235-05-2

Usage

InChI:InChI=1/C10H7N3/c1-2-4-9-8(3-1)12-7-10-11-5-6-13(9)10/h1-7H

Upstream product

• 191349-69-6 4-chloroimidazo[1,2-a]quinoxaline 
• 34117-90-3 2-amino-3-chloroquinoxaline 
• 2213-63-0 2,3-dichloroquinoxaline 
• 615-43-0 2-iodophenylamine 
• 10111-08-7 2-imidazolecarbaldehyde 
• 1252799-07-7 ethyl (E)-3-[1-(2-nitrophenyl)-1H-imidazol-2-yl]prop-2-enoate 
• 615-36-1 2-bromoaniline 
• 1003-29-8 2-pyrrole aldehyde 

Downstream Products

• 1252799-08-8 ethyl 3-[1-(2-aminophenyl)-1H-pyrrol-2-yl]propanoate 

Relevant academic research and scientific papers

Synthesis method of pyrrole[1,2-a]quinoxaline derivative

The invention relates to a synthesis method of a pyrrole [1,2a] quinoxaline derivative. The method comprises the steps: dissolving a cuprous complex, 2-bromoaniline, a pyrrole formaldehyde compound and an alkali in an organic solvent, carrying out a reaction, and carrying out separation and purification to obtain the pyrrole[1,2a] quinoxaline derivative, wherein the molar ratio of the cuprous complex to the 2-bromoaniline to the pyrrole formaldehyde compound to the alkali is (0.01-0.03): 1.0: 1.0: 1.5, the reaction temperature is 50-65 DEG C, and the reaction time is 6-8 hours. Compared with the prior art, the method has the advantages of mild reaction conditions, high yield, high substrate universality, less waste and the like.

Efficient copper-catalyzed annulation of 2-formylazoles with 2-haloanilines for the synthesis of pyrrole- and imidazole-fused quinoxalines

Promoted by CuI/2-hydroxybenzohydrazide catalytic system, a variety of pyrrole- and imidazole-fused quinoxalines have been efficiently one-pot synthesized from pyrrole-/imidazole-2-carboxaldehyde and 2-haloanilines in moderate to excellent yields. 2-Hydroxybenzohydrazide-promoted CuI-catalyzed one-pot annulation of pyrrole-/imidazole-2-carboxaldehyde with 2-haloanilines for the synthesis of pyrrolo[1,2-α]- and imidazo[1,2-α]quinoxalines under relatively mild conditions is described.

Expeditious synthesis of imidazole-and pyrrole-fused benzodiazocines

A straightforward strategy for the synthesis of imidazolefused benzodiazocine from 1-(2-nitrophenyl)-1H-imidazole2-carbaldehyde via Morita-Baylls-Hillman reaction followed by reductive intramolecular cyclization is described. Alternatively the Horner-Wads

Copper-catalyzed annulation of 2-formylazoles with o-aminoiodoarenes

(Chemical Equation Presented) In the presence of catalytic CuI and sparteine, 2-formylpyrroles can be annulated with o-aminoiodoarenes to give substituted pyrrolo[1,2-a]quinoxalines and related heterocycles. The reaction also works for annulation of 2-formylindoles, 2-formylimidazole, 2-formylbenzimidazole, and a 3-formylpyrazole.

Imidazo[1,2-a]quinoxalines: Synthesis and cyclic nucleotide phosphodiesterase inhibitory activity

A group of imidazo[1,2-a]quinoxalines have been synthesised from quinoxaline by condensation of an appropriate haloester or intramolecular cyclisation of a keto moiety on an intracyclic nitrogen atom. The reactivity of the heterocycle was explored through diverse reactions such as electrophilic substitution, lithiation and halogen-metal exchange to give access to a new series of derivatives. Confirmation of their structure was mainly performed by NMR, after careful assignment of the signals in comparison to previous attributions made on the parent imidazo[1,2-a]quinoxaline and discussion of available data in the literature. The cyclic nucleotide phosphodiesterase inhibitor activity of some of these derivatives has been assessed on isoenzymes type III and type lV. Compound 15, 4-(methylamino)imidazo[1,2-a]quinoxaline-2-carbonitrile, exhibited potent relaxant activity on smooth muscle, with a potency similar to the one measured with SCA 40, its structural analogue in the imidazo[1,2-a]pyrazine series.

Method for treating fungal infection in mammals with imidazo [1,2-a]quinoxalines

A method for treating a fungal infection in mammals which comprises administering to said mammals having a fungal infection a therapeutically effective amount of a 4-(substituted phenyl)imidazo[1,2-a]quinoxaline.

1-(2-Acylaminophenyl)imidazoles

A 1-(2-acylaminophenyl)imidazole of formula: STR1 wherein R5 is hydrogen or an aliphatic, cycloaliphatic, phenyl, substituted phenyl, fused bicyclic aryl or monocyclic aryl substituted aliphatic group bonded to the carbonyl carbon through a carbon-to-carbon linkage. The compounds are useful as intermediates in the preparation of 4-substituted imidazo[1,2-a]quinoxalines.

1-(2-Phenylureylene)imidazoles

A 1-(2-acylaminophenyl)imidazole of formula: STR1 wherein R2 is hydrogen or a radical bonded to the nitrogen by a carbon to nitrogen linkage and selected from the group consisting of aliphatic, cycloaliphatic, phenyl, substituted phenyl, fused bicyclic aryl, and monocyclic aryl substituted aliphatic groups.