78650-16-5

Usage

Uses

Used in Pharmaceutical Industry:
1,3,5-TRIAZINO[1,2-A]BENZIMIDAZOL-2-AMINE, 4-METHYLis used as a key intermediate in the synthesis of various pharmaceutical compounds and heterocyclic chemicals. Its unique structure and potential biological activities, such as anti-inflammatory and anticancer properties, make it a promising candidate for drug development.
Used in Research and Development:
1,3,5-TRIAZINO[1,2-A]BENZIMIDAZOL-2-AMINE, 4-METHYLis used as a fluorescent probe for nucleic acid detection. Its unique structure allows for specific interactions with nucleic acids, making it a valuable tool in molecular biology and diagnostics.
Used in Coordination Chemistry:
1,3,5-TRIAZINO[1,2-A]BENZIMIDAZOL-2-AMINE, 4-METHYLis used as a ligand in coordination chemistry. Its ability to form stable complexes with various metal ions makes it a useful component in the design and synthesis of new coordination compounds with potential applications in catalysis, sensing, and materials science.

Upstream product

• 5418-95-1 2-guanidinobenzimidazole 
• 78-39-7 Triethyl orthoacetate 
• 54789-70-7 2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate 
• 95-54-5 1,2-diamino-benzene 

Relevant academic research and scientific papers

Reactions of 4-oxo-1,3-benzoxazinium perchlorates with guanidines

Condensation of 2-methyl-4-oxo-1,3-benzoxazinium perchlorate with various aromatic and heterocyclic aldehydes provided previously unknown arylvinyl-and hetarylvinyl-substituted salts whose recyclization under treatment with guanidine resulted in formerly undescribed 1,3,5-triazines. The reaction of perchlorates obtained with guanidinebenzoxazole led to the formation of bishetarylamines, with guanidinebenzimidazole formed triazinebenzimidazoles, the cyanoguanidine reacted with 4-oxo-1,3-benzoxazinium perchlorates to give cyanamides.

Synthesis of 2-amino-s-triazino[1,2-a]benzimidazoles as potential antifolates from 2-guanidino- and 2-guanidino-5-methylbenzimidazoles

The syntheses of 2-amino-s-triazino[1,2-a]benzimidazoles from 2-guanidinobenzimidazoles were successfully carried out by a ring annelation reaction. The regiochemistry of the ring closure of 5-methyl-2- guanidinobenzimidazole with diethyl azodicarboxylate, aldehydes, acetone, diethyl ethoxymethylene-malonate and orthoesters, leading to the formation of s-triazine ring was studied. High regioselectivity was not observed in any of these reactions. However, the synthesis of s-triazino[1,2-a]benzimidazole system was found to be more regioselective than its 3,4-dihydro analogue. NOESY experiment indicated that the compound, 2-amino-4,4-dimethyl-3,4-dihydro-s- triazino[1,2-a]benzimidazole existed predominantly as the 3,4-dihydro tautomer in dimethyl sulfoxide. It was found to inhibit bovine dihydrofolate reductase with IC50 10.9 μM.