16303-23-4

Basic information

• Product Name: 2,4,6-tris(morpholino)-1,3,5-triazine
• Synonyms: 2,4,6-tris(morpholino)-1,3,5-triazine;3,5-Triazine, 2,4,6-tri-4-morpholinyl-1;2,4,6-Tri(4-morpholinyl)-1,3,5-triazine;4,4',4''-(s-Triazine-2,4,6-triyl)tris(morpholine);1,3,5-Triazine, 2,4,6-tri-4-morpholinyl-;Ai3-51241;Einecs 240-391-7;2,4,6-tris(1-morpholino)-1,3,5-triazine
• CAS NO: 16303-23-4
• Molecular Formula: C₁₅H₂₄N₆O₃
• Molecular Weight: 336.38946
• EINECS: 240-391-7
• Mol File: 16303-23-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 284-289 °C (decomp)
• Boiling Point: 571.7°Cat760mmHg
• Flash Point: 299.5°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 4.45E-13mmHg at 25°C
• Refractive Index: 1.577
• PKA: 7.80±0.10(Predicted)
• CAS DataBase Reference: 2,4,6-tris(morpholino)-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-tris(morpholino)-1,3,5-triazine(16303-23-4)
• EPA Substance Registry System: 2,4,6-tris(morpholino)-1,3,5-triazine(16303-23-4)

Safety Data

• Hazardous Substances Data: 16303-23-4(Hazardous Substances Data)

Usage

General Description

2,4,6-tris(morpholino)-1,3,5-triazine is a chemical compound that contains three morpholine groups attached to a 1,3,5-triazine ring. It is commonly used as a flame retardant in various materials, including textiles, plastics, and foams. 2,4,6-tris(morpholino)-1,3,5-triazine is known for its high thermal stability and low toxicity, making it suitable for use in products intended for indoor environments. Additionally, 2,4,6-tris(morpholino)-1,3,5-triazine has been studied for its potential application as a corrosion inhibitor and as a chemical intermediate in organic synthesis. Overall, this chemical is valued for its fire safety properties and versatility in various industrial applications.

InChI:InChI=1/C15H24N6O3/c1-7-22-8-2-19(1)13-16-14(20-3-9-23-10-4-20)18-15(17-13)21-5-11-24-12-6-21/h1-12H2

Upstream product

• 5625-90-1 4-(morpholinomethyl)morpholine 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 109-02-4 4-methyl-morpholine 
• 1530-89-8 N-cyanomorpholine 
• 77287-34-4 formamide 
• 110-91-8 morpholine 
• 7597-22-0 2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine 

Relevant articles and documents

4,6-Bis- and 2,4,6-tris-(N,N-dialkylamino)-s-triazines: synthesis, NMR spectra and restricted rotations

Syntheses of various symmetrically and non-symmetrically trisubstituted trazines are reported.Dynamic NMR (1H and 13C) experiments demonstrate that 2,4,6-tris(dialkylamino)-s-triazines show correlated rotations of the alkyl groups in the dialkylamino moieties.Unsymmetrical 2-chloro, 2-alkoxy- and 2-aryloxy-4,6-bis(di-n-alkylamino)-s-triazines display two non-equivalent n-alkyl groups, due to the restricted rotation around the Ar-N bonds.

Kinetic Studies on the Reaction of Cyanuric Chloride with Amines

The individual steps in the reactions of cyanuric chloride with n-butyl amine in N-methyl pyrrolidone (NMP) and with morpholine in isopropanol (i-PrOH) were followed kinetically.The ratio of the exchange rates of the first, the second and the third chlorine atom was unexpectedly high in both cases.The reactions of n-butylamino dichlorotriazine with several amines were studied kinetically both in NMP and in i-PrOH.Linear free-energy relationships exist both between our values and reaction rates of p-nitro fluorobenzene with the corresponding amines (in DMSO) determined by Suhr.

Synthesis of some 1,3,5-triazine derivatives

Some derivatives of 1,3,5-triazine were prepared with excellent yields by nucleophilic reactions between cyanuric chloride and some nucleophiles under mild conditions.{A figure is presented}.

Targeting the erythrocytic and liver stages of malaria parasites with s-triazine-based hybrids

A diversity-oriented library of s-triazine-based hybrids was screened for activity against the chloroquine-resistant Plasmodium falciparum W2 strain. The most striking result was sub-micromolar activity against cultured erythrocytic-stage parasites of hybrid molecules containing one or two 8-aminoquinoline moieties. These compounds were not clearly toxic to human cells. The most effective blood-schizontocidal s-triazine derivatives were then screened for activity against the liver stage of malaria parasites. The s-triazine hybrid containing two 8-aminoquinoline moieties and one chlorine atom emerged as the most potent against P. berghei liver-stage infection, active in the low nanomolar region, combined with good metabolic stability in rat liver microsomes. These results indicate that s-triazine-8-aminoquinoline-based hybrids are excellent starting points for lead optimization as dual-stage antimalarials.

Synthesis and antitumor evaluation of a novel series of triaminotriazine derivatives

A series of triaminotriazine derivatives (compounds 5a-f, 6a-x, and 7a-g) was designed, synthesized, and evaluated for their inhibition activities to colorectal cancer (CRC) cell lines (HCT-116 and HT-29). Most of the synthesized compounds demonstrated moderate anti-proliferatory effects on both HCT-116 and HT-29 cell lines at the concentration of 10 μM. The inhibitory activities against HCT-116 and HT-29 cell lines were discussed to develop the structure-activity relationships of this new series. Compounds 6l and 6o exhibited prominent inhibition activities toward HCT-116, with IC50s of 0.76 and 0.92 μM, respectively. The in vivo antitumor studies and pharmacokinetics of compound 6l showed that it might be a promising new hit for further development of antitumor agents.