|
| | 1,2,4-Triazole Basic information |
| Product Name: | 1,2,4-Triazole | | Synonyms: | TA-4;TRIAZOLE(1,2,4-);1-HYDRO-1,2,4-TRIAZOLE;CGA-71019;s-Triazole;1,2,4-TRIAZOLE, 1GM, NEAT;1,2,4-TriazoleForSynthesis;1,2,4-1H-Triazole, 99.50% | | CAS: | 288-88-0 | | MF: | C2H3N3 | | MW: | 69.07 | | EINECS: | 206-022-9 | | Product Categories: | Water treatment;Isolabel;Building Blocks;Heterocyclic Building Blocks;Triazoles;Piperidines ,Piperazines ,Homopiperidines;Pyrazoles & Triazoles;Heterocyclic Compounds;Alpha sort;Environmental Standards;MetabolitesPesticides&Metabolites;Pesticides&Metabolites;Q-ZAlphabetic;TP - TZ;Cefoperazone;Biochemistry;Condensation & Active Esterification;Condensing Agents (DNA / RNA Synthesis);Nucleosides, Nucleotides & Related Reagents;Protecting Agents, Phosphorylating Agents & Condensing Agents;Synthetic Organic Chemistry;Pyrazoles & Triazoles;288-88-0;bc0001;hnw00001 | | Mol File: | 288-88-0.mol |  |
| | 1,2,4-Triazole Chemical Properties |
| Melting point | 119-121 °C (lit.) | | Boiling point | 260 °C (lit.) | | density | 1.15 g/cm3 (130℃) | | vapor pressure | 0.215Pa at 20℃ | | refractive index | 1.4854 (estimate) | | Fp | 140 °C | | storage temp. | Store below +30°C. | | solubility | 547g/l | | form | Crystalline Powder and Flakes | | pka | 2.27(at 20℃) | | color | White | | PH | 8 (10g/l, H2O, 20℃) | | Water Solubility | 1250 g/L (20 ºC) | | Merck | 14,9605 | | BRN | 104767 | | InChIKey | NSPMIYGKQJPBQR-UHFFFAOYSA-N | | LogP | -0.76 at 25℃ | | CAS DataBase Reference | 288-88-0(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-1,2,4-Triazole(288-88-0) | | EPA Substance Registry System | 1,2,4-Triazole (288-88-0) |
| | 1,2,4-Triazole Usage And Synthesis |
| Chemical Properties | white crystalline powder and flakes | | Uses | 1,2,4-triazole and its derivatives are important structural moieties of many pharmaceutical drugs. Triazoles can also act as ligands to form coordination complexes with transition metal ions. Due to their electron-deficient nature, they exhibit excellent electron-transport and hole-blocking properties, making them promising organic materials in material science applications. | | Uses | 1,2,4-Triazole is used in the production of pesticides, pharmaceuticals (fluconazole), dyes and rubber additives, and also in the photoconductor of replication system. Intermediate of antifungal fluconazole. | | Uses | 1,2,4-Triazole is present in a large variety of fungicides as C14-demethylase-inhibitors. In addition they are used in synthetic chemical reactions such as the design and preparation of ghrelin receptor ligand antagonists, like JMV 2959. | | Definition | 1,2,4-triazole is a chemical substance with molecular formula C2H3N3, molecular weight 69.07 and CAS No. 288-88-0. Colorless acicular crystal, soluble in water and ethanol. 1H-1,2,4-triazole is a 1,2,4-triazole. It is a tautomer of a 3H-1,2,4-triazole and a 4H-1,2,4-triazole.
Triazole is an aromatic five membered heterocyclic compound. Its unique structure is conducive to the formation of a variety of non covalent bonds and is easy to promote the binding of proteins, enzymes and receptors, thus showing a wide range of biological pharmacological activities, such as anticancer, antispasmodic, antibacterial, anti HIV. In particular, 1,2,3-triazole has strong thermal stability and acid-base stability, and is not sensitive to redox, hydrolysis and enzymatic degradation. It is often used as a pharmacodynamic group in drug synthesis. | | Definition | A heterocyclic organic compound with a five-membered ring containing two carbon atoms
and three nitrogen atoms. There are two
isomers. | | Flammability and Explosibility | Nonflammable | | Synthesis | Alkyl bromide and sodium azide were used as raw materials to prepare organic azides, and a series of 1,2,4-Triazole small molecules were prepared by click chemistry. The structures of the six products were characterized by 1H NMR, 13C NMR and IR. the products were expected targets. Furthermore, the effect of different substituent structure on the reaction was discussed. Especially the introduction of drug molecule ethisterone, which is expected to provide a certain experimental basis for the application of triazole and its derivatives in biomedicine and other fields.
 As shown in the figure, alkyl bromide and sodium azide were used as raw materials, N, N-dimethylformamide was used as solvent, and reacted at room temperature for 20 hours under the protection of nitrogen. After the reaction, the solvent was extracted, dried, filtered and spin evaporated to obtain alkyl azide compound 1.Put a certain proportion of alkyl azide 1 and alkynyl compound 2 into a round bottom flask, copper powder and copper acetate as catalysts, acetonitrile as solvent, and react at room temperature for 4 hours under the protection of nitrogen. After that, extract, dry, filter and spin the solvent, and purify by thin chromatography to obtain triazole compound 3.
| | Purification Methods | Crystallise 1,2,4-triazole from EtOH, H2O, EtOAc (m 120.5-121o), or EtOH/*C6H6. The hydrochloride has m 170o, and the picrate has m 163-164o (from H2O or CHCl3). [Barszcz et al. J Chem Soc, Dalton Trans 2025 1986]. [Beilstein 26 H 13, 26 II 6, 26 III/IV 35.] |
| | 1,2,4-Triazole Preparation Products And Raw materials |
| Raw materials | Ammonia-->Hydrazinium hydroxide solution-->Formic acid-->Hydrazine hydrate-->4-Chlorobenzaldehyde-->Ammonium formate-->Methyl formate-->1,2-Diformylhydrazine-->Flutriafol-->1H-1,2,4-Triazole, 1-chloro- | | Preparation Products | Fluconazole-->Paclobutrazol-->1-[2-(4-CHLOROPHENYL)-1-(1-HYDROXY-1-PHENYLETHYL)ETHYL]-1,2,4-TRIAZOLE-->Anastrozole-->Propiconazole-->1H-1,2,4-TRIAZOLE-1-CARBOXAMIDINE MONOHYDROCHLORIDE-->Bitertanol-->Triapenthenol-->BASIC RED 46-->1-(4-NITROBENZENESULFONYL)-1H-1,2,4-TRIAZOLE-->3,5-DIBROMO-1H-1,2,4-TRIAZOLE-->3-[(2,4-dihydro-2,4-dimethyl-3H-1,2,4-triazol-3-ylidene)hydrazono]-1-methyl-2-phenyl-3H-indolium chloride-->Basic Red 22-->1-(BETA-D-2-DEOXYRIBOFURANOSYL)-4-(1,2,4-TRIAZOL-1-YL)-5-METHYLPYRIMIDIN-2-ONE-->3-chloro-6-(1H-1,2,4-triazol-1-yl)pyridazine(SALTDATA: FREE)-->Benzaldehyde, 5-chloro-2-(1H-1,2,4-triazol-1-yl)--->1-(2-FLUORO-4-NITROPHENYL)-1H-1,2,4-TRIAZOLE-->4-(1H-1,2,4-TRIAZOL-1-YLMETHYL)BENZALDEHYDE |
|
