20306-74-5

Usage

Uses

Used in Pharmaceutical Industry:
2-(PROP-2-YN-1-YLOXY)PYRIMIDINE is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs with improved therapeutic properties. Its unique structure allows for the creation of a wide range of functionalized pyrimidine derivatives, which can be further modified to enhance their pharmacological activity and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, 2-(PROP-2-YN-1-YLOXY)PYRIMIDINE is utilized as a key intermediate for the synthesis of agrochemicals, such as pesticides and herbicides. Its reactivity and structural diversity enable the production of novel compounds with enhanced efficacy and selectivity, addressing the challenges of pest resistance and environmental impact.
Used in Organic Synthesis:
2-(PROP-2-YN-1-YLOXY)PYRIMIDINE is employed as a versatile intermediate in organic synthesis, allowing for the creation of a broad spectrum of functionalized pyrimidine derivatives. Its unique structure and reactivity make it an essential component in the development of new chemical entities with potential applications in various fields, including materials science, catalysis, and medicinal chemistry.

Upstream product

• 288-13-1 NH-pyrazole 
• 106-96-7 propargyl bromide 
• 6165-76-0 propargyl p-toluenesulfonate 

Downstream Products

• 1403668-33-6 4-((1H-pyrazol-1-yl)methyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazole 
• 1403668-34-7 4-((1H-pyrazol-1-yl)methyl)-1-(4-nitrophenyl)-1H-1,2,3-triazole 
• 1609103-27-6 1,3,5-tris((4-((1H-pyrazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)methyl)benzene 
• 1609103-15-2 1,2-bis((4-((1H-pyrazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)methyl)benzene 
• 1609103-25-4 1,3-bis((4-((1H-pyrazol-1-yl)methyl)-1H-1,2,3-triazol-1-yl)methyl)benzene 
• 1087352-83-7 5-aminomethyl-3-[3-fluoro-4-(4-pyrazol-1-ylmethyl-[1,2,3]triazol-1-yl)-phenyl]-oxazolidin-2-one 
• 1629048-20-9 C₃₂H₃₃N₅O₅ 
• 1629048-23-2 C₄₁H₅₀N₇O₆P 
• 1629048-13-0 C₂₇H₂₇N₅O₅ 
• 1357583-37-9 4-((1H-pyrazol-1-yl)methyl)-1-phenyl-1H-1,2,3-triazole 
• 1357583-34-6 4-((1H-pyrazol-1-yl)methyl)-1-benzyl-1H-1,2,3-triazole 
• 1087352-81-5 {3-[3-fluoro-4-(4-pyrazol-1-ylmethyl-[1,2,3]triazol-1-yl)-phenyl]-5-hydroxymethyl}-oxazolidin-2-one 
• 1087352-82-6 N-{3-[3-flouro-4-(4-pyrazol-1-yl-methyl-(1,2,3)triazol-1-yl)-phenyI]-2-oxo-oxazolidin-5(S)-ylmethyl}acetamide 
• 1063631-70-8 cis-Pt(dppe)(2-propargylpyrazole(-H))2 

Relevant academic research and scientific papers

Anti-migration of Nitrogen-rich N-Heterocyclic Ferrocenes and Their Combustion Catalytic Properties in the Thermal Decomposition of Energetic Oxidizers

To retard high migration tendency of alkylferrocene-based burning rate catalysts and ameliorate their combustion catalytic activity, twenty new nitrogen-rich N-heterocyclic ferrocenyl compounds 1–20 were synthesized by click reaction and characterized by NMR, UV-Vis, FT-IR, ESI-MS, etc. Six compounds were structurally confirmed by single crystal X-ray diffraction additionally. TG studies showed that the new ferrocenyl compounds are highly thermal stable. Cyclic voltammetry results implied that some new ferrocenyl compounds exhibit reversible electrochemical behavior, which are favorable for their combustion catalytic performance in the composite solid propellants. The anti-migration tests confirmed that the new ferrocenyl compounds exhibit neglectable migration trends after four-week aging on comparison with ferrocene and catocene. The catalytic combustion tests of AP, RDX and HMX over the compounds 1–20 indicated that these N-heterocyclic ferrocenes are all highly active for improving thermal degradation of AP and RDX and more active than the aniline-derived counterparts prepared by click reaction.

Ferrocene burning rate catalyst containing bis (imidazole or pyrazole-1, 2, 3-triazole) group and preparation method thereof

The invention discloses a ferrocene burning rate catalyst containing a bis (imidazole or pyrazole-1, 2, 3-triazole) group and a preparation method thereof, the structural formula of the burning rate catalyst is shown in the specification, R1 and R2 independently represent-C or-N, R represents-H or-NO2, and R1 and R2 are different. According to the invention, more nitrogen atoms are introduced into the ferrocene burning rate catalyst, so that hydrogen bonds are easily formed in molecules, and the compounds are not easy to migrate and volatilize under natural conditions and have good thermal stability. As the nitrogen-rich group has high formation heat and combustion heat, the ferrocene burning rate catalyst can improve the energy level of a solid propellant when being used in the solid propellant, and has a good combustion catalysis effect on main components, namely ammonium perchlorate and hexogen, of the solid propellant. Theburning rate catalyst is synthesized by adopting a click reaction method, the preparation method is simple to operate and low in synthesis cost, and the defects of complex synthesis process, high price, high cost and the like of the existing ferrocene and derivatives thereof are overcome.

