55369-94-3

Basic information

• Product Name: 1,2,4-Triazine-3,5(2H,4H)-dione, 2-(3-chlorophenyl)-
• CAS NO: 55369-94-3
• Molecular Formula: C9H6ClN3O2
• Molecular Weight: 223.619
• Mol File: 55369-94-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2,4-Triazine-3,5(2H,4H)-dione, 2-(3-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Triazine-3,5(2H,4H)-dione, 2-(3-chlorophenyl)-(55369-94-3)
• EPA Substance Registry System: 1,2,4-Triazine-3,5(2H,4H)-dione, 2-(3-chlorophenyl)-(55369-94-3)

Safety Data

• Hazardous Substances Data: 55369-94-3(Hazardous Substances Data)

Upstream product

• 461-89-2 6-azauracil 
• 63503-60-6 3-chlorophenylboronic acid 
• 65357-91-7 6-Amino-5-(3-chloro-phenylazo)-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 68321-60-8 2-(3-chloro-phenyl)-5,7-dimethyl-2H,5H-pyrimido[4,5-e][1,2,4]triazine-3,6,8-trione 
• 68321-63-1 2-(3-chloro-phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-[1,2,4]triazine-6-carboxylic acid 

Downstream Products

• 38613-26-2 1-[2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonyl]-pyrrolidine 
• 38560-90-6 N,N-diallyl-2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonamide 
• 38560-88-2 2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-N-methyl-N-propyl-benzenesulfonamide 
• 38560-87-1 N-allyl-2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-N-methyl-benzenesulfonamide 
• 38613-30-8 2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-N-ethyl-N-methyl-benzenesulfonamide 
• 38613-32-0 2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-N,N-dimethyl-benzenesulfonamide 
• 74875-51-7 2-Chloro-N,N-bis-(2,2-diethoxy-ethyl)-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonamide 
• 74875-58-4 4-[2-Chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonyl]-piperazine-1-carboxylic acid ethyl ester 
• 74875-42-6 2-Chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-N-(2,3,4,5,6-pentafluoro-phenyl)-benzenesulfonamide 
• 74875-55-1 N,N-Dibenzyl-2-chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonamide 
• 74875-61-9 2-[4-(4-Benzyl-piperidine-1-sulfonyl)-3-chloro-phenyl]-2H-[1,2,4]triazine-3,5-dione 
• 74875-53-9 2-Chloro-N-(4-chloro-benzyl)-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-N-methyl-benzenesulfonamide 
• 74875-41-5 2-Chloro-N-(2-chloro-benzyl)-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonamide 
• 74875-50-6 N-Butyl-2-chloro-N-cyanomethyl-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-benzenesulfonamide 

Relevant articles and documents

A mild and efficient copper-mediated N-arylation of 6-azauracil with corresponding boronic acids and their antibacterial activity

A convenient synthetic strategy is reported for the synthesis of N-arylated 6-azauracil through Chan-Lam cross-coupling. A variety of N-arylated 6-azauracil derivatives were synthesized in moderate to good yields by cross-coupling of 6-azauracil with arylboronic acids in the presence of Cu(OAc)2 and pyridine. However the arylation position is confirmed in the case of 2-(3,5-dichlorophenyl)-1,2,4-triazine-3,5(2H,4H)-dione (3a), by preparing the compound in a traditional method and compared the chemical shift of the NH proton at N-3 position. Further, the synthesized compounds were screened for their antibacterial activity using agar well diffusion method. The results revealed that most of the synthesized moieties possessing promising therapeutic nature.

Anticoccidial derivatives of 6-azauracil. II. High potency and long plasma life of N1-phenyl structures

Attachment of substituted phenyl side chains at N1 of 6-azauracil caused striking increases in plasma life and anticoccidial potency. The increases were related in part to the acidity of the imide hydrogen. Maximum effects were shown by phenyl rings substituted in both meta positions by compact, electron-withdrawing, lipophilic substituents, as in 1-(3',5'-dichlorophenyl)-6 azauracil, which had a plasma half-life of 160 h and a potency 250-fold greater than that of 6-azauracil.