1455-77-2

Usage

Chemical Properties

colourless crystals or faintly yellow powder

Uses

Different sources of media describe the Uses of 1455-77-2 differently. You can refer to the following data:
1. Inhibitor of DNA synthesis.
2. 3,5-Diamino-1,2,4-triazole is used as an inhibitor of DNA synthesis. It also serves as an antitumor agents in the treatment of epigenetically-based diseases. It acts as a corrosion inhibitor for copper.

Definition

ChEBI: An aromatic amine that is 1,2,4-triazole substituted at positions 3 and 5 by amino groups.

General Description

Colorless crystals.

Air & Water Reactions

1H-1,2,4-Triazole-3,5-diamine is sensitive to air. Dust can be explosive when suspended in air at specific concentrations. Water soluble.

Reactivity Profile

The triazoles, of which 1H-1,2,4-Triazole-3,5-diamine is a member, are a group of highly explosive materials that are sensitive to heat, friction, and impact. Sensitivity varies with the type of substitution to the triazole ring. The amine substituted derivatives, 1H-1,2,4-Triazole-3,5-diamine, tend not to be explosion sensitive. Metal chelated and halogen substitution of the triazol ring make for a particularly heat sensitive material. Azido and nitro derivatives have been employed as high explosives. No matter the derivative these materials should be treated as explosives. 1H-1,2,4-Triazole-3,5-diamine forms salts readily with acids.

Health Hazard

SYMPTOMS: 1H-1,2,4-Triazole-3,5-diamine is stable under normal laboratory conditions.

Fire Hazard

Flash point data for 1H-1,2,4-Triazole-3,5-diamine are not available. 1H-1,2,4-Triazole-3,5-diamine is probably combustible.

Safety Profile

Human systemic effects by intravenous route: leukopenia (reduced white blood cell count) and thrombo cytopenia (reduced blood platelet count). Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

The triazole crystallises from water or EtOH. [Beilstein 26 III/IV 1161.]

InChI:InChI=1/C2H5N5/c3-1-5-2(4)7-6-1/h(H5,3,4,5,6,7)

Upstream product

• 64-17-5 ethanol 
• 127099-85-8 N-Cyanoguanidine 
• 77287-34-4 formamide 
• 420-04-2 CYANAMID 
• 7803-57-8 hydrazine hydrate 
• 86147-15-1 1-acetyl-3,5-diamino-1H-1,2,4-triazole 
• 131023-09-1 methyl (3,5-diamino-1,2,4-triazol-1-yl)dithiocarbonate 
• 60-34-4 methylhydrazine 

Downstream Products

• 1018-79-7 1,4-dihydroxy-2,3-naphthalenedicarbonitrile 
• 321945-08-8 C₁₇H₁₅N₅CH₂ 
• 1027005-40-8 C₁₉H₁₉N₅ 
• 303016-71-9 C₁₇H₁₄ClN₅ 
• 134834-77-8 5-(4-Chloro-phenyl)-7-phenyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylamine 
• 1352005-02-7 N³,N⁵-bis(2,5-dimethoxybenzylidene)-1H-1,2,4-triazole-3,5-diamine 
• 1352005-00-5 N³,N⁵-bis(4-hydroxy-3-methoxybenzylidene)-1H-1,2,4-triazole-3,5-diamine 
• 103907-17-1 2-amino-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine 
• 1234620-57-5 (rac)-2-amino-7-(4-cyanophenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile 

Relevant academic research and scientific papers

Efficient in situ synthesis of 3,5-disubstituted-1,2,4-triazoles under microwave-assisted conditions

Abstract Based on an efficient in situ metal/ligand reaction, a serial of 3,5-disubstituted-1, 2,4-triazoles were synthesized via cycloaddition of organonitriles and ammonia under microwave conditions. This synthetic protocol provides a concise and high-yield access to 3,5-disubstituted-1,2,4-triazoles in organic synthesis. Moreover, the tautomerism of the product was also investigated. Taylor & Francis Group, LLC.

