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What is the chemical structure of 1h-pyrazolo [3,4-d] pyrimidin-4-amine, 3-iodo-
The chemical structure of 1H-pyrazolo [3,4-d] pyrimidine-4-amine, 3-iodine-is derived from the core structure of pyrazolo-pyrimidine. Its pyrazolo-pyrimidine part is formed by fusing a pyrazolo ring with a pyrimidine ring, specifically the 3,4 positions of the pyrazolo ring are merged with the pyrimidine ring. Iodine atoms are introduced at the 3 position of the fused structure, and an amine group is connected at the 4 position.
Looking at its structure, the pyrazolo ring has a five-membered ring with two adjacent nitrogen atoms, which gives it a specific electron cloud distribution and chemical activity. The pyrimidine ring is a six-membered ring containing two meta-nitrogen atoms. After fusing with the pyrazole ring, it further affects the electronic properties and spatial configuration of the whole molecule. The iodine atom at the
3 position has a significant impact on the lipophilicity, spatial steric resistance and chemical reactivity of the molecule due to its large atomic radius and moderate electronegativity. The 4-position amine group, the -NH ² group, has a lone pair of electrons, which can participate in various chemical processes such as hydrogen bond formation and nucleophilic reactions, thus greatly affecting the physical, chemical and biological activities of the compound. Such a chemical structure makes this compound show potential research value and application prospects in many fields such as organic synthesis and medicinal chemistry.
What are the physical properties of 1h-pyrazolo [3,4-d] pyrimidin-4-amine, 3-iodo-
3-Iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine, this substance has the following physical properties. Its appearance is often a specific form, or a crystalline powder, with a white color. Viewed under light, the fine crystal structure can be seen flickering and shiny.
Melting point is a key indicator to measure its characteristics. It has been experimentally determined that its melting point is in a specific temperature range. This temperature limit accurately marks the node of its transformation from solid to liquid, providing an important basis for the identification and purification of this substance.
In terms of solubility, it varies in common organic solvents. In some polar organic solvents, such as ethanol, there is a certain solubility, and with the increase of temperature, the dissolution rate accelerates and the solubility increases; while in non-polar solvents, such as n-hexane, the solubility is very small, and it is mostly dispersed in a suspended state.
In addition, the density of the substance is also an inherent property. Under specific conditions, its density value is stable, reflecting the mass distribution of the substance per unit volume. This property is of great significance in chemical production and scientific research experiments involving material ratio, separation and other operations. At the same time, its stability is acceptable under conventional environmental conditions, but in case of special circumstances such as high temperature and strong oxidants, or chemical changes, the structure and properties will change accordingly.
What is the main use of 1h-pyrazolo [3,4-d] pyrimidin-4-amine, 3-iodo-?
3-Iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine is a rather special organic compound. Its main uses are involved in many fields.
In the field of medicinal chemistry, such compounds are often regarded as potential active ingredients. Due to their unique chemical structure, they may interact with specific targets in organisms. All biological macromolecules such as proteins and enzymes may become their targets. By combining with these targets, specific biochemical reactions in organisms may be regulated, thereby achieving the purpose of treating diseases. For example, in the process of drug development against some difficult diseases, the structural properties of this compound may help researchers develop more targeted and efficient new drugs.
In the field of organic synthetic chemistry, 3-iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine also plays a key role. Due to the presence of iodine atoms and pyrazolo-pyrimidine structures, it provides a rich reaction check point for organic synthesis. Chemists can modify and derive its structure through a series of organic reactions, such as coupling reactions. With this, a library of organic compounds with more complex structures and more diverse functions can be constructed, providing rich raw materials and intermediates for downstream fields such as materials science and drug development.
In materials science, the compound after specific modification may exhibit unique physical and chemical properties such as optics and electricity. For example, it may be applied to the preparation of photoelectric materials, contributing to the development of organic Light Emitting Diodes, solar cells and other devices. Due to its strong structural designability, through rational molecular design, it is expected to obtain new materials with excellent performance and promote the progress of materials science.
What are the synthesis methods of 1h-pyrazolo [3,4-d] pyrimidin-4-amine, 3-iodo-
To prepare 3-iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine, there are various methods.
First, it can be obtained by halogenation of the corresponding pyrazolo-pyrimidine parent. First take pyrazolo [3,4-d] pyrimidine-4-amine, place it in a suitable reaction vessel, choose a halogenating reagent, such as iodine elemental with a suitable oxidant, usually such as hydrogen peroxide. Under the appropriate temperature and reaction atmosphere, such as in the protection of inert gas, control the temperature range and slowly heat up to allow the reaction to proceed fully. This process requires attention to the monitoring of the reaction process. TLC and other means can be used to stop the reaction when the raw material point disappears or the target product point reaches the expected ratio. After regular separation and purification operations, such as column chromatography, rinse with suitable eluents to obtain pure 3-iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine.
Second, it can also be started from the perspective of constructing pyrazolo-pyrimidine rings. Select suitable nitrogenous and carbon-containing raw materials, such as specific amino nitriles and halogenated ketones. In an alkaline environment, use a base such as potassium carbonate, etc., in an organic solvent such as acetonitrile, heat and reflux to construct a pyrazolopyrimidine ring. After the cyclization reaction is completed, the halogenation step is performed. The halogenation operation is similar to the previous one. Iodine atoms are introduced with an iodine reagent, and the target product can also be obtained after subsequent separation and purification.
Third, the method of transition metal catalysis can also be used. A halogen containing a pyrazolopyrimidine structure is used as a substrate, a transition metal catalyst such as palladium is selected, and a ligand such as a phosphine ligand is selected. Under basic conditions, it reacts with an iodizing reagent. The solvent in the reaction system can be selected as N, N-dimethylformamide, etc., which can be heated and stirred to promote the reaction. The amount of catalyst, reaction temperature and time need to be finely adjusted to achieve high yield and selectivity. At the end of the reaction, 3-iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine was obtained by extraction, column chromatography and other purification methods.
In which fields is 1h-pyrazolo [3,4-d] pyrimidin-4-amine, 3-iodo- used?
3-Iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine has a wide range of uses. In the field of medicine, it is a key raw material for the creation of new antimalarial drugs. Malaria has been raging for a long time, endangering all people, and the development of new antimalarial drugs is imminent. The unique structure of this compound can precisely act on the key targets of malaria parasites, blocking their metabolism and reproduction pathways, and is expected to contribute to the antimalarial cause.
In the field of materials science, it also has extraordinary potential. Materials with excellent photoelectric properties can be prepared through special processes. This material is applied to organic Light Emitting Diode (OLED) display technology, which can significantly improve the luminous efficiency and color saturation of the screen, allowing viewers to enjoy a more realistic and gorgeous visual feast.
Furthermore, in the agricultural field, it can be used as a synthetic intermediate for high-efficiency pesticides. Pests cause harm to farmland, cause crop failure, and affect people's livelihood. The pesticides synthesized based on this compound can specifically kill pests, are environmentally friendly, and degrade rapidly. It not only protects crop growth, but also maintains ecological balance.
In summary, 3-iodine-1H-pyrazolo [3,4-d] pyrimidine-4-amine is widely used in many fields such as medicine, materials science, and agriculture, and has made great contributions to the development of various fields.