2 2r 2 Methylpyrrolidin 2 Yl 1h Benzimidazole 4 Carboxamide
quinoline thiophene imidazole thiazole

2-[(2R)-2-methylpyrrolidin-2-yl]-1H-benzimidazole-4-carboxamide

    Specifications

    HS Code

    812353

    Chemical Formula C13H16N4O
    Molecular Weight 244.293 g/mol
    Physical State Solid (predicted)
    Boiling Point 533.7°C at 760 mmHg (predicted)
    Melting Point 196 - 198°C
    Logp 1.46 (predicted)
    Solubility Soluble in DMSO, methanol
    Pka 12.42±0.40 (predicted)
    Density 1.281 g/cm³ (predicted)
    Appearance White to off - white powder

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    What is the chemical structure of 2- [ (2R) -2-methylpyrrolidin-2-yl] -1H-benzimidazole-4-carboxamide?
    This is the chemical structure of 2 - [ (2R) -2 -methylpyrrolidine-2-yl] -1H -benzimidazole-4 -formamide. The structure of this compound is cleverly connected by three parts.
    The first is the benzimidazole ring, which is formed by fusing the benzene ring with the imidazole ring. The benzene ring has six carbon atoms and forms a stable hexagonal structure. Its carbon-carbon bonds have the properties of both single and double bonds, and it has a unique electron cloud distribution, which endows the molecule with certain aromaticity and stability. The imidazole ring contains two nitrogen atoms in a five-membered ring. The dinitrogen atom has different electronic properties in the ring. One nitrogen atom participates in the conjugation system of the ring as a lone pair electron, and the other nitrogen atom is connected to hydrogen. The benzimidazole ring is the core part in the overall structure, providing the basic skeleton and aromatic properties of the molecule.
    The second order is (2R) -2 -methylpyrrolidine-2-yl. The pyrrolidine ring is a five-membered nitrogen-containing heterocycle with a saturated carbon-carbon bond and a nitrogen atom. The introduction of methyl at the second position can affect the electron cloud density and spatial structure of the pyrrolidine ring because methyl is the power supply subgroup. And the two positions here have the R configuration. This three-dimensional configuration has a great impact on the physical and chemical properties and biological activities of the molecule. Due to the interaction of different three-dimensional configurations with other molecules, they can exhibit very different characteristics.
    The tail is 4-formamido, which is connected to the 4-position of the benzimidazole ring. Formamido is formed by connecting a carbonyl group (C = O) with an amino group (-NH ²). Carbonyl has strong polarity, and amino groups can participate in the formation of hydrogen bonds. This formamido group imparts certain hydrophilicity and reactivity to the molecule, and can interact with targets in vivo through hydrogen bonds, thereby affecting the biological activity of the molecule.
    These three parts are closely connected by chemical bonds, and the characteristics of each part affect each other, jointly determining the unique physicochemical and biological activities of 2- [ (2R) -2 -methylpyrrolidine-2-yl] -1H -benzimidazole-4 -formamide.
    2- [ (2R) -2-methylpyrrolidin-2-yl] What are the main physical properties of -1H-benzimidazole-4-carboxamide
    2-%5B%282R%29-2-methylpyrrolidin-2-yl%5D-1H-benzimidazole-4-carboxamide is an organic compound. Its main physical properties are as follows:
    - ** Appearance **: Usually in the form of white to quasi-white crystalline powder, this morphology is derived from the orderly arrangement and interaction between molecules. This appearance is conducive to identification and processing, and the powder morphology is easy to disperse and mix in some preparation processes.
    - ** Melting point **: About 190 - 195 ° C. Melting point is an important physical property of a substance, reflecting the strength of intermolecular forces. In this temperature range, the molecule obtains enough energy to overcome the lattice energy and convert from solid to liquid. The precise melting point is of great significance for the identification of the purity of the compound. If it contains impurities, the melting point is often reduced and the melting range is widened. < Br > - ** Solubility **: Slightly soluble in water. Although there are amide groups and other polar groups that can form hydrogen bonds with water in the molecule, the overall structure contains more hydrophobic benzimidazole rings and methylpyrrolidine groups, resulting in limited solubility in water. However, it is soluble in some organic solvents, such as dimethyl sulfoxide (DMSO), N, N-dimethylformamide (DMF), etc. This solubility property is extremely critical in the synthesis, separation and purification of compounds and the development of formulations, and a suitable solvent system can be selected accordingly.
    - ** Stability **: Under conventional storage conditions, it is quite stable in a dry and cool environment. However, when encountering strong oxidants, strong acids, and strong bases, chemical reactions may occur in the amide bonds and benzimidazole rings in the structure, resulting in structural changes. Extreme conditions such as high temperature, high humidity, or light may also affect its stability, so storage needs to avoid such environments.
    What are the synthesis methods of 2- [ (2R) -2-methylpyrrolidin-2-yl] -1H-benzimidazole-4-carboxamide
    The method of synthesizing 2- [ (2R) -2 -methylpyrrolidine-2-yl] -1H -benzimidazole-4-formamide is more exquisite.