Preparation and characterization of 3,5-dinitro-1H-1,2,4-triazole

Neat 3,5-dinitro-1H-1,2,4-triazole was obtained in quantitative yield from potassium 3,5-dinitro-1,2,4-triazolate and sulfuric acid. The compound was purified by sublimation in vacuo at 110 °C. Pure HDNT is a hygroscopic white solid that is impact and friction sensitive and decomposes explosively upon heating to 170 °C. However, the presence of impurities might lower the decomposition temperature and increase the sensitivity of the material. Potassium 3,5-dinitro-1,2,4-triazolate was prepared from commercially available 3,5-diamino-4H-1,2,4-triazole with sodium nitrite and sulfuric acid. The synthesis of HDNT from 2-cyanoguanidine and hydrazine hydrate without isolation and purification of the 3,5-diamino-4H-1,2,4-triazole intermediate can result in the formation of azidotriazole impurities. A triclinic and a monoclinic polymorph of 3,5-dinitro-1H-1,2,4-triazole were found by X-ray structure determination. In addition, the crystal structure of the hydrate (HDNT)3·4H2O, as well as those of several HDNT impurities and decomposition products were obtained.

Technology for three-innovation synthesis of 2-amino-5-methyl-4-oxo-3-n-propyltriazolopyrimidine

The invention discloses a technology for synthesizing 2-amino-5-methyl-4-oxo-3-n-propyl-6H-triazolo-[1,5-a]pyrimidine. Methyl methacrylate and bromine are firstly subjected to an addition reaction toprepare methyl 2,3-dibromo-2-methylpropanoate, and then the methyl 2,3-dibromo-2-methylpropanoate and sodium methylate are etherified in a new suitable solvent to prepare methyl 3,3-dimethoxy-2-methylpropionate etherate; the etherate and 3,5-diamino-1,2,4-triazole, prepared from hydrazine hydrate and dicyandiamide under the catalysis of an acid, are condensed at an intermediate temperature of about 115 DEG C under the catalysis of an organic base to obtain a pyrimidotriazole compound; and the pyrimidotriazole material liquid and 1-chloropropane undergo a direct alkylation reaction in an inorganic or organic bas and a new solvent to obtain the 2-amino-5-methyl-4-oxo-3-n-propyl-6H-triazolo-[1,5-a]pyrimidine. The technology is improved by the three major innovations of improving the catalyticsynthesis conditions of the condensation ring closure of the pyrimidotriazole, optimizing the alkylation substitution reaction and the process technology of the pyrimidinetriazole and innovating theraw material of an alkylation reagent, so the technology has the advantages of great improvement of the yield, simplicity in operation, mild reaction conditions, and safety to devices and human bodies, the total yield of methyl methacrylate can reach 46.5% or above, and the obtained product has a white color and a good crystalline state, and has a content of 99% or more.

Silica Metal Oxide Vesicles Catalyze Comprehensive Prebiotic Chemistry

It has recently been demonstrated that mineral self-assembled structures catalyzing prebiotic chemical reactions may form in natural waters derived from serpentinization, a geological process widespread in the early stages of Earth-like planets. We have s

Hydrothermal synthesis method of 3,5-diamino-1,2,4-triazole

The invention provides a hydrothermal synthesis method of 3,5-diamino-1,2,4-triazole. The method comprises the following steps: cyan substituted derivatives, ammonium salt, copper hydroxide and water are used as raw materials, hydrothermal synthesis is carried out in a condition with high pressure, and 3,5-diamino-1,2,4-triazole is obtained. Cyanamide, ammonium salt, and copper hydroxide are used as raw materials, a high pressure reaction apparatus is used, ammonia which is decomposed from the ammonium salt in the effects of copper hydroxide and two molecules of cyanamide are condensed, in order to generate a copper biguanide complex. Copper(I) sulfide is eliminated from the copper biguanide complex in a condition with existence of sulfide, and 3,5-diamino-triazole is obtained by a cyclocondensation reaction. A high pressure reaction vessel is used for increasing the concentration of ammonia in a water system, which is good for generation of the condensation reaction, and at the same time, time and temperature required for condensation of cyanamide are effectively reduced. Existence of excess ammonium salt is used, in order to stabilize the pH value of the whole reaction system, and generation of the side reaction of polymerization of cyanamide is avoided. The method has the advantages of simple process, low raw material cost, and high purity of the final product.