Ferrocenyl -1 , 2, 3 - triazole group-containing imidazole and pyrazole burning rate catalyst and preparation method thereof

The invention discloses a ferrocene methyl -1 , 2, 3 - triazole group-containing imidazole and pyrazole burning rate catalyst and a preparation method thereof. In-flight R1 . R2 A respective independent representation - C or - N, R represents - H or - NO. 2 , And R1 , R2 . By introducing more nitrogen atoms into the ferrocene-based burn-up catalyst, hydrogen bonds are easily formed in the molecules, so that the compounds are difficult to migrate and volatilize under natural conditions, and the thermal stability is good. Because the nitrogen-rich group has higher heat generation and combustion heat, the energy level of the solid propellant can be improved in the solid propellant, and the solid propellant main component has better combustion catalysis effect on ammonium perchlorate and black cable gold. The preparation method is simple to operate and low in synthesis cost, and overcomes the defects of complex synthesis process, high price, high cost and the like of the existing ferrocene and derivatives thereof.

Discovery of fast-acting dual-stage antimalarial agents by profiling pyridylvinylquinoline chemical space via copper catalyzed azide-alkyne cycloadditions

To identity fast-acting, multistage antimalarial agents, a series of pyridylvinylquinoline-triazole analogues have been synthesized via CuAAC. Most of the compounds display significant inhibitory effect on the drug-resistant malarial Dd2 strain at low submicromolar concentrations. Among the tested analogues, compound 60 is the most potent molecule with an EC50 value of 0.04 ± 0.01 μM. Our current study indicates that compound 60 is a fast-acting antimalarial compound and it demonstrates stage specific action at the trophozoite phase in the P. falciparum asexual life cycle. In addition, compound 60 is active against both early and late stage P. falciparum gametocytes. From a mechanistic perspective, compound 60 shows good activity as an inhibitor of β-hematin formation. Collectively, our findings suggest that fast-acting agent 60 targets dual life stages of the malarial parasites and warrant further investigation of pyridylvinylquinoline hybrids as new antimalarials.

Dendrimeric and Corresponding Monometallic Iridium(III) Catalysts Bound to Carbon Nanotubes Used in Hydroamination Transformations

This report describes the synthesis of a carbon nanotube-bound dendrimer and three carbon nanotube-bound monometallic complexes and their use as catalysts. The polyamidoamine third generation dendrimer used here incorporates pyrazole-triazole moieties suitable for ligating iridium(III) centres. The monometallic complexes use the same pyrazole-triazole ligands coordinated to an iridium(III) centre. All catalysts were characterized using ICP-AES and XPS to evaluate their metal loadings on the carbon surface with significantly higher relative weight percentage of iridium determined for the denrimeric species. The catalytic activity and practicality of the formed catalysts were tested using two different intramolecular hydroamination reactions.

Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors

A fragment library of electrophilic small heterocycles was characterized through cysteine-reactivity and aqueous stability tests that suggested their potential as covalent warheads. The analysis of theoretical and experimental descriptors revealed correlations between the electronic properties of the heterocyclic cores and their reactivity against GSH that are helpful in identifying suitable fragments for cysteines with specific nucleophilicity. The most important advantage of these fragments is that they show only minimal structural differences from non-electrophilic counterparts. Therefore, they could be used effectively in the design of targeted covalent inhibitors with minimal influence on key non-covalent interactions.

Copper-Catalyzed Hydroamination of N-Allenylazoles: Access to Amino-Substituted N-Vinylazoles

Building on mechanistic studies, the innate capability of azoles to act as a directing group has been exploited to design an efficient and simple procedure for the hydroamination of N-allenylazoles with secondary amines. The reaction proceeds under mild conditions by copper(I) catalysis yielding the corresponding original linear E allylic amines with total regio- and stereoselectivity. Density Functional Theory (DFT) calculations offer a mechanistic explanation of the significantly higher reactivity of N-allenyl-(1,2)-azoles compared to their 1,3-analogues as a result of the reaction-enhancing coordination of the pyridine-like nitrogen to the copper center. (Figure presented.).

Metronidazole-triazole conjugates: Activity against Clostridium difficile and parasites

Abstract Metronidazole has been used clinically for over 50 years as an antiparasitic and broad-spectrum antibacterial agent effective against anaerobic bacteria. However resistance to metronidazole in parasites and bacteria has been reported, and improved second-generation metronidazole analogues are needed. The copper catalysed Huigsen azide-alkyne 1,3-dipolar cycloaddition offers a way to efficiently assemble new libraries of metronidazole analogues. Several new metronidazole-triazole conjugates (Mtz-triazoles) have been identified with excellent broad spectrum antimicrobial and antiparasitic activity targeting Clostridium difficile, Entamoeba histolytica and Giardia lamblia. Cross resistance to metronidazole was observed against stable metronidazole resistant C. difficile and G. lamblia strains. However for the most potent Mtz-triazoles, the activity remained in a therapeutically relevant window.

NOVEL OXAZOLIDINONE COMPOUNDS AS ANTIINFECTIVE AGENTS

The present invention relates to novel oxazolidinone compounds of formula (I) with antibacterial activity, their pharmaceutically acceptable salts, their stereoisomers, their prodrugs, pharmaceutical compositions comprising the same and to their use as therapeutic agents