1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1 is a significant compound in organic chemistry and medical research because it sheds light on the structural diversity of the indazole family and its potential therapeutic uses. The investigation of its derivatization continues to provide the pharmaceutical industry with valuable information.
The Molecular Structure of 1H-Indazole-3-carboxylic acid methyl ester
An organic compound derived from indazole, 1H-Indazole-3-carboxylic acid methyl ester has a bicyclic aromatic structure characterized by the fusion of a nitrogen-containing ring with five members and six members. The structure of the compound is an indazole framework with a carboxylic acid group esterified to a methyl group at the 3-position. Its molecular formula is C9H9N2O2.
Due to the presence of both functional and aromatic groups, 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1 has a number of notable chemical properties. The compound is stable and has the potential for a variety of chemical reactions, particularly electrophilic substitutions, thanks to the indazole ring. The carboxylic corrosive moiety adds to corrosive base science, making the compound generally acidic. Methyl esterification makes it easier to use in a variety of synthetic and analytical applications because it makes it more soluble in polar solvents.
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The appearance of this compound typically ranges from off-white to white. Its melting and boiling points can vary depending on its purity and the environment, but similar compounds typically fall within predetermined ranges. The hydrophobic indazole ring limits its solubility in water, but it is more soluble in organic solvents like dichloromethane, methanol, and ethanol, which is good for purification processes.Due to its potential bioactivity, the 1H-Indazole-3-carboxylic acid methyl ester has attracted interest in medicinal chemistry. It is known that compounds with indazole frameworks have a variety of pharmacological properties, including activities against cancer, bacteria, and inflammation. In order to investigate how structural changes affect biological activity, the methyl ester functional group is frequently subjected to experimental manipulation.
There are a number of ways to make 1H-indazole-3-carboxylic acid methyl ester using indazole derivatives and carboxylic acids or their derivatives. Methanol in the presence of an acid catalyst or coupling reagents to promote reactivity can typically be used to esterify the carboxylic acid.
Melting Point and Related Thermal Properties
Understanding 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1's physical properties, stability, and suitability for a variety of research and industrial applications depend on its melting point and related thermal properties.
The melting point of 1H-indazole-3-carboxylic acid methyl ester is typically stated to be between 130°C and 135°C, though there may be slight variations based on the purity of the sample and the conditions of the experiment. The temperature at which the solid phase becomes the liquid phase is known as the melting point. Predicting the compound's behavior under various thermal conditions and defining its characteristics depend on this property. High purity is characterized by a clearly defined melting point, making it a useful quality control parameter for synthesis processes.
Physical Properties
Stability in the heat: When considering the use of 1H-indazole-3-carboxylic acid methyl ester in various reactions and applications, its thermal stability is crucial. Compounds containing indazole moieties typically exhibit moderate thermal stability. However, at temperatures greater than 200 °C, the compound may undergo degradation or decomposition upon heating. Byproducts that may not be ideal for synthetic applications may result from this thermal degradation.
Radiant Fusion
Another important thermal property is the heat of fusion produced during the melting process. At its melting point, it measures the amount of energy required to change the substance from a solid to a liquid. While specific information on this compound's heat of fusion may not be readily available, differential scanning calorimetry (DSC) is typically used to determine it. Predicting how the compound will behave when subjected to temperature changes in pharmaceutical formulations or material applications is made easier with an understanding of the heat of fusion.
Conductivity of heat
A compound's thermal conductivity indicates how efficiently heat is transferred through it. It is anticipated that the 1H-indazole-3-carboxylic acid methyl ester will have a relatively low to moderate thermal conductivity, which is typical of organic compounds. However, specific values for its thermal conductivity may not have been widely published. When the compound is incorporated into materials or formulations that are subjected to temperature variations, this property may have an impact on how the compound behaves.
Methods for Thermal Analysis
Techniques like differential thermal analysis (DTA) and thermogravimetric analysis (TGA) can be used to study thermal properties. These techniques shed light on the compound's thermal transitions, stability, and decomposition profiles, which are crucial to comprehending its performance under various conditions.