Synthesis and structural characterization of N-amino compounds

Seven N-amino compounds were successfully synthesized via N-amination reaction. The structures of target compounds and intermediates were characterized by 1H NMR, 13C NMR, IR, elementary analysis, MS and X-ray single-crystal diffraction analysis. The single crystals of 3,5-diamino-1,2,4-triazole and 3,5-dinitro-1,2,4-triazole were obtained. Crystal data of 3,5-diamino-1,2,4-triazole: C2H5N5, Mr = 99.11, Monoclinic, P2(1)/c, a = 10.652(4), b = 4.3411(14), c = 10.822(4) ?, α = 90(4), β = 118.714(4), γ = 90deg;, V = 0.4389(2) nm3, Z = 4, Dc = 1.500 g cm-3, μ = 0.113 mm-1, F(000) = 208, R = 0.0354 and wR = 0.0936. Crystal data of 3,5-dinitro-1,2,4-triazole: C2H3N5O5, Mr = 177.09, Orthorhombic, P2(1)2(1)2(1), a = 4.937(3), b = 9.344(5), c = 140447(7) ?, α = 90, β = 90, γ = 90°, V = 0.6665(6) nm3, Z = 4, Dc = 1.765 g cm-3, μ = 0.171 mm-1, F(000) = 360, R = 0.0555 and wR = 0.1772.

Ionic liquids based on azolate anions

Compartmentalized molecular level design of new energetic materials based on energetic azolate anions allows for the examination of the effects of both cation and anion on the physiochemical properties of ionic liquids. Thirty one novel salts were synthesized by pairing diverse cations (tetraphenylphosphonium, ethyltriphenylphosphonium, /V-phenyl pyridinium, 1butyl-3-methylimidazolium, tetramethyl-, tetraethyl-, and tetrabutylammonium) with azolate anions (5-nitrobenzimidazolate, 5-nitrobenzotriazolate, 3,5-dinitro-1,2,4-triazolate, 2,4-dinitroimidazolate, 4-nitro-l ,2,3-triazolate, 4,5-dinitroimidazolate, 4,5-dicyanoimidazolate, 4-nitroimidazolate, and tetrazolate). These salts have been characterized by DSC, TGA, and single crystal X-ray crystallography. The azolates in general are surprisingly stable in the systems explored. Ionic liquids were obtained with all combinations of the l-butyl-3-methylimidazoli-um cation and the heterocyclic azolate anions studied, and with several combinations of tetraethyl- or tetrabutylammonium cations and the azolate anions. Favorable structure-property relationships were most often achieved when changing from 4- and 4,5-disubstituted anions to 3,5- and 2,4-disubstituted anions. The most promising anion for use in energetic ionic liquids of those studied here, was 3,5-dinitro-l ,2,4-triazolate, based on its contributions to the entire set of target properties.

Regioselective synthesis of alkyl derivatives of 3,5-diamino-1,2,4-triazole

New procedures were suggested for regioselective synthesis of alkyl derivatives of 3,5-diamino-1,2,4-triazole. Pleiades Publishing, Inc., 2006.

Process for the synthesis and recovery of nitramines

A method is provided for the synthesis of nitramines, and the recovery of the nitramines from a clathrate.

Composition of matter having bioactive properties

Particles of coordinated complex comprising a basic, hydrous polymer and a capacitance adding compound, as well as methods for their production, are described. These complexes exhibit a high degree of bioactivity making them suitable for a broad range of applications through their incorporation into conventional vehicles benefiting from antimicrobial and similar properties.