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What is the chemical structure of 3-ethyl 5-methyl (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate?
This is the name of 3-ethyl-5-methyl- (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylic acid ester. Looking at its naming, its chemical structure can be deduced.
First of all, the main chain is based on dihydropyridine, which has double bonds at positions 3 and 4, and is connected to a carboxylic acid ester group at positions 3 and 5.
At position 3, it is connected with ethyl group; at position 5, it is connected with methyl group. The 4th position is chiral carbon, the configuration is R, and there are 2,6-dimethyl and 3-nitrophenyl groups connected.
This compound, the derivative structure containing the pyridine ring, in the part of the pyridine ring, the double bond position is specific to the distribution of hydrogen atoms, forming a dihydropyridine structure. Its carboxylic acid ester group at the 3rd and 5th positions may affect its physical and chemical properties, such as solubility and reactivity.
On the side chain, ethyl and methyl are alkyl, which increases its fat solubility. The nitro group of 3-nitrophenyl has strong electron absorption, affects the distribution of molecular electron clouds, and has effects on reactivity and stability.
The chiral carbon-4R configuration makes this compound optically active and may have unique uses in asymmetric synthesis and chiral medicine.
In summary, the chemical structure of the compound can be known. It contains the main chain of dihydropyridine and specific substituents, and the interaction of each part gives it special chemical properties.
What are the physical properties of 3-ethyl 5-methyl (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate?
3 - ethyl + 5 - methyl (4R) - 2,6 - dimethyl - 4 - (3 - nitrophenyl) - 3,4 - dihydropyridine - 3,5 - dicarboxylate is an organic compound whose physical properties are critical and of great significance in many fields of chemistry and pharmacy.
This compound is mostly in a solid state at room temperature. Due to strong intermolecular forces and relatively regular molecular structures, it has a certain melting point. However, its specific melting point value needs to be accurately determined by professional experiments, and it usually changes from solid state to liquid state within a specific temperature range.
Its solubility is also worthy of attention. In view of the fact that the molecule contains polar ester groups and non-polar alkyl, aryl and other groups, the solubility in organic solvents may be more complex. Generally speaking, it may have a certain solubility in polar organic solvents such as ethanol and acetone, because polar groups can form intermolecular forces with polar solvents, such as hydrogen bonds, dipole-dipole interactions, etc., to help it dissolve; while in non-polar solvents such as n-hexane, the solubility may be limited, because the non-polar part has a weak force with non-polar solvents.
The appearance of the compound may be white to light yellow powder or crystalline solid, and this appearance characteristic may be related to its molecular structure and crystalline morphology. Its density is also determined by the molecular composition and packing method, but the exact density data also need to be determined experimentally.
In addition, its stability is also an important physical property. Nitro and other functional groups in the molecule may affect its stability. Nitro groups have strong oxidizing properties. Under specific conditions, such as high temperature, light or the presence of catalysts, they may initiate chemical reactions in compounds, which affect their stability.
What is the synthesis method of 3-ethyl 5-methyl (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate?
The synthesis of 3-ethyl-5-methyl- (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate is a key issue in the field of organic synthesis. To prepare this product, follow the classic Hantzsch reaction path.
At the beginning, take ethyl acetoacetate, which is an important starting material for the reaction. 3-nitrobenzaldehyde is also prepared. The presence of nitro groups in its structure has a great influence on the properties and structure of the subsequent reaction products. Another ammonia source, such as ammonium acetate, is taken for the nitrogen atom required for the reaction. < Br >
Mix the above raw materials in an appropriate organic solvent, such as ethanol, in an appropriate proportion. The role of ethanol is to dissolve the raw materials and make the reaction system uniform, and to provide a relatively mild environment for the reaction. The reaction temperature is also crucial, usually controlled in an appropriate range, about 80-100 ° C. In this temperature range, the reaction rate between the raw materials is moderate, which not only ensures the efficient progress of the reaction, but also avoids frequent side reactions due to excessive temperature.
During the reaction, the aldehyde group of 3-nitrobenzaldehyde and the active methylene of ethyl acetoacetate undergo condensation reaction, which is one of the key steps. Subsequently, the ammonia source participates in the reaction, and after a series of complex cyclization processes, the skeleton of the dihydropyridine ring is gradually constructed. This cyclization reaction requires specific reaction conditions and time, ranging from a few hours to more than ten hours, to ensure that the reaction is sufficient.