In conclusion, 1H-indazole-3-carboxylic acid methyl ester's characterization and application are fundamentally dependent on its melting point and associated thermal properties. The creation of formulations and materials that take advantage of this compound's distinctive characteristics for use in pharmaceuticals and other industries is made easier with the assistance of knowledge of these properties. For optimal conditions for its potential applications, additional research on thermal properties is necessary.
Solubility and Solvent Interactions
The 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1's applications in pharmaceuticals, materials science, and chemical synthesis are significantly influenced by its solubility and solvent interactions. The behavior of this compound in various environments and its formulation in various applications can be illuminated by comprehending how it interacts with various solvents.
The 1H-Indazole-3-carboxylic acid methyl ester's varying solubility in various solvents is primarily due to its chemical structure, which includes a polar carboxylate methyl ester group and a hydrophobic indazole ring. Organic compounds with such structural characteristics typically have a lower solubility in water and a higher solubility in organic solvents.
Solubility in Water
Due to the substantial hydrophobic nature of the indazole moiety, this compound has limited solubility in water. However, the ester group's presence can bring about some polar properties, allowing for a slight solubility in water under certain conditions-especially at high temperatures.
Organic Cleansers
Methanol, ethanol, acetone, and dichloromethane are some organic solvents in which the compound is significantly more soluble. These polar aprotic and protic solvents have a favorable solubility for purification techniques like recrystallization and chromatography. Because it makes it simpler to prepare and manipulate the compound in laboratory settings, this property comes in handy when making products or carrying out reactions.
A number of chemical principles, such as polarity, hydrogen bonding, and van der Waals forces, can be used to comprehend the interactions that 1H-indazole-3-carboxylic acid methyl ester has with various solvents.
Polarity
Dipole-dipole and ion-dipole interactions between the solvent molecules and the polar functional groups of the ester account for the compound's ability to dissolve in polar solvents. As a result of the inability to form the favorable interactions required for dissolution in non-polar solvents, solubility may decrease.
Bonding of Hydrogen
Hydrogen bonds can be formed between the methyl ester group and protic solvents like alcohols and water. In some solvent mixtures, this interaction can improve the compound's solubility and stability, allowing it to remain in solution under a variety of conditions.
Effects of Temperature
Temperature also affects solvent interactions. Due to increased kinetic energy between molecules, solubility typically improves with temperature, facilitating improved interaction and overcoming entropic solvation barriers. This property is especially important in processes for drug formulation that require changing temperatures.
Use in Reactions
For optimal conditions in synthetic reactions involving 1H-indazole-3-carboxylic acid methyl ester, it is essential to comprehend solvent interactions. The reaction rates, yields, and purity of the product can all be significantly impacted by the solvent used. The reaction pathways and outcomes can be further influenced by solvents acting as catalysts or inhibiting agents.
In conclusion, the 1H-INDAZOLE-3-CARBOXYLIC ACID METHYL ESTER CAS 43120-28-1's utility and effectiveness in a variety of applications depend on its solubility and interactions with solvents. Understanding these properties opens the door to novel applications and studies, as well as more effective approaches to chemical research and development and pharmaceutical formulation techniques.
References
1. National Center for Biotechnology Information. "PubChem Compound Summary for CID 2761449, Methyl 1H-indazole-3-carboxylate" PubChem, https://pubchem.ncbi.nlm.nih.gov/compound/2761449. Accessed 15 June 2023.
2. Sairam, P., et al. "Synthesis and characterization of 1H-indazole-3-carboxylic acid derivatives." Journal of Chemical and Pharmaceutical Research, vol. 5, no. 3, 2013, pp. 248-253.
3. Clayden, J., et al. Organic Chemistry. Oxford University Press, 2012.
4. Reichardt, C., and Welton, T. Solvents and Solvent Effects in Organic Chemistry. Wiley-VCH, 2011.