    One of them can be reacted by compounds containing benzimidazole structure and reagents containing (2R) -2 -methylpyrrolidine-2-yl. First, take a suitable benzimidazole-4-carboxylic acid derivative, use a suitable condensing agent, such as carbodiimide, and an amino-containing (2R) -2-methylpyrrolidine-2-based reagent in a suitable organic solvent, such as dichloromethane, N, N-dimethylformamide, and stir the reaction at a mild temperature, or room temperature to 50 ° C. During the reaction, pay attention to the pH of the system, which can be adjusted with a buffer to promote the reaction towards the formation of the target product.
    Second, it can also start from the construction of benzimidazole rings. Start with phthalamines and corresponding carboxylic acids or their derivatives. First, under the catalysis of acid, such as p-toluenesulfonic acid, o-phenylenediamine and carboxylic acid with a specific structure are refluxed in a high-boiling organic solvent, such as toluene, to form a benzimidazole ring. After that, (2R) -2 -methylpyrrolidine-2 -yl is introduced through modification. This step can be achieved by nucleophilic substitution and other reactions. Depending on the raw materials and reaction conditions, the appropriate reagent and reaction path can be selected.
    Third, the coupling reaction catalyzed by transition metals can also be used. Select a suitable halogenated benzimidazole derivative and a borate or tin reagent containing (2R) -2 -methylpyrrolidine-2 -yl, in the presence of transition metal catalysts, such as palladium catalysts, and ligands, in an alkali environment, in a suitable solvent, such as 1,4 -dioxane. This method requires precise control of the amount of catalyst, reaction temperature and time to obtain the target product with higher yield.
    2- [ (2R) -2-methylpyrrolidin-2-yl] What are the applications of -1H-benzimidazole-4-carboxamide in the field of medicine
    2-%5B%282R%29-2-methylpyrrolidin-2-yl%5D-1H-benzimidazole-4-carboxamide, this compound has multiple potential effects in the field of medicine.
    In the treatment of tumors, it may show unique efficacy. Its structural properties can enable it to precisely act on specific targets of tumor cells, inhibit tumor cell proliferation by regulating key signaling pathways. For example, it may interfere with abnormally activated growth signal transduction in tumor cells, making cancer cells unable to divide continuously, thereby inhibiting tumor growth. And the compound may induce tumor cell apoptosis, by activating the intracellular apoptosis mechanism, promote cancer cells to programmatic death, and open up new avenues for tumor treatment.
    In the treatment of neurological diseases, it also has potential value. Because it can reach the nervous system through the blood-brain barrier and play a role. Or can regulate neurotransmitter metabolism, maintain neurotransmitter balance, for Parkinson's disease, Alzheimer's disease, etc., or can improve nerve cell function and alleviate disease progression. For example, in Parkinson's disease, or can enhance dopaminergic nerve cell activity, increase dopamine secretion, improve patients with dyskinesia symptoms.
    The field of cardiovascular disease prevention and treatment should not be underestimated. Or can regulate cardiovascular system-related physiological processes, such as affecting vascular smooth muscle cell function, regulating vascular tone, and maintaining blood pressure stability. It may also affect the electrophysiological activities of heart cells, reduce the risk of arrhythmia, and provide new drug options for the treatment of cardiovascular diseases.
    2- [ (2R) -2-methylpyrrolidin-2-yl] What is the market outlook for -1H-benzimidazole-4-carboxamide
    There are currently 2 - [ (2R) - 2 - methylpyrrolidine - 2 - yl] - 1H - benzimidazole - 4 - formamide, and its market prospect is quite promising. Looking at this compound, it has great potential in the field of pharmaceutical research and development.
    Because of the current pharmaceutical industry, there is a growing demand for new and efficient therapeutic drugs. The unique structure of this compound may be able to precisely bind to specific biological targets, thus exhibiting significant biological activity. For example, in the development of anti-tumor drugs, it may be possible to develop innovative drugs that can effectively inhibit tumor cell proliferation and induce tumor cell apoptosis by virtue of its structural characteristics. In the exploration of drugs for the treatment of neurological diseases, it may also become the key to the treatment of difficult diseases such as Alzheimer's disease and Parkinson's disease due to its regulation of neurotransmitter receptors or related signaling pathways.
    Furthermore, in the field of scientific research, it can be used as a tool compound to help scientists deeply explore the mechanism of related biological processes, and contribute to basic research in life science. With the improvement of analysis and detection technology and synthesis technology, the synthesis cost may be gradually reduced, the yield can be improved, and then it is easier to realize industrial production and broaden the scope of market application.
    Although this compound has not yet been widely used in the market, in time, with the progress of pharmaceutical research and development and technological progress, it is expected to emerge in the pharmaceutical market and gain wide application and recognition, with a bright future.