• 1. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
• 2. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
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• 3. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
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• 4. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
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• 5. Emulsion technologies for multicellular tumour spheroid radiation assays?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrroles Pyrrole carboxylic acids and derivatives

Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate: A Comprehensive Overview

Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate, with the CAS number 529508-55-2, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound, often abbreviated as MA3MPC, belongs to the class of pyrrole derivatives, which are widely studied for their unique chemical properties and potential applications in drug design and materials science.

The structure of Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate consists of a pyrrole ring substituted with an amino group at position 1, a methyl group at position 3, and a methyl ester at position 2. This substitution pattern imparts the molecule with a combination of electron-donating and electron-withdrawing groups, making it highly reactive in various chemical transformations. The presence of the amino group also introduces potential for hydrogen bonding, which is crucial in many biological interactions.

Recent studies have highlighted the importance of pyrrole derivatives like Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate in the development of new pharmaceutical agents. For instance, researchers have explored its role as a building block in the synthesis of bioactive compounds targeting various diseases, including cancer and neurodegenerative disorders. The compound's ability to undergo diverse reactions, such as nucleophilic substitution and condensation reactions, makes it versatile in organic synthesis.

In terms of synthesis, Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate can be prepared through several routes. One common method involves the reaction of pyrrole with appropriate alkylating agents under controlled conditions. The introduction of the amino and methyl groups can be achieved through subsequent functionalization steps, ensuring high purity and yield. The use of modern catalytic techniques has further enhanced the efficiency of these reactions, making large-scale production feasible.

The physical properties of Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate are also worth noting. It exists as a crystalline solid with a melting point around 180°C. The compound is soluble in common organic solvents such as dichloromethane and ethyl acetate but is sparingly soluble in water. These properties make it suitable for various analytical techniques, including high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy.

From an applications perspective, Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate has found utility in several areas. In drug discovery, it serves as a valuable intermediate for constructing complex molecular frameworks. Its ability to act as both an electrophile and nucleophile allows for its integration into diverse synthetic pathways. Additionally, the compound has been investigated for its potential use in agrochemicals, where its bioactivity against plant pathogens has shown promising results.

Recent advancements in computational chemistry have further deepened our understanding of Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate. Molecular modeling studies have revealed insights into its electronic structure and reactivity patterns. These insights are invaluable for predicting its behavior in different chemical environments and optimizing its use in synthetic processes.

In conclusion, Methyl 1-amino-3-methyl-1H-pyrrole-2-carboxylate, CAS number 529508-55-2, stands out as a significant compound with wide-ranging applications across multiple disciplines. Its unique chemical properties, coupled with ongoing research advancements, ensure that it remains a focal point for future innovations in organic chemistry and pharmacology.

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