2352-34-3

Usage

Primary Use

Precursor for the production of various types of dyes and pigments

Chemical Structure

Derived from the triazine ring system

Reactivity

High reactivity due to the presence of 6-chloro and nitrophenyl groups

Versatility

Useful for forming complex organic molecules

Potential Applications

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Importance

Wide range of potential uses in various industries, making it an important chemical in the field of organic chemistry

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 99-09-2 3-nitro-aniline 
• 2352-39-8 4,6-dichloro-N-(3-nitrophenyl)-1,3,5-triazin-2-amine 

Downstream Products

• 942046-03-9 N⁽²⁾,N⁽⁴⁾-bis(3-nitrophenyl)-6-(piperazin-1-yl)-1,3,5-triazine-2,4-diamine 
• 1425926-11-9 C₂₄H₁₇N₉O₇S 
• 1425926-02-8 C₂₄H₁₇Cl₂N₇O₃S 
• 1425926-07-3 C₂₄H₁₇F₂N₇O₃S 
• 1620172-73-7 3,5-diphenyl-4,5-dihydro-pyrazole-1-carbothioic acid [4,6-bis-(3-nitro-phenylamino)-[1,3,5]triazin-2-yl]-amide 
• 1620172-74-8 5-(2-nitro-phenyl)-3-phenyl-4,5-dihydro-pyrazole-1-carbothioic acid [4,6-bis-(3-nitrophenylamino)-[1,3,5]triazin-2-yl]-amide 
• 1620172-75-9 5-(4-nitro-phenyl)-3-phenyl-4,5-dihydro-pyrazole-1-carbothioic acid [4,6-bis-(3-nitrophenylamino)-[1,3,5]triazin-2-yl]-amide 
• 1620172-76-0 5-(2-chloro-phenyl)-3-phenyl-4,5-dihydro-pyrazole-1-carbothioic acid [4,6-bis-(3-nitrophenylamino)-[1,3,5]triazin-2-yl]-amide 
• 1620172-77-1 5-(4-chloro-phenyl)-3-phenyl-4,5-dihydro-pyrazole-1-carbothioic acid [4,6-bis-(3-nitrophenylamino)-[1,3,5]triazin-2-yl]-amide 
• 113391-75-6 N,N'-Bis-(3-nitro-phenyl)-N''-[1-phenyl-meth-(E)-ylidene]-[1,3,5]triazine-2,4,6-triamine 

Relevant academic research and scientific papers

Discovery of novel 1,3,5-triazine-thiazolidine-2,4-diones as dipeptidyl peptidase-4 inhibitors with antibacterial activity targeting the S1 pocket for the treatment of type 2 diabetes

A novel series of 1,3,5-triazine-thiazolidine-2,4-diones was synthesized and characterized by a number of analytical and spectroscopic techniques. The molecules were screened for the in vitro inhibition of dipeptidyl peptidase-4 and compound 7a showed the most prominent inhibition with IC50 = 6.25 μM. The other compounds showed considerable inhibition (IC50 = 12.11-49.21 μM). Docking studies indicated that the lipophilic thiazolidine-2,4-dione fragment of ligand 7a was oriented towards the tight lipophilic cavity of the S1 pocket of the active site formed by residues such as Tyr631, Val656, Trp659, Tyr662, Tyr666 and Val711 via the formation of H-bonds with Tyr547. One of the amines present on the wings of the triazine formed a hydrogen bond with Glu205, a vital residue for the N-terminal recognition site with an efficient CDOCKER interaction energy. In a bacterial inhibition study, the entire set of compounds showed excellent activity and, in some instances, were found to be equipotent to the cefixime used as a standard.

Structure-guided discovery of 1,3,5-triazine-pyrazole conjugates as antibacterial and antibiofilm agent against pathogens causing human diseases with favorable metabolic fate

Impressed by the exceptional antibacterial activity exhibited by our earlier designed molecules originating from 1,3,5-triazine, the present study was undertaken to synthesize a novel series of 1,3,5-triazine-pyrazole conjugates to bring diversity around the core skeleton. The target analogues showed potent antibacterial activity against tested Gram-positive and Gram-negative microorganisms. The toxicity and metabolic site prediction studies were also held out to set an effective lead candidate for the future antibacterial drug discovery initiatives.

Design and one-pot synthesis of hybrid thiazolidin-4-one-1,3,5-triazines as potent antibacterial agents against human disease-causing pathogens

An efficient and general one-pot reaction to a novel series of hybrid thiazolidine-4-one-1,3,5-triazine derivatives was developed. The easy work-up of the products, rapid reaction, and mild conditions are notable features of this protocol. These molecules were found to exhibit potent activity against a panel of Gram-positive and Gram-negative micro-organisms.

Design, facile synthesis, antibacterial activity and structure-activity relationship of novel di- and tri-substituted 1,3,5-triazines

Due to overwhelming generation of drug resistant microorganisms, there is an urgent need to develop novel chemotherapeutic agents. In continuation of our research on discovery of novel heterocyclic scaffolds from 1,3,5-triazine, present study deals with design and development of some novel di- and tri-substituted 1,3,5-triazine derivatives. The synthesis of title analogues were accomplished by SNAr reaction and subsequently underwent rigorous antibacterial screening against a panel of representative Gram-negative and Gram-positive bacteria. Screening results revealed that minor structural variation may induce drastic changes in activity. Whereas, amine bridge and piprazine was termed as pivotal structural fragments necessary for generation and escalation of bio-activity. The structures of newly synthesized compounds were ascertained on the basis of their analytical and spectral profiles.

Synthesis and biological evaluation of some new 3,4-dihydropyrimidin-4-ones

Condensation of 5-cyano-2-hydrazino-3-N-methyl-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin-4 -one (3a and 3b) with 2,4-bisalkyl/arylamino-6-chloro-s-triazine (4) gave the corresponding 2,4-bisalkyl/arylamino-6-[5′-cyano-3′-N-methyl]-6′-phenyl/p -chlorophenyl-3′,4′-dihydropyrimidin-4′-one-2′-yl-hyd razino-s-triazines (5a-n and 6a-n). The compounds 4 have been prepared by the condensation of cyanuric chloride and different alkyl/aryl amines. The reaction between 5-cyano-3-N-methyl-2-methylthio-6-phenyl/p-chlorophenyl-3,4-dihydropyrimidin- 4-one (2a and 2b) with hydrazine hydrate furnished 3a and 3b, respectively. The condensation of 6-phenyl/p-chlorophenyl/5-cyano-2-mercapto-3,4-dihydropyrimidin-4-one (1a and 1b) with methyl iodide yielded 2a and 2b, respectively. All the products have been evaluated in vitro for their antimicrobial activity against several microbes and antitubercular activity against Mycobacterium tuberculosis H37 Rv. Copyright