4956-05-2

Basic information

• Product Name: 5-Bromo-6-azauracil
• Synonyms: VITAS-BB TBB000521;4h)-dione,6-bromo-as-triazine-5(2h;5-BROMO-6-AZAURACIL;6-BROMO-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-3,5-DIONE;6-BROMO-2H-[1,2,4]TRIAZINE-3,5-DIONE;6-BROMO-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE;AURORA 14997;IFLAB-BB F1207-0035
• CAS NO: 4956-05-2
• Molecular Formula: C₃H₂BrN₃O₂
• Molecular Weight: 191.97
• Product Categories: Heterocycles series;Halides;Ring Systems
• Mol File: 4956-05-2.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• Density: 2.61 g/cm³
• Refractive Index: 1.831
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.11±0.40(Predicted)
• CAS DataBase Reference: 5-Bromo-6-azauracil(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-6-azauracil(4956-05-2)
• EPA Substance Registry System: 5-Bromo-6-azauracil(4956-05-2)

Safety Data

• Hazardous Substances Data: 4956-05-2(Hazardous Substances Data)

Usage

General Description

5-Bromo-6-azauracil is a synthetic compound that acts as a competitive inhibitor of the enzyme uracil phosphoribosyltransferase (UPRT). It is used in the study of nucleotide metabolism and has potential applications in cancer therapy. 5-Bromo-6-azauracil is an analog of the natural nucleoside uracil, with a bromine group substituted at the 5 position and an azido group at the 6 position. 5-Bromo-6-azauracil has been shown to have anti-proliferative effects on cancer cells, making it a promising candidate for further investigation as a potential anticancer agent. Additionally, 5-Bromo-6-azauracil has been used in conjunction with UPRT to study the mechanism of nucleotide salvage pathways in various organisms, providing valuable insights into cellular metabolism and potential drug targets.

InChI:InChI=1/C3H2BrN3O2/c4-1-2(8)5-3(9)7-6-1/h(H2,5,7,8,9)

Upstream product

• 461-89-2 6-azauracil 

Downstream Products

• 4956-10-9 3.5-Dihydroxy-6-<2-amino-1.3.4-thiadiazolyl-(5)-mercapto>-1.2.4-triazin 
• 496913-07-6 6-Bromo-2-(2,6-difluorobenzyl)-1,2,4-triazine-3,5-(2H)-dione 
• 867060-68-2 6-bromo-2-(2-fluoro-6-trifluoromethyl-benzyl)-2H-[1,2,4]triazine-3,5-dione 
• 1562525-86-3 6-bromo-2-(4-phenoxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione 
• 1562525-94-3 6-bromo-2-(3-phenoxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione 
• 1562525-40-9 6-bromo-2-(4-methoxyphenethyl)-1,2,4-triazine-3,5(2H,4H)-dione 

Relevant articles and documents

Synthesis of novel 1,2,4-triazine scaffold as FAK inhibitors with antitumor activity

A series of 1,3,5-triazinic inhibitors of focal adhesion kinase (FAK) has recently been shown to exert antiangiogenic activity against HUVEC cells and anticancer efficacy against several cancer cell lines. In this report, we designed and synthesized a series of new compounds containing a 1,2,4-triazine core as novel scaffold for FAK inhibitors. These compounds displayed 10?7?M IC50 values, and the best one showed IC50 value of 0.23?μM against FAK enzymatic activity. Among them, several inhibitors potently inhibited the proliferation of glioblastoma (U-87MG) and colon (HCT-116) cancer cell lines. Docking of compound 10 into the active site of the FAK kinase was performed to explore its potential binding mode.

SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF

Disclosed herein are nucleotide analogs, methods of synthesizing nucleotide analogs and methods of treating diseases and/or conditions such as a Picornaviridae and/or Flaviviridae viral infections with one or more nucleotide analogs.

Synthesis of novel 3-substituted-5H-benzo[5,6][1, 4]thiazino[3,2-e][1,2,4]triazines and their 15-lipoxygenase inhibitory activity

A new group of 3-substituted-5H-benzo[5,6][1,4]thiazino[3,2-e][1,2,4]triazines was designed, synthesized and evaluated as inhibitors of 15-lipoxygenase (15-LO), and the results were compared with those of standard ligand 4-methyl-2-(4-methylpiperazin-1-yl)pyrimido[4,5-b][1,4]benzothiazine (4-MMPB). Among the newly designed ligands, compound 9e showed the best IC50 of 15-LO inhibition (IC50?=?38?μM). The docking calculations were performed in MOE software based on the function of force-field scoring, in order to study the interaction of these new compounds and standard ligand with 15-LO. The docking study implied that these ligands have hydrogen bond interaction with the residue of active site of 15-LO.