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What is the chemical structure of O- (4-hydroxyphenyl) -3,5-diiodo-l-tyrosine Methyl Ester?
O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester, which is one of the organic compounds. Its chemical structure can be detailed as follows:
1. ** Tyrosine parent structure **: L-tyrosine is the basic structure. L-tyrosine is a natural amino acid with a chiral center and an L-type configuration. It contains the basic structure of phenylalanine, that is, the phenyl ring is connected to the carboxyl group by ethylamine group, and a hydroxyl group is added to the para-position of the phenyl ring. This amino acid structure lays the core foundation for the compound, giving it the characteristics and reactivity of amino acids.
2. ** Iodine modification **: Iodine atoms are introduced at the 3rd and 5th positions of the tyrosine phenyl ring. Iodine atoms have a large atomic radius and electronegativity, which significantly changes the electron cloud distribution and steric resistance of molecules. The introduction of iodine atoms can enhance the lipophilicity of compounds, affecting their solubility and biological activity. At the same time, iodine atoms can be used as good leaving groups or participate in nucleophilic substitution and other reactions in chemical reactions due to their unique electronic properties, providing the possibility for subsequent derivatization of molecules.
3. ** Etherification of phenolic hydroxyl groups **: The phenolic hydroxyl groups form ether bonds with methyl groups, that is, the oxygen atoms in O- (4-hydroxyphenyl) connect the phenyl ring to the methyl group. The formation of ether bonds enhances the stability of compounds. Because phenolic hydroxyl groups have certain acidity, they are easy to be oxidized or undergo other reactions. Such situations can be avoided after etherification. The existence of ether bonds also changes the polarity of molecules, which affects their physicochemical properties such as boiling point and melting point.
4. ** Esterification of carboxyl groups **: The carboxyl group of L-tyrosine reacts with methanol to form methyl esters. Esterification not only changes the polarity and lipophilicity of molecules, but also enhances the stability and volatility of compounds. In the fields of organic synthesis and medicinal chemistry, esterification is often used to improve the pharmacokinetic properties of compounds, such as improving bioavailability and regulating metabolic rate in vivo.
The interaction of various parts in the structure of this compound jointly determines its physicochemical properties and biological activity. It may have potential application value in organic synthesis, drug development and other fields.
What are the main uses of O- (4-hydroxyphenyl) -3,5-diodol-l-tyrosine Methyl Ester?
O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester has a wide range of uses. In the field of medicine, this compound is often a key intermediate, helping to create thyroid hormone-related drugs. Thyroid hormones are essential for human metabolism, growth and development, and maintenance of nervous system function. By precisely regulating them, they can treat diseases such as hyperthyroidism and hypothyroidism.
In the field of scientific research, it also plays an important role. Scientists often use it as a research object to deeply study the biosynthetic pathway and mechanism of thyroid hormone, hoping to reveal more physiological and pathological mysteries, and lay the foundation for the development of new specific drugs.
Furthermore, in the field of organic synthesis, due to its unique structure and active reaction check point, it can be used as a starting material or key intermediate. Through various chemical reactions, a series of organic compounds with different biological activities and application values are derived, which promotes the development of organic synthetic chemistry. From this perspective, O- (4-hydroxyphenyl) -3,5-diiodo- L-tyrosine methyl ester plays an important role in many fields such as medicine, scientific research and organic synthesis.
What is the preparation method of O- (4-hydroxyphenyl) -3,5-diiodo-l-tyrosine Methyl Ester?
The preparation of O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester requires careful steps.
First, take L-tyrosine methyl ester as the starting raw material, which is the key cornerstone. In a suitable reaction vessel, place it and add an appropriate amount of solvent so that the raw material can be evenly dispersed, which is conducive to the subsequent reaction. Commonly used solvents, such as dichloromethane, N, N-dimethylformamide, etc., can be carefully selected according to the specific needs of the reaction.
Second, introduce halogenated reagents. In view of the desire to obtain 3,5-diiodol products, the selection of iodine sources is quite important. Iodine element (I 2O) can usually be used with appropriate oxidizing agents, such as hydrogen peroxide (H2O) or nitric acid (HNO). Under mild reaction conditions, a halogenated reagent is slowly added to make the halogenation reaction occur gradually. The reaction temperature should be controlled between low temperature and room temperature, such as 0-25 ° C, to prevent the risk of overreaction. And continuous stirring is required to promote the reaction system to mix evenly, so that the halogenated reagent can be fully contacted with L-tyrosine methyl ester.