After the reaction is completed, the product is obtained by separation and purification. Column chromatography is often used to effectively separate the target product from the impurity by using the difference in the partition coefficient of different compounds between the stationary phase and the mobile phase. Or supplemented by recrystallization, the product is further purified according to the different solubility of the product and impurities in a specific solvent with temperature, and the final product is 3-ethyl-5-methyl- (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate with high purity.
What are the application fields of 3-ethyl 5-methyl (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate?
3-Ethyl-5-methyl- (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate, this compound is widely used in medicine. Looking at its structure, the properties of the pyridine ring system and its peripheral substituents make it have unique pharmacological activities.
In the cardiovascular field, such compounds often exhibit the effect of calcium channel blockade. Can block the flow of calcium ions across the membrane, relax the smooth muscle of the heart muscle and blood vessels, thereby regulating blood pressure and relieving angina pectoris. Taking the classic calcium channel blocker as a reference, this compound may improve cardiovascular function and treat hypertension, coronary heart disease and other diseases through a similar mechanism.
It also has potential value in the prevention and treatment of neurological diseases. In the nervous system, calcium ions participate in many physiological processes, and their imbalance can cause neurological dysfunction. By regulating the concentration of calcium ions, this compound may intervene in neural signaling, and may have therapeutic and preventive effects on stroke, neurodegenerative diseases, etc.
Furthermore, in anti-tumor research, there is also hope. The proliferation and metastasis of tumor cells are closely related to intracellular signaling pathways, and calcium channels are also involved. This compound may affect the homeostasis of calcium ions in tumor cells, interfere with the physiological activities of tumor cells, inhibit their growth and metastasis, and provide new ideas for the development of anti-tumor drugs.
In summary, 3-ethyl-5-methyl- (4R) -2,6-dimethyl-4 - (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate is used in the field of medicine, and has broad application prospects. It is expected to create a new way for the treatment of various diseases.
What are the precautions in the preparation of 3-ethyl 5-methyl (4R) -2,6-dimethyl-4- (3-nitrophenyl) -3,4-dihydropyridine-3,5-dicarboxylate?
When preparing 3 - ethyl + 5 - methyl + (4R) -2,6 - dimethyl - 4 - (3 - nitrophenyl) -3,4 - dihydropyridine - 3,5 - dicarboxylate, many key matters need to be paid attention to.
First, the selection and treatment of raw materials is very important. The purity and quality of raw materials are directly related to the quality of the product. High-quality raw materials must be carefully selected and purified to remove impurities to prevent impurities from triggering side reactions during the reaction, interfering with the main reaction, and reducing the yield and purity of the product.
Second, precise control of reaction conditions is indispensable. Temperature is one of the key factors, and this reaction is extremely sensitive to temperature changes. If the temperature is too high, or the reaction rate is too fast, many side reactions will be triggered, and a large number of by-products will be generated; if the temperature is too low, the reaction rate will be slow, which will take a long time, and may also lead to incomplete reactions and affect product formation. In addition, the pH of the reaction system cannot be ignored. A suitable acid-base environment helps the reaction to proceed in the desired direction, and a stable acid-base condition needs to be maintained by means of buffers and other means.
Third, the choice and dosage of catalysts need to be carefully considered. Appropriate catalysts can significantly improve the reaction rate and selectivity. However, too much or too little catalyst is not suitable. Too much or excessive catalysis can lead to unnecessary side reactions; too little can not give full play to the catalytic efficiency and affect the reaction process.
Fourth, the monitoring of the reaction process is extremely critical. The reaction process can be monitored in real time by thin layer chromatography, high performance liquid chromatography and other analytical methods to clarify the degree of reaction progress and accurately judge the end point of the reaction, so as to stop the reaction in time and avoid by-products from overreaction.
Fifth, the separation and purification of the product should not be underestimated. After the reaction, the resulting mixture often contains a variety of impurities. Appropriate separation methods, such as column chromatography and recrystallization, are required to effectively separate and purify the products to obtain high-purity target products. The operation process must be fine to prevent product loss or the introduction of new impurities.