2252403-82-8 | 7-chloro-6-fluoro-1-(2-isopropyl-4-methylpyridin-3-yl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

CAS:2252403-82-8 | 7-chloro-6-fluoro-1-(2-isopropyl-4-methylpyridin-3-yl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione,Description

This compound is a pyrido[2,3-d]pyrimidin-2(1H)-one derivative. It has a complex structure with multiple functional groups including a pyridine ring and a pyrimidine ring, both of which are nitrogen-containing heterocycles. The molecule also contains chlorine and fluorine atoms, which can significantly affect its reactivity and properties.

Synthesis Analysis

The synthesis of this compound or its derivatives might involve several steps, including the formation of the pyridine and pyrimidine rings, the introduction of the chlorine and fluorine atoms, and the attachment of the isopropyl and methyl groups. A potential method for the synthesis could involve a catalytic protodeboronation of pinacol boronic esters. This method allows for the formal anti-Markovnikov hydromethylation of alkenes.

Molecular Structure Analysis

The InChI code for a similar compound, 4,7-dichloro-6-fluoro-1-(2-isopropyl-4-methylpyridin-3-yl)pyrido[2,3-d]pyrimidin-2(1H)-one, is 1S/C16H13Cl2FN4O/c1-7(2)11-12(8(3)4-5-20-11)23-15-9(13(17)22-16(23)24)6-10(19)14(18)21-15/h4-7H,1-3H3. This provides a detailed description of the molecular structure.

Chemical Reactions Analysis

The compound’s chemical reactions could involve its functional groups. For instance, the chlorine and fluorine atoms might undergo substitution reactions. The nitrogen in the pyridine and pyrimidine rings might participate in reactions with electrophiles.

Physical And Chemical Properties Analysis

The physical and chemical properties of this compound would be influenced by its molecular structure. For instance, the presence of electronegative atoms like chlorine and fluorine might make the compound polar, affecting its solubility in different solvents. The compound’s melting point, boiling point, and other physical properties are not available in the current search results.

Scientific Research Applications

Synthesis and Structural Analysis

• A study reported the efficient synthesis of novel heterocycle derivatives, including compounds structurally related to 7-chloro-6-fluoro-1-(2-isopropyl-4-methylpyridin-3-yl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione. The structures of these compounds were confirmed using spectral techniques and computational analysis. Density functional theory (DFT) and time-dependent DFT computations were used to analyze their electronic structures (Ashraf et al., 2019).

Urease Inhibition Study

• A research on pyrido[1,2-a]pyrimidine-2,4(3H)-dione derivatives, which are structurally related, explored their in vitro urease inhibition activity. Among the synthesized compounds, some exhibited significant urease inhibition, indicating potential therapeutic applications (Rauf et al., 2010).

Crystal Structure Variations

• Research focusing on 7-aryl-substituted pyrido[2,3-d]pyrimidine-2,4(1H,3H)-diones, which share a similar core structure, revealed interesting insights into their molecular and crystal structures. Different types of hydrogen bonds and pi-pi stacking interactions were observed, highlighting structural diversity in crystal formation (Trilleras et al., 2009).

Herbicidal Activity

• A study on pyrido[2,3-d]pyrimidine-2,4-dione-benzoxazinone hybrids indicated their potential as protoporphyrinogen oxidase inhibitors with promising herbicidal activities. These compounds showed effective weed control and selective safety for certain crops, suggesting their utility in agricultural applications (Wang et al., 2017).

Oxidizing Ability

• Research exploring 2H-pyrido[1′,2′:1,6]pyrido[2,3-d]pyrimidine-2,4(3H)diones, related to the queried compound, demonstrated their ability to oxidize alcohols and amines. This oxidizing property suggests potential applications in synthetic chemistry and industrial processes (Yoneda et al., 1980).

Synthesis of Fluoroquinolone-Like Antibacterial Agents

• A study described the synthesis of a core structure similar to the queried compound, highlighting its role as a scaffold for biologically active compounds, particularly in the development of new antibacterial agents (Rosen et al., 2009).

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