326476-49-7 | (3-chloro-5-(trifluoromethyl)pyridin-2-yl)methanamine hydrochloride

CAS:326476-49-7 | (3-chloro-5-(trifluoromethyl)pyridin-2-yl)methanamine hydrochloride,Description

The compound "(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)methanamine hydrochloride" is a chemical intermediate that has been utilized in the synthesis of novel imidazo[1,5-a]pyridine derivatives. These derivatives are of interest due to their potential applications in various fields, including medicinal chemistry and agriculture.

Synthesis Analysis

The synthesis of the compound involves a scalable protocol that has been developed to produce the amine on a 100 g scale with good yields. This indicates that the process is efficient and can be used for large-scale production, which is crucial for industrial applications. The synthesis details, however, are not fully described in the provided data.

Molecular Structure Analysis

While the molecular structure of the specific compound is not directly analyzed in the provided papers, related compounds have been studied using X-ray diffraction methods. For example, the crystal structure of 2-hydroxy-3-trifluoracetylimidazo[1,2-a]pyridine hydrochloride has been determined, which could provide insights into the structural aspects of similar compounds.

Chemical Reactions Analysis

The compound serves as a starting material for the synthesis of imidazo[1,5-a]pyridine derivatives. The reactions involved in the synthesis of these derivatives are not detailed in the provided data, but it is clear that the compound's reactivity is central to the formation of these novel structures.

Physical and Chemical Properties Analysis

The physical and chemical properties of "(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)methanamine hydrochloride" are not explicitly discussed in the provided papers. However, the successful use of the compound in synthesis suggests that it possesses properties that make it suitable for chemical transformations. The properties of related compounds, such as solubility, melting point, and stability, could be inferred from similar structures within the same chemical family.

Scientific Research Applications

• Synthesis of Novel Compounds : This compound serves as a starting material for synthesizing imidazo[1,5-a]pyridine derivatives, which have been developed efficiently in good yields (Mihorianu et al., 2010).
• Photocytotoxic Properties : Iron(III) complexes involving derivatives of this compound have shown significant photocytotoxic properties, making them potential candidates for cellular imaging and cancer treatment (Basu et al., 2014).
• Anticonvulsant Agents : Schiff bases of 3-aminomethyl pyridine, which can be derived from this compound, have demonstrated potential as anticonvulsant agents (Pandey & Srivastava, 2011).
• DNA Interaction and Cleavage : Certain Fe(II) complexes based on ligands derived from this compound have been studied for their ability to interact with DNA and facilitate its cleavage, particularly under UV or visible light irradiation (Draksharapu et al., 2012).
• Catalytic Applications : Unsymmetrical pincer palladacycles derived from this compound have shown good activity and selectivity in catalytic applications (Roffe et al., 2016) .
• Selective Hydroxylation of Alkanes : Diiron(III) complexes with ligands derived from this compound have been effective as catalysts for the selective hydroxylation of alkanes (Sankaralingam & Palaniandavar, 2014).
• Enhanced Cellular Uptake and Selectivity : Iron(III) complexes involving modified dipicolylamines derived from this compound have shown enhanced cellular uptake with selectivity and remarkable photocytotoxicity, indicating potential in cancer therapy (Basu et al., 2015).
• Antiosteoclast Activity : Certain boronates synthesized from related pyridine derivatives have exhibited moderate to high antiosteoclast activity, which could have implications in bone health (Reddy et al., 2012).

Safety And Hazards

This compound is harmful if swallowed, in contact with skin, or if inhaled. It may cause respiratory irritation. Protective measures such as wearing gloves, protective clothing, and eye/face protection are recommended when handling this compound.

Future Directions

The future directions for this compound could involve its use as a building block in the synthesis of other complex organic compounds. Its unique structure, featuring both a halogen and a trifluoromethyl group on a pyridine ring, could make it useful in a variety of chemical reactions.

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