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What is the chemical structure of 2- [ (4-iodophenoxy) methyl] imidazo [1,2-a] pyrimidine?
2-%5B%284-iodophenoxy%29methyl%5Dimidazo%5B1%2C2-a%5Dpyrimidine is an organic compound. In terms of its name, this compound contains the imidazolopyrimidine parent nucleus, which is a key core structure. It is common in many drugs and bioactive molecules. Because of its unique electronic properties and spatial configuration, or it can specifically bind to biological targets, it exhibits a variety of biological activities.
In the second position of the parent nucleus imidazolopyrimidine, there is a substituent, which is %5B%284-iodophenoxy%29methyl%5D. In this substituent, methyl (-CH 2O -) is connected to the second position of the imidazolopyrimidine parent nucleus at one end and oxygen atoms at the other end to form the -O-CH 2O - structure. Such structures may affect the lipophilicity and steric resistance of molecules.
Looking at this substituent, the benzene ring connected to the oxygen atom, there is an iodine atom substituted at the 4th position. Iodine atoms have a large atomic radius and electronegativity, and their presence significantly affects the physical and chemical properties of the molecule. Iodine atoms increase the lipid solubility of molecules, or improve the ability of molecules to cross membranes, making it easier to reach biological targets; iodine atoms or due to heavy atom effects, affect the electron cloud distribution of molecules, and then affect the interaction between molecules and targets.
This compound has a unique structure and combines the characteristics of imidazolopyrimidine parent nucleus and 2 iodophenoxy methyl substituents, which may have potential value in drug development, biological activity research and other fields.
What are the physical properties of 2- [ (4-iodophenoxy) methyl] imidazo [1,2-a] pyrimidine
2-%5B%284-iodophenoxy%29methyl%5Dimidazo%5B1%2C2-a%5Dpyrimidine is an organic compound. Its physical properties are as follows:
The appearance is often solid, which is stable at room temperature and pressure due to strong intermolecular forces. The color may be white to light yellow, and the purity and crystal form will slightly affect the color.
In terms of melting point, the specific value varies according to the exact structure and purity, and is roughly in a specific temperature range. The melting point is because when heated, the lattice can be overcome, and the molecule can be energized enough to get rid of the lattice and change from solid to liquid.
In terms of solubility, the compound may have a certain solubility in organic solvents, such as common organic solvents ethanol, dichloromethane, etc. This is because some groups in its molecular structure can form intermolecular forces with organic solvent molecules, such as van der Waals force, hydrogen bonds, etc., to promote its dissolution. The solubility in water may be low, because the overall hydrophobic properties of the molecule are relatively strong, the interaction with water molecules is weak, and it is difficult to dissolve with water.
Density is also an important physical property. Although the exact value needs to be determined experimentally, the relative size can be inferred according to the structure and constituent elements. Its density is related to the molecular weight and the degree of molecular packing. The molecular mass is large and the packing is tight, and the density is often high.
In terms of spectral properties, the vibration of specific chemical bonds in the infrared spectrum will show characteristic absorption peaks, such as carbon-nitrogen, carbon-oxygen, carbon-iodine and other bond vibration peaks, which can help to identify the structure. In nuclear magnetic resonance spectroscopy, the signals of hydrogen and carbon atoms in different chemical environments can provide key information for molecular structure analysis.
What is the main use of 2- [ (4-iodophenoxy) methyl] imidazo [1,2-a] pyrimidine
2-%5B%284-iodophenoxy%29methyl%5Dimidazo%5B1%2C2-a%5Dpyrimidine is one of the organic compounds. Its main use is mostly in the field of medicinal chemistry.
In the process of drug development, such compounds are often key intermediates. Due to their unique chemical structure, they can combine with other chemical groups through a specific reaction path to construct new drug molecules with specific pharmacological activities. For example, in the development of antimalarial drugs, scientists modify and modify their structures in order to find more efficient and low-toxicity antimalarial drugs.
In the exploration of anti-tumor drugs, 2-%5B%284-iodophenoxy%29methyl%5Dimidazo%5B1%2C2-a%5Dpyrimidine and its derivatives have also attracted much attention. The researchers hope that by adjusting its structure, it can precisely act on the specific targets of tumor cells, block the growth and proliferation pathways of tumor cells, and achieve the purpose of treating tumors.
Furthermore, in the field of organic synthetic chemistry, this compound can be used as a starting material for the construction of complex ring structures. Due to the imidazolo-pyrimidine ring and iodophenoxy methyl part contained in its structure, it can participate in a variety of organic reactions, such as nucleophilic substitution, cyclic addition, etc., providing the possibility for the synthesis of organic materials with special structures and functions, or showing unique physical and chemical properties in the field of optoelectronic materials, such as fluorescence emission, charge transport, etc., and then applied to the preparation of organic Light Emitting Diodes, solar cells and other devices.
