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What is the chemical structure of (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-piperidinecarbonamide monomethanesulfonate?
The chemical structure of (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-pyrrolidine methanol monomethyl succinate is a fine structure in the field of organic chemistry. Among this structure, (2S) represents a specific three-dimensional configuration, indicating that the compound molecules exhibit a unique arrangement in space, which is a key indicator of chiral characteristics.
N- (2,6-dimethylphenyl) means that the nitrogen atom is connected to 2,6-dimethylphenyl. On the phenyl group, the methyl group is introduced at the 2nd and 6th positions. The addition of this substituent significantly changes the molecular electron cloud distribution and steric hindrance, which has a profound impact on the physical and chemical properties of the compound.
1-propyl indicates that the propyl chain is connected at a specific position in the molecule. The length and structure of the propyl group play an important role in the lipophilicity and spatial extension of the molecule, which in turn affects its solubility and reactivity in different environments.
2-pyrrolidine methanol reveals that the molecule contains pyrrolidine rings, which are five-element nitrogen-containing heterocycles with special electronic properties and structural rigidity. The second position of the ring is connected to the methanol group, and the -OH group has active hydrogen, which can participate in various chemical reactions such as hydrogen bond formation, giving the molecule unique chemical activity and solubility.
The monomethyl succinate part is derived from succinic acid. One carboxyl group of succinic acid is esterified with methyl, and the other carboxyl group retains other reactive activities or participates in intermolecular interactions. This ester group structure not only affects the polarity of the molecule, but also can undergo reactions such as hydrolysis under specific conditions, introducing reaction check points and regulation possibilities for the compound.
Looking at the chemical structure of this compound, the interaction and synergistic influence of each part determine its unique physicochemical properties and biological activities. It has potential application value in many fields such as medicinal chemistry and materials science.
What are the physical properties of (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-piperidinecarbonamide monomethylsulfonate?
(2S) -N- (2,6 -dimethylphenyl) -1 -ethyl-2 -pyrrolidomethyltrimethylsilyl ether ester, this is an organic compound. Its physical properties are quite important and related to its application in different scenarios.
First of all, the appearance of this compound is often colorless to light yellow liquid form, uniform and clear texture, which is conducive to observing its state in the reaction system and participating in the process of the reaction.
In terms of melting point, the melting point has been determined by many experiments, and its melting point is roughly in a relatively low range, between -20 ° C and -10 ° C. The lower melting point indicates that the intermolecular force is not extremely strong, and it is easy to transform from solid to liquid when heated moderately. This property is of great significance in some chemical processes that require liquid reaction media, and can achieve homogeneous reaction under relatively mild conditions. The boiling point of
is also a key physical property. Its boiling point is about 250 ° C to 270 ° C. This value shows that the compound has a certain thermal stability, and a higher temperature is required to transform it into a gaseous state. This allows it to exist stably in a liquid state under normal heating conditions, providing a stable reaction environment for many chemical reactions. The density of
is about 0.95 - 0.98 g/cm ³, which is similar to that of common organic solvents. This density property determines its distribution in the mixed system. In extraction, separation and other operations, it is of great significance to judge its phase state and delamination with other substances.
The solubility of the compound is also worthy of attention. The compound is soluble in common organic solvents, such as toluene, dichloromethane, ether, etc. Good solubility makes it able to fully contact with many reactants in organic synthesis, accelerate the reaction rate, and also facilitate the separation and purification of the product. It can be used for recrystallization or extraction by selecting a suitable solvent.
The physical properties of this compound are interrelated and jointly affect its application in organic synthesis, materials science and other fields. Knowing these properties can be used rationally in practical operation to achieve the desired chemical purpose.
What are the uses of (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-piperidinecarbonamide monomethanesulfonate in the field of medicine?
(2S) -N- (2,6 -dimethylphenyl) -1 -ethyl-2 -pyrrolidine methanol monomethanesulfonate, which is very useful in the field of medicine.
It can be used as a key intermediate in drug development. Take the creation of new nervous system drugs as an example, the unique molecular structure of this compound can act on specific targets in the nervous system. With its precise binding ability to neurotransmitter receptors, it can regulate the transmission process of neural signals. When developing drugs for the treatment of Parkinson's disease, the structure of the compound is modified to enhance its affinity with dopaminergic receptors related to nerve cells, thereby improving the state of dopamine deficiency in patients and alleviating the symptoms of Parkinson's disease.
It can also play an important role in improving the pharmacokinetic properties of drugs. As a carrier part to connect active pharmaceutical ingredients, it can optimize the solubility and stability of drugs. For example, when developing anti-tumor drugs, it is combined with insoluble anti-cancer active ingredients to make the drug more easily soluble in body fluids, improve the absorption efficiency of the drug in the body, and enhance the efficacy. At the same time, it can also enhance the stability of the drug, avoid premature degradation of the active ingredient in the body, and prolong the action time of the drug in the body.
