504-08-5

Basic information

• Product Name: 2,4-DIAMINO-1,3,5-TRIAZINE
• Synonyms: TIMTEC-BB SBB007570;2,4-DIAMINO-1,3,5-TRIAZINE;2,4-DIAMINO-S-TRIAZINE;1,3,5-TRIAZINE-2,4-DIAMINE;formoguanamine;Diaminotriazine;2,4-DIAMINO-1,3,5-TRIAZINE 98%;1,3,5-Triazine-2,6-diamine
• CAS NO: 504-08-5
• Molecular Formula: C₃H₅N₅
• Molecular Weight: 111.11
• EINECS: 207-983-7
• Product Categories: Miscellaneous;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research
• Mol File: 504-08-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 447.6 °C at 760 mmHg
• Flash Point: 254.9 °C
• Appearance: /
• Density: 1.508 g/cm³
• Vapor Pressure: 3.32E-08mmHg at 25°C
• Refractive Index: 1.716
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.24±0.10(Predicted)
• CAS DataBase Reference: 2,4-DIAMINO-1,3,5-TRIAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIAMINO-1,3,5-TRIAZINE(504-08-5)
• EPA Substance Registry System: 2,4-DIAMINO-1,3,5-TRIAZINE(504-08-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 504-08-5(Hazardous Substances Data)

Usage

Description

2,4-Diamino-1,3,5-triazine is an organic compound with the molecular formula C3H6N6. It is a heterocyclic compound characterized by three nitrogen atoms and three carbon atoms arranged in a six-membered ring. 2,4-DIAMINO-1,3,5-TRIAZINE is known for its versatile chemical properties and is widely utilized in various applications due to its unique structure and reactivity.

Uses

Used in Gene Therapy:
2,4-Diamino-1,3,5-triazine is used as a reactant in the synthesis of triazine-modified dendrimers, such as G5-DAT66. This specific dendrimer has been employed as a vector for osteosarcoma TRAIL gene therapy, both in vitro and in vivo. Its application in gene therapy highlights its potential in the development of novel treatment strategies for various diseases, including cancer.
Used in Chemotherapy:
2,4-Diamino-1,3,5-triazine is also utilized in the synthesis of water-soluble copper(II)-dipeptide complexes. These complexes have demonstrated significant in vitro cytotoxicity against four human carcinoma cell lines (HepG2, HeLa, A549, and U87). As a result, these DNA minor groove binding diamino-s-triazine copper-based complexes are considered potential chemotherapeutic agents, showcasing the compound's role in the development of new and effective cancer treatments.

InChI:InChI=1/C3H5N5/c4-2-6-1-7-3(5)8-2/h1H,(H4,4,5,6,7,8)

Upstream product

• 3397-62-4 2-Chloro-4,6-diamino-1,3,5-triazine 
• 115948-81-7 N-chloro-formamidine 
• 4471-51-6 formylguanidine 
• 593-85-1 diguanidine carbonate 
• 77287-34-4 formamide 
• 56-03-1 BIGUANIDE 
• 127099-85-8 N-Cyanoguanidine 
• 64-17-5 ethanol 
• 420-04-2 CYANAMID 
• 113-00-8 guanidine nitrate 
• 6784-19-6 N-cyano-formamidine 
• 109-94-4 formic acid ethyl ester 
• 89302-48-7 N,N'-dicyanoformamidine 
• 5496-10-6 1-amino-1-cyanocyclohexane 

Downstream Products

• 114793-37-2 bis-(2-phenyl-butyrylamino)-[1,3,5]triazine 

Relevant articles and documents

Reactions of Guanidine and Urea with Aminonitriles

The aminonitriles 3a-f react with guanidine in DMF to yield the 5,5- resp. 5-substituted imidazolidine-2,4-diimines 2a-d resp. 2f, whereas 2e could not be isolated. 7,14-diazadispiro-pentadecan-15-on (7), 4-imino-1,3-diazaspirodecan-2-one (8a) and the 2,4-diaminotriazine (9) were isolated as byproducts. 1-Aminocyclohexancarbonitrile (3a) reacts with urea to the 4-imino-1,3-diazaspirodecan-2-one (8a); 8a can be prepared from (1-cyancyclohexyl)urea (11a) as well.The structures of the new compounds are proved by NMR-, IR- and mass spectra and the mechanism of the reaction is discussed. - Keywords: Aminonitriles, reaction with guanidine resp. urea; 1,3-Diazaspirodecan-2-one, 4-imino; 1,3-Diazaspirononan-resp. decan-2,4-diimimne; Guanidine, reactions with aminonitriles; Imidazolidin-2,4-diimines, 5-substituted; Urea, reactions with aminonitriles

Remediation of s-triazines contaminated water in a laboratory scale apparatus using zero-valent iron powder

Atrazine, propazine and simazine were tested separately and in mixture by batch procedure in a laboratory-constructed apparatus. 3.751 of a buffered s-triazines pesticide solution was treated at room temperature by 325-mesh zero-valent iron powder (ZVIP) (20 g/l). High performance liquid chromatography was used to separate by-products and study the decline in the pesticide's concentrations. Results obtained show that the order of degradation was simazine, atrazine and then propazine. The half-lives (t(1/2)) of the s-triazines pesticides are, respectively, 7.4, 9.0 and 10.6 min when they are treated separately, and 9.8, 11.2 and 13.7 min when they are treated together under the same conditions. The final by-product obtained after 50 min of contact of simazine with ZVIP shows a shift to longer wavelength in its UV spectrum. A similar phenomenon is shown for atrazine and propazine. Identical primary by-products are produced and subsequently degraded to 4,6-(diamino)-s-triazine, which seems to be the major by-product of the reductive treatment process. Pathways for the degradation of the studied s-triazines by ZVIP are proposed. (C) 2000 Elsevier Science Ltd.

Metal free [4+1] and [5+1] annulation reactions to prepare heterocycles using DMF and its derivatives as one-carbon source

1,2,4-Triazolo[3,4-a]pyridines and related heterocycles and substituted triazines were commonly discovered scaffolds in a variety of pharmaceutical and agrochemical agents. Herein, we report a highly efficient and practical method using DMF and its derivative for the [4+1] and [5+1] annulation reactions to prepare these heterocycles. This metal free reaction takes advantages of shelf stable DMF as solvent and carbon donor, imidazole chloride as a catalyst, the mild reaction condition tolerates a broad substrate range and substitutes. The prepared 3-unsubstituted 1,2,4-triazolo[3,4-a]pyridine and derivatives allow further introduction of a variety of functional group1 at 3-position.