What are the synthesis methods of 2- [ (4-iodophenoxy) methyl] imidazo [1,2-a] pyrimidine
The synthesis of 2 - [ (4-iodophenoxy) methyl] imidazolo [1,2-a] pyrimidine has attracted much attention in organic synthetic chemistry. The synthesis path is often based on imidazolo [1,2-a] pyrimidine, and the target product is constructed by introducing specific functional groups.
One method is to first take an appropriate imidazolo [1,2-a] pyrimidine derivative and make it nucleophilic substitution with a halogen-containing 4-iodophenoxy methyl reagent in an organic solvent in the presence of a suitable base and catalyst. For example, potassium carbonate is used as a base, and cuprous iodide is used as a catalyst. In N, N-dimethylformamide (DMF) solvent, heating and stirring are used to promote the reaction to occur. This is through the attack of nucleophilic agents on halogenated hydrocarbons, a new carbon-oxygen bond is formed, and then a (4-iodophenoxy) methyl group is introduced.
There is also another way to construct an intermediate containing (4-iodophenoxy) methyl, and then cyclize to form an imidazolo [1,2-a] pyrimidine structure. For example, a suitable aminopyrimidine derivative and an aldehyde-containing 4-iodophenoxy methyl compound are subjected to acid-catalyzed condensation reaction, followed by intramolecular cyclization to form the target imidazolo [1,2-a] pyrimidine product. This process cleverly uses the organic reaction mechanism of condensation and cyclization to achieve the construction of complex structures.
Furthermore, the coupling reaction strategy catalyzed by transition metals can be used. For example, in a palladium-catalyzed cross-coupling reaction, select a suitable halogenated imidazolo [1,2-a] pyrimidine and 4-iodophenoxy methyl borate or other related boric acid derivatives, and react in an organic solvent in the presence of bases and ligands. Palladium catalysts can effectively promote the formation of carbon-carbon or carbon-heteroatom bonds, and accurately achieve the introduction of (4-iodophenoxy) methyl groups. This method provides a powerful means for the synthesis of this compound by virtue of the high efficiency and selectivity of transition metal catalysis.
All these synthesis methods have their own advantages and disadvantages. According to actual needs, such as raw material availability, controllability of reaction conditions, product purity and yield, carefully weigh and choose the optimal synthesis path to achieve the efficient and high-quality synthesis of 2 - [ (4-iodophenoxy) methyl] imidazolo [1,2-a] pyrimidine.
Precautions for the use of 2- [ (4-iodophenoxy) methyl] imidazo [1,2-a] pyrimidine
2-%5B%284-iodophenoxy%29methyl%5Dimidazo%5B1%2C2-a%5Dpyrimidine is a special chemical substance, and many things need to be paid attention to when using it.
First safety protection. This substance may be potentially harmful, and it is necessary to wear appropriate protective equipment when operating. For example, wear protective gloves to prevent direct contact with the skin and avoid possible irritation, allergies and even more serious damage; wear protective glasses to protect the eyes from its splash damage to prevent damage to eye tissue; wear protective clothing to isolate all aspects and reduce the risk of exposure.
Furthermore, it is very important to operate in a well-ventilated environment. Because the substance or volatilization produces harmful gases, good ventilation can disperse in time, reduce the concentration in the air, prevent inhalation, and ensure respiratory safety. The operation area should also be kept clean and orderly, and the materials and instruments should be placed in a regular manner, which is convenient for access and operation, and can avoid confusion and accidents.
Accurate weighing and measurement are indispensable. Because of the accuracy of the dosage in the reaction, it is directly related to the reaction process and product quality. Before use, the measuring instrument should be calibrated to ensure that the value is accurate. It should be weighed strictly according to the experimental or production requirements, and should not be increased or decreased at will.
Storage should be properly placed according to its characteristics. It should be stored in a dry and cool place, away from fire sources and oxidants. Because it may be chemically active, it is improperly stored or deteriorated, causing dangerous reactions. And it is necessary to make a mark, indicating the name, nature, date and other information, so as to facilitate identification and
The use process strictly follows the established operating procedures. If it is a chemical reaction, precisely control the reaction conditions, such as temperature, pressure, time, etc. Minor deviations or conditions such as runaway reaction and impure product. After the operation, properly dispose of the remaining substances and waste. According to relevant regulations, it cannot be discarded at will to prevent environmental pollution.
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