Furthermore, in order to accurately guide the substitution of halogen atoms at the 3,5-position of the benzene ring, the role of positioning groups can be used. The structure formed by carboxyl and amino groups in the raw material can affect the position of the halogenation reaction to a certain extent. When necessary, appropriate positioning groups can also be introduced to the benzene ring to ensure that the reaction proceeds in the desired direction.
Subsequently, after the halogenation reaction is completed, the reaction mixture needs to be separated and purified. Extraction can be used to take advantage of the difference in solubility between the product and the impurities in different solvents to extract the product to a specific solvent layer. After that, it is further purified by column chromatography, and suitable stationary and mobile phases are selected to effectively separate the product and the impurities. Finally, pure O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester can be obtained by vacuum distillation, recrystallization, etc. The whole preparation process requires fine control of the reaction conditions and careful operation of each step to achieve the expected effect.
What is the market price of O- (4-hydroxyphenyl) -3,5-diiodo-l-tyrosine Methyl Ester?
The market price of Guanfu O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester is difficult to determine. The easy price to cover the market often varies due to many reasons.
First, the supply and demand of raw materials is the main factor. If the raw materials for the production of this methyl ester are widely produced, easy to harvest, and abundant supply in the market, the price may tend to be flat. On the contrary, if the origin of raw materials is scarce, the picking is difficult, and the supply is scarce, the price will rise sharply.
Second, the difficulty of preparation also affects the price. The production of this methyl ester requires exquisite methods and rare utensils, and it takes a long time to produce, and it costs a lot of money. In order to obtain the finished product, all kinds of costs are accumulated, and the price is high. If the preparation method is simple, no fancy tools are required, and the manpower and material resources required are limited, the price should also be close to the people.
Third, the situation of demand in the city has a great impact on the price. Such as medicine, chemical industry and other industries, the demand for this product is very strong, and there are many buyers, and the price will rise. And if there are no many users, the price may be reduced.
Fourth, the competitive situation of the business market also affects the price. If the merchants and partners of this methyl ester compete with each other, either to compete for the market, or to reduce its price, or to improve its quality, in order to invite buyers. However, if there are few players, it is almost a monopoly situation, and the price will be controlled by them, or it will cause high prices.
To sum up, the market price of O- (4-hydroxyphenyl) -3,5-diiodine-L-tyrosine methyl ester varies with raw materials, preparation, demand, competition, etc. To know the exact price, it is necessary to carefully consider the current market conditions.
What is the safety and stability of O- (4-hydroxyphenyl) -3,5-diiodo-l-tyrosine Methyl Ester?
The safety and stability of O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester are related to many things.
When it comes to safety, the effect of this compound on the human body needs to be carefully observed. At the beginning of pharmacological research, animal experiments must be conducted to demonstrate its toxicity. If large doses are administered to animals, observe whether there are abnormal reactions, such as organ damage, behavioral changes, etc. For the liver, it is necessary to observe whether the aminotransferase index has abnormal changes; for the nervous system, observe whether there are abnormalities in its activity and reflexes. And in animal experiments of different species, the results may vary, and rodents and primates have different tolerances to it. If involved in human clinical practice, it is necessary to strictly abide by ethical norms, starting from a low dose, increasing the dose, carefully monitoring the physiological and biochemical indicators of volunteers, to ensure their health.
As for stability, the structure of this compound contains hydroxyl groups, iodine atoms and other groups. Hydroxyl groups are easy to interact with oxidants in the environment, causing oxidation, while iodine atoms, or due to external temperature and humidity, light and other factors, deiodization occurs. When storing, it should be placed in a cool, dry and dark place. If the humidity is high, the iodine atoms may be hydrolyzed; strong light, or the molecular structure may be rearranged. In the solution environment, its stability is also affected by solvents. In polar solvents and non-polar solvents, the intermolecular forces are different, or the decomposition rates are different. In addition, the pH value is also critical. The peracid or peralkali environment can change the structure of this compound and damage its stability.
Therefore, in order to determine the safety and stability of O- (4-hydroxyphenyl) -3,5-diiodol-L-tyrosine methyl ester, it is necessary to conduct many experiments and carefully investigate the influence of environmental, structural and other factors to ensure its reliability in application.