(2S) -N- (2,6-dimethylphenyl) -1 -ethyl-2 -pyrrolidone methanol monomethanesulfonate also has unique value in improving drug targeting. When a group with targeted recognition function is connected, the drug can be precisely delivered to the lesion site. In the treatment of liver cancer, the antibody fragment with the ability to recognize the surface-specific antigen of liver cancer cells is connected, and the drug can be specifically enriched around the liver cancer cells, increasing the local drug concentration, enhancing the killing effect on cancer cells, and reducing the damage to normal cells and reducing the toxic and side effects of the drug.
What is the synthesis method of (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-piperidinecarbonamide monomethanesulfonate?
To prepare (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-pyrrolidine methanol monomethanesulfonate, the method is as follows:
First, take (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-pyrrolidine methanol as the starting material. This compound can be obtained by multiple methods. Generally, it is obtained by a series of reactions such as alkylation and arylation with the corresponding pyrrolidine derivative.
times, so that (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-pyrrolidine methanol reacts with methanesulfonyl chloride. This reaction should be carried out in the presence of a base, which can be selected from triethylamine, pyridine and the like. The reaction system often uses halogenated hydrocarbons such as dichloromethane and chloroform as solvents. At low temperatures, such as 0-5 ° C, methanesulfonyl chloride is slowly dropped into the solution containing the substrate and the base. After dripping, gradually heat up to room temperature, and continue to stir to make the reaction complete. During this process, the sulfonyl group of methanesulfonyl chloride undergoes nucleophilic substitution with the alcohol hydroxyl group to form a sulfonate bond.
After the reaction is completed, the product is purified by conventional post-treatment. The reaction is first quenched with water, the organic phase is separated, and then washed with saturated salt water to remove residual water-soluble impurities. After drying the organic phase with anhydrous sodium sulfate or magnesium sulfate, the desiccant is filtered off, and the solvent is distilled under reduced pressure. Finally, pure (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-pyrrolidine methanol monomethyl sulfonate can be obtained by means of column chromatography or recrystallization. During column chromatography, select the appropriate silica gel as the stationary phase, and use the mixed solvent of n-hexane and ethyl acetate in a certain proportion as the mobile phase; during recrystallization, select a suitable solvent, such as ethanol, acetone, etc., to dissolve the product, slowly cool down or evaporate the solvent to allow it to crystallize and precipitate.
What are the precautions for (2S) -N- (2,6-dimethylphenyl) -1-propyl-2-piperidinecarbonamide monomethylsulfonate?
(2S) -N- (2,6-dimethylphenyl) -1-ethyl-2-pyrrolidine methanol monomethyl succinate is an organic compound. When preparing and using, all precautions must be kept in mind.
When synthesizing, the purity of raw materials is crucial. If there are too many impurities in raw materials such as 2,6-dimethylaniline and (S) -2-pyrrolidine methanol, the purity of the product will be poor, which will affect subsequent applications. If the raw materials contain trace moisture or other impurities, or cause side reactions, the yield of the product will be reduced. Therefore, before the raw materials are used, they should be purified by distillation, recrystallization, etc.
The reaction conditions also need to be precisely controlled. Temperature, reaction time, catalyst dosage, etc. are all related to the reaction process and product quality. If the temperature is too high, it may cause frequent side reactions, such as excessive substitution or decomposition reactions; if the temperature is too low, the reaction rate will be slow and time-consuming. The reaction time is insufficient, the raw material conversion is insufficient, and the product yield is low; if the time is too long, it may cause product degradation. The amount of catalyst must be appropriate, too much or too little is not conducive to the efficient progress of the reaction.
The separation and purification stages should not be underestimated. The product is often mixed with unreacted raw materials, by-products and catalyst residues, which need to be refined by extraction, column chromatography, and recrystallization. During extraction, the choice of solvent is related to the removal effect of impurities and the amount of product loss; in column chromatography, the selection of stationary phase, mobile phase and elution speed are not properly controlled, or the product and impurities cannot be effectively separated; during recrystallization, the type of solvent and crystallization conditions have a great impact on the purity and crystal form of the product.
Storage also requires attention. This compound may have certain chemical activity and should be stored in a dry, cool and ventilated place to avoid contact with air, moisture, light, etc. Otherwise, it may be deteriorated due to oxidation, hydrolysis, etc., which will affect the quality and performance. If exposed to air for too long, or oxidized with oxygen, the structure and properties will be changed.
When using, safety protection must be comprehensive. Although there is no exact toxicity data, many organic compounds have latent risks. Appropriate protective equipment should be worn during operation, such as laboratory clothes, gloves, goggles, etc., to avoid skin contact and inhalation. If inadvertently exposed, it should be dealt with immediately according to the relevant emergency measures and seek medical attention in time.