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Comprehensive Overview of 4-[(Pyrrolidin-1-yl)methyl]aniline (CAS No. 142335-64-6)

4-[(Pyrrolidin-1-yl)methyl]aniline, also known by its CAS number 142335-64-6, is a versatile organic compound with significant applications in the fields of medicinal chemistry, materials science, and pharmaceutical research. This compound is characterized by its unique molecular structure, which includes a pyrrolidine ring and an aniline moiety. The combination of these functional groups imparts specific chemical and biological properties that make it a valuable intermediate in the synthesis of various bioactive molecules and pharmaceuticals.

The chemical formula of 4-[(Pyrrolidin-1-yl)methyl]aniline is C₁₀H₁₅N₂, and its molecular weight is approximately 163.23 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). Its melting point ranges from 98 to 100°C, and it has a boiling point of around 270°C at atmospheric pressure.

In the realm of medicinal chemistry, 4-[(Pyrrolidin-1-yl)methyl]aniline has garnered attention due to its potential as a building block for the synthesis of drugs targeting various therapeutic areas. Recent studies have explored its use in the development of novel antiviral agents, particularly against RNA viruses such as influenza and hepatitis C. The pyrrolidine ring in the molecule provides structural flexibility, which can be exploited to enhance binding affinity to viral targets. Additionally, the aniline moiety can be functionalized to introduce additional pharmacophores that improve drug efficacy and selectivity.

One notable application of 4-[(Pyrrolidin-1-yl)methyl]aniline is in the synthesis of small-molecule inhibitors for protein-protein interactions (PPIs). PPIs are critical for many biological processes, including signal transduction, cell cycle regulation, and apoptosis. Disrupting these interactions can be a promising strategy for treating diseases such as cancer and neurodegenerative disorders. Researchers have utilized 4-[(Pyrrolidin-1-yl)methyl]aniline as a scaffold to design inhibitors that selectively target specific PPIs, thereby modulating cellular pathways involved in disease progression.

Furthermore, 4-[(Pyrrolidin-1-yl)methyl]aniline has been investigated for its potential as a ligand in metalloenzyme inhibition. Metalloenzymes play crucial roles in various metabolic processes, and their dysregulation can lead to pathological conditions. By coordinating with metal ions such as zinc or copper, 4-[(Pyrrolidin-1-yl)methyl]aniline can form complexes that inhibit the activity of metalloenzymes involved in disease pathways. This property makes it a valuable tool for developing therapeutic agents that target metal-dependent enzymes.

In materials science, 4-[(Pyrrolidin-1-yl)methyl]aniline has found applications in the synthesis of advanced functional materials. For instance, it can be used as a precursor for the preparation of conductive polymers and organic semiconductors. These materials have potential uses in electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs). The pyrrolidine ring enhances the conjugation length of the polymer backbone, leading to improved charge transport properties.

The safety profile of 4-[(Pyrrolidin-1-yl)methyl]aniline is an important consideration for its use in both research and industrial settings. While it is generally considered safe when handled properly, appropriate precautions should be taken to avoid exposure to skin or inhalation. It is recommended to use personal protective equipment (PPE) such as gloves and goggles when handling this compound. Additionally, proper storage conditions should be maintained to prevent degradation or contamination.

In conclusion, 4-[(Pyrrolidin-1-yl)methyl]aniline (CAS No. 142335-64-6) is a multifaceted compound with a wide range of applications in medicinal chemistry, materials science, and pharmaceutical research. Its unique molecular structure provides a platform for the development of novel drugs and advanced materials. Ongoing research continues to uncover new possibilities for this compound, highlighting its significance in modern scientific endeavors.

• 29897-82-3(1-Benzylpyrrolidine)
• 866956-98-1(4-[(pyrrolidin-1-yl)methyl]aniline hydrochloride)
• 884507-46-4(Benzenemethanamine,N-methyl-3-(1-pyrrolidinylmethyl)-)
• 91271-79-3(1-{4-[(pyrrolidin-1-yl)methyl]phenyl}methanamine)
• 866954-94-1(4-[(pyrrolidin-1-yl)methyl]aniline dihydrochloride)
• 64097-55-8(Benzenamine,N-phenyl-4-(1-pyrrolidinylmethyl)-)
• 29608-05-7(4-[(piperidin-1-yl)methyl]aniline)
• 263339-26-0(Benzenamine,4-(1-azetidinylmethyl)-)
• 183365-31-3(3-(Pyrrolidin-1-ylmethyl)aniline)
• 91271-78-2(3-(Pyrrolidin-1-ylmethyl)phenylmethanamine)