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What is the chemical structure of methyl 5-anilino-4-fluoro-1H-benzimidazole-6-carboxylate?
Methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylate, this is the name of an organic compound. In its chemical structure, the core is a benzimidazole ring, which is formed by fusing a benzene ring with an imidazole ring. 1H - means that the hydrogen atom is attached to the nitrogen atom at the 1st position of the imidazole ring. At the 5th position of the benzimidazole ring, there is an aniline group. After this group is connected by the benzene ring and the amino group, the nitrogen atom of the amino group is then connected to the benzimidazole ring. The 4th position is connected with a fluorine atom. 6-Position linked carboxylate, specifically the ester structure formed by carboxyl and methyl groups, namely - COOCH. In this structure, each atom and group are connected to each other to form a unique chemical structure, which endows the compound with specific physical and chemical properties and may have important uses in organic synthesis, medicinal chemistry and other fields.
What are the physical properties of methyl 5-anilino-4-fluoro-1H-benzimidazole-6-carboxylate?
The physical properties of methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylic acid ester are particularly important. Looking at its morphology, under normal conditions, or in a white to off-white powder shape, it is fine and uniform, and this morphology is convenient for many experimental operations and subsequent processing.
When it comes to the melting point, it is about a specific temperature range. This characteristic can be used to distinguish its purity. When heating, the exact melting point is known, which is related to the control of the operating temperature. Its solubility is also not to be underestimated. It shows a certain solubility in organic solvents such as ethanol and dichloromethane, but it has poor solubility in water. This difference in solubility is a key consideration when separating, purifying, and constructing the reaction system.
Furthermore, density is one of its physical properties. Although it is not very easy to intuitively perceive, density data is indispensable in accurate stoichiometry and material ratio. Its stability is good under normal environmental conditions, and it may decompose in extreme environments such as strong acid, strong alkali, or high temperature and high humidity. Knowing this stability, during storage and transportation, appropriate protective measures can be taken to ensure that the properties of this material are constant.
What are the main uses of methyl 5-anilino-4-fluoro-1H-benzimidazole-6-carboxylate?
Methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylic acid ester, an organic compound. According to ancient books, such compounds are often used in the fields of medicinal chemistry and materials science.
In medicinal chemistry, it may be a key intermediate for the creation of new drugs. The structure of benzimidazole can often interact with specific targets in organisms, exhibiting many pharmacological activities such as antibacterial, antiviral, and antitumor. Adding aniline groups and fluorine atoms may fine-tune their physical and chemical properties and biological activities, making them more suitable for the needs of drug research and development, such as improving the solubility of drugs, improving bioavailability, or enhancing affinity for specific targets, thus laying the foundation for the development of new drugs with high efficiency and low toxicity.
As for the field of materials science, compounds containing this structure may be used to prepare functional materials. Due to its unique molecular structure, it may endow materials with special properties such as optics and electricity. For example, it may have good fluorescence properties and can be applied to fluorescent probes, luminescent materials, etc.; or due to the characteristics of intermolecular forces, when preparing high-performance polymer materials, it is introduced as a structural unit to improve the mechanical properties and thermal stability of materials.
It can be seen that methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylic acid esters have important potential uses in the fields of medicine and materials, providing a broad space for many research and applications.
What are the synthesis methods of methyl 5-anilino-4-fluoro-1H-benzimidazole-6-carboxylate
Methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylic acid esters have been studied by chemists throughout the ages, and each has its own method, which is briefly described as follows.
First, fluorobenzoic acid is used as the starting material. The fluorobenzoic acid is first reacted with appropriate reagents to convert its carboxyl group into a more active acid chloride form. This process requires careful operation. The reagents used, such as thionyl chloride, can be efficiently converted under suitable temperature and reaction conditions. Afterwards, it is condensed with aniline derivatives to form an amide intermediate. In this step, the choice of solvent is crucial, such as inert solvents such as dichloromethane, which can make the reaction proceed smoothly. Then the benzimidazole ring is constructed by cyclization reaction. This step often requires suitable alkali and high temperature conditions to promote the internal cyclization of the molecule and form the structural framework of the target product.
Second, there are also those who start with o-phenylenediamine derivatives. First, the o-phenylenediamine derivative is substituted with a fluorine-containing aryl halide to introduce fluorine atoms and aryl moieties. This reaction can occur smoothly at a specific temperature and in the presence of a base under the action of a catalyst such as a copper salt. Next, the obtained product is reacted with formate compounds, and under heating conditions, the intramolecular cyclization is achieved and the methyl ester group is introduced at the same time, and the final methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylic acid ester is obtained.
All synthesis methods have their own advantages and disadvantages. Chemists choose the best one according to actual needs, availability of raw materials and convenience of reaction conditions, in order to obtain this compound efficiently and purely.
Where is methyl 5-anilino-4-fluoro-1H-benzimidazole-6-carboxylate used?
Methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylate, this compound has applications in the fields of medicine, agriculture and materials science.
In the field of medicine, it shows potential medicinal value. Due to its unique chemical structure, it may act on specific biological targets. For example, it has the effect of inhibiting the growth and proliferation of some cancer cells, or by interfering with key metabolic pathways of cancer cells and hindering the synthesis and repair of cancer cell DNA. At the same time, it also has the potential in antibacterial, which can inhibit the growth of specific bacteria and destroy the synthesis and function of bacterial cell walls or cell membranes to achieve antibacterial purposes.
In the field of agriculture, it can be used as a key intermediate for the development of new pesticides. With its specific mechanism of action against pests, it is expected to develop highly efficient, low-toxic and environmentally friendly pesticide products. Or it can precisely act on the nervous system and respiratory system of crop pests, etc., effectively control pests, improve crop yield and quality, and reduce environmental pollution and impact on non-target organisms.
In the field of materials science, this compound can be used to prepare functional materials. Its special structure endows materials with unique physical and chemical properties, such as being added to polymer materials as an additive to enhance the stability, heat resistance or optical properties of materials. Or it can participate in the formation of materials with special optical response, showing application prospects in optoelectronic devices and so on.
In conclusion, the application research of methyl-5-anilinyl-4-fluoro-1H-benzimidazole-6-carboxylate in many important fields is gradually being carried out, which is expected to bring new opportunities and breakthroughs for the development of related fields.