66895-41-8

Basic information

• Product Name: 2(1H)-Quinoxalinone, 3-[5-[(acetyloxy)methyl]-1-phenyl-1H-pyrazol-3-yl]-
• CAS NO: 66895-41-8
• Molecular Formula: C20H16N4O3
• Molecular Weight: 360.372
• Mol File: 66895-41-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2(1H)-Quinoxalinone, 3-[5-[(acetyloxy)methyl]-1-phenyl-1H-pyrazol-3-yl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinoxalinone, 3-[5-[(acetyloxy)methyl]-1-phenyl-1H-pyrazol-3-yl]-(66895-41-8)
• EPA Substance Registry System: 2(1H)-Quinoxalinone, 3-[5-[(acetyloxy)methyl]-1-phenyl-1H-pyrazol-3-yl]-(66895-41-8)

Safety Data

• Hazardous Substances Data: 66895-41-8(Hazardous Substances Data)

Usage

Core structure

quinoxalinone

Substituent at 3-position

1-phenyl-1H-pyrazol-3-yl group

Additional group attached to phenyl

acetyloxy-methyl group

Potential biological activity

anticancer, antimicrobial, and anti-inflammatory effects

Value in drug development

a valuable scaffold for the development of novel drug candidates with diverse therapeutic applications.

Upstream product

• 153381-58-9 3-<1-(phenylhydrazono)-L-threo-2,3,4-trihydroxybutyl>quinoxalin-2-one 
• 100-63-0 phenylhydrazine 
• 95-54-5 1,2-diamino-benzene 
• 108-24-7 acetic anhydride 
• 66895-34-9 3-[1-(phenylhydrazono)-L-threo-2,3,4-trihydroxybut-1-yl]quinoxalin-2(1H)one 
• 68667-54-9 3-(1-phenylhydrazono-D-erythro-2,3,4-trihydroxybut-1-yl)quinoxalin-2-one 
• 142940-58-7 3-(L-threo-2,3,4-Triacetoxy-1-phenylhydrazonobutyl)-2(1H)-quinoxalinone 

Downstream Products

• 641629-46-1 1-N-(2,3-dibromopropyl)-3-[5-(hydroxymethyl)-1-(4-bromophenyl)pyrazol-3-yl]quinoxalin-2-one 
• 641629-41-6 1-N-allyl-3-[5-(acetoxymethyl)-1-phenylpyrazol-3-yl]quinoxalin-2-one 
• 641629-40-5 1-N-allyl-3-[5-(hydroxymethyl)-1-phenylpyrazol-3-yl]quinoxalin-2-one 
• 641629-39-2 2-O-allyl-3-[5-(hydroxymethyl)-1-phenylpyrazol-3-yl]quinoxaline 
• 947516-24-7 3-(5-(acetoxymethyl)-1-phenyl-pyrazol-3-yl)-1-(2,3-dihydroxypropyl)-quinoxalin-2-one 
• 947516-23-6 1-(2,3-epoxyprop-1-yl)-3-(5-(acetoxymethyl)-1-phenyl-pyrazol-3-yl)-quinoxalin-2-one 
• 66895-45-2 3-<5-(hydroxymethyl)-1-phenylpyrazol-3-yl>quinoxalin-2-one 
• 641629-45-0 3-[5-(hydroxymethyl)-1-(2,3-O-isopropylidenedioxypropyl)-1-phenylpyrazol-3-yl]quinoxalin-2-one 

Relevant articles and documents

MAOS of quinoxalines, conjugated pyrazolylquinoxalines and fused pyrazoloquinoxalines from L-ascorbic and D-isoascorbic acid

Microwave-assisted organic synthesis (MAOS) has been used to accelerate the conversion of L-ascorbic acid (1) and D-isoascorbic acid (2) to the title heterocycles by conversion to 3-(L-threo- or D-erythro-glycerol-1-yl) quinoxaline-2-carboxylic acid o-ami

Structure of the Reaction Products from Dehydroascorbic Acid Analogues, o-Phenylenediamine, and Arylhydrazines. X-Ray Molecular Structure of 3-quinoxalin-2(1H)-one Hemihydrate

Acetylation of the product obtained from successive reaction of dehydro-L-ascorbic acid with o-phenylenediamine and phenylhydrazine gave 3-quinoxalin-2(1H)-one (3) rather than the cyclic structure (4) previously assigned for the reaction product.The structure of compound (3) was confirmed based on 1H NMR, 13C NMR, and X-ray analysis.Reinvestigation of the reaction of 5-phenylfuran-2,3,4(5H)-trione (6) with o-phenylenediamine and an arylhydrazine led to the isolation of two compounds (7) and (10).The former was found to exist in dimethyl sulphoxide solution as a tautomeric mixture of hydrazone imine and diazenyl enamine.Attempted acetylation of compound (7) afforded the furoquinoxaline ring system (8).