinoxalines and features mild reaction conditions and readily available ketimines with diverse functional group tolerance.

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.