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What is the chemical structure of Methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinolinecarboxylate?
This is an organic compound, and its name is methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinoline carboxylic acid ester. Looking at its name, it can be seen that this compound is composed of a multi-part structure spliced together.
Let's talk about the quinoline part first. Quinoline is a nitrogen-containing heterocyclic compound with a rigid planar structure and is widely used in many fields of drugs and materials. In this compound, the presence of a carboxylic acid ester group at position 3 of the quinoline ring affects the polarity and reactivity of the molecule.
Look at position 2 again, and there is a cyclopropyl group. Cyclopropyl has a unique tension, which can significantly change the physical and chemical properties of compounds, and has an impact on the spatial structure of molecules and the distribution of electron clouds.
The 4-fluorophenyl group connected to the 4 position has high electronegativity of fluorine atoms. Introducing fluorine atoms into the benzene ring can change the electron cloud density of the benzene ring, affect the electrophilicity and nucleophilicity of the compound, and also affect its interaction with biological targets.
Overall, the structure of methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinoline carboxylic acid ester is cleverly combined with different substituents by quinoline skeleton, and each part interacts with each other, endowing this compound with unique physical, chemical and biological activities, which may have potential value in the fields of organic synthesis and drug development.
What are the main uses of Methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinolinecarboxylate?
This compound is called methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinoline carboxylate, and its main uses are quite extensive.
In the field of pharmaceutical research and development, its structure contains unique groups such as quinoline ring, cyclopropyl group and fluorophenyl group, or has specific biological activities. Quinoline compounds often have antibacterial, anti-inflammatory, anti-tumor and other activities. Cyclopropyl can enhance molecular fat solubility, which is conducive to drug penetration through cell membranes and enhance activity. The introduction of fluorine atoms can change the electron cloud distribution of compounds and improve their biological activity and metabolic stability. Therefore, this compound may become a lead compound for the development of new antimicrobial and anti-tumor drugs. After structural modification and optimization, innovative drugs with good efficacy and small side effects can be developed.
In the field of materials science, the rigidity and conjugated system of its structure may endow it with unique optical and electrical properties. The conjugated quinoline ring can make the molecule have good fluorescence characteristics, or it can be applied to organic Light Emitting Diode (OLED) materials for manufacturing high-efficiency light-emitting devices and improving the performance of display technology. At the same time, because of its unique structure, it may show potential application value in some special functional materials such as nonlinear optical materials, providing new opportunities for the development of materials science.
In the field of pesticides, due to its similar structure to natural products, or biological activity to some pests and pathogens. It can interfere with the physiological processes of pests, such as destroying the nervous system, inhibiting respiration; or inhibiting the growth and reproduction of pathogens, laying the foundation for the development of new environmentally friendly pesticides, which is expected to solve the problems of traditional pesticide residues and environmental pollution.
What is the preparation method of Methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinolinecarboxylate?
The method for preparing methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinolinecarboxylic acid ester has not been directly described in ancient books, but it can be deduced according to the principle of chemical synthesis and the method of preparation of similar compounds.
First take suitable starting materials, such as fluorobenzene derivatives and cyclopropyl-related intermediates. The key intermediates containing 4-fluorobenzene and cyclopropyl can be obtained by connecting the substrates of 4-fluorobenzene boronic acid and halogenated cyclopropyl groups under palladium catalysis by Suzuki coupling reaction. In this step, it is necessary to select the appropriate base and solvent, and control the appropriate temperature and reaction time. The base or potassium carbonate, sodium carbonate, etc., and the solvent can be selected from toluene, dioxane, etc., in the state of heating and reflux, so that the reaction is sufficient.
Then, the obtained intermediate is reacted with the related precursor of quinoline-3-carboxylic acid. Quinoline-3-carboxylic acid can be first made into an active acid chloride form, treated with thionyl chloride and other reagents, and then reacted with the above intermediates in the presence of acid binding agents. Acid binding agents such as triethylamine, pyridine, etc. are reacted in suitable organic solvents such as dichloromethane at low temperature to room temperature to form esters to obtain methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinoline carboxylate crude products.
Crude products need to be separated and purified, and column chromatography can be used. The appropriate silica gel is selected as the fixed phase, and the petroleum ether and ethyl acetate are prepared into the mobile phase in a suitable proportion to obtain a pure product. Or according to the characteristics of the product, the method of recrystallization is selected, and the suitable solvent is selected to recrystallize and precipitate the product in the solution to achieve the purpose of purification.
What are the physical and chemical properties of Methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinolinecarboxylate?
Methyl 2 - cyclopropyl - 4 - (4 - fluorophenyl) -3 - quinolinecarboxylate is an organic compound with unique physical and chemical properties, which is of great significance in the field of chemical research.
Looking at its physical properties, under normal conditions, this compound is mostly a crystalline solid. Because its molecular structure contains multiple cyclic structures and specific functional groups, the intermolecular forces are arranged in an orderly manner, resulting in a crystalline form. Its melting point is relatively high, which is due to the close accumulation and strong interaction between molecules. The cyclic structure is strong and requires high energy to destroy the lattice, causing the melting point to rise. In addition, the solubility of the compound is also characteristic, and the solubility in common organic solvents such as dichloromethane and chloroform is acceptable, but the solubility in water is extremely low. This is because the overall polarity of the molecule is weak, and water is a strong polar solvent. According to the principle of "similar miscibility", this compound is difficult to dissolve in water.
When it comes to chemical properties, the quinoline ring in this compound is aromatic, and the electron cloud distribution is special, so that it can undergo electrophilic substitution reaction. If under appropriate conditions, it can undergo halogenation reaction with halogenated reagents to replace hydrogen atoms at specific positions on the quinoline ring. The ester group in the molecule is also an active functional group and can be hydrolyzed under acidic or alkaline conditions. In acidic media, hydrolysis generates corresponding carboxylic acids and methanol; under alkaline conditions, hydrolysis is easier to proceed, generating carboxylate and methanol. This hydrolysis reaction lays the foundation for the derivation of other compounds from this compound. Furthermore, although the fluorine atoms in the molecule have large electronegativity, the electron cloud density of the benzene ring is reduced, and the activity of electrophilic substitution is slightly reduced, but it enhances the stability and fat solubility of the molecule, which has a significant impact on its biological activity and pharmacokinetic properties.
Methyl 2 - cyclopropyl - 4 - (4 - fluorophenyl) -3 - quinolinecarboxylate rich in physicochemical properties, providing broad space for applications in organic synthesis, medicinal chemistry and other fields.
What is the price range of Methyl 2-cyclopropyl-4- (4-fluorophenyl) -3-quinolinecarboxylate in the market?
My question is about "Methyl 2 - cyclopropyl - 4 - (4 - fluorophenyl) - 3 - quinolinecarboxylate" in the market price range. However, this compound is not widely known and common, and its price is difficult to determine.
If the preparation of this compound is difficult, the required raw materials are rare, the process is complicated, or it has unique and critical uses in scientific research and industrial production, the price must be high. On the contrary, if the preparation is relatively simple, the raw materials are easily available, the demand is limited, and the price is slightly lower.
However, due to the lack of detailed application fields, market supply and demand conditions, it is difficult to determine its price range. To know the details, you can consult the chemical products trading platform, reagent suppliers, or consult with experts in the industry to obtain a more accurate price.