Cas no 1153412-93-1 (4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine)

4-Chloro-6-isopropyl-2-(pyridin-2-yl)pyrimidine is a heterocyclic compound featuring a pyrimidine core substituted with a chloro group at the 4-position, an isopropyl group at the 6-position, and a pyridin-2-yl moiety at the 2-position. This structure imparts versatility as a key intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients. The chloro group enhances reactivity for further functionalization, while the pyridine ring contributes to coordination properties, making it useful in metal-catalyzed reactions. Its well-defined molecular architecture ensures consistent performance in cross-coupling and nucleophilic substitution reactions, supporting applications in medicinal chemistry and material science. The compound is typically supplied with high purity to meet rigorous research and industrial standards.
4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine structure
1153412-93-1 structure
Product Name:4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine
CAS No:1153412-93-1
MF:C12H12ClN3
MW:233.696781158447
CID:2114374
Update Time:2025-11-01

4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-6-isopropyl-2-(pyridin-2-yl)pyrimidine
    • 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine
    • Inchi: 1S/C12H12ClN3/c1-8(2)10-7-11(13)16-12(15-10)9-5-3-4-6-14-9/h3-8H,1-2H3
    • InChI Key: LCARCRGMPXDBKW-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C(C)C)=NC(C2C=CC=CN=2)=N1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 222
  • Topological Polar Surface Area: 38.7

4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine Pricemore >>

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Additional information on 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine

Professional Introduction to 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine (CAS No. 1153412-93-1)

4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine, identified by its CAS number 1153412-93-1, is a significant compound in the field of pharmaceutical chemistry. This pyrimidine derivative has garnered considerable attention due to its versatile applications in the development of novel therapeutic agents. The compound’s unique structural features, including a chloro substituent at the 4-position and an isopropyl group at the 6-position, combined with a pyridin-2-yl moiety, make it a valuable scaffold for medicinal chemists.

The chemical structure of 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine contributes to its reactivity and potential biological activity. The presence of the chloro group enhances its utility in various synthetic transformations, allowing for further functionalization. Additionally, the isopropyl group introduces steric hindrance, which can influence the compound’s binding affinity and selectivity in biological targets. The pyridin-2-yl moiety, on the other hand, is known to improve solubility and metabolic stability, making it an attractive feature for drug development.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting various disease pathways. Pyrimidine derivatives have emerged as a prominent class of compounds due to their ability to interact with biological macromolecules such as enzymes and receptors. 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine has been explored in several preclinical studies as a potential lead compound for treating conditions such as cancer and inflammatory diseases.

One of the most compelling aspects of this compound is its role in kinase inhibition. Kinases are enzymes that play a crucial role in cell signaling pathways and are often dysregulated in diseases like cancer. Researchers have leveraged the structural features of 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine to design inhibitors that specifically target aberrant kinases involved in tumor growth and progression. Preliminary studies have shown promising results in vitro, demonstrating potent inhibition of several kinases with high selectivity.

The synthesis of 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The chlorination step at the 4-position is particularly critical, as it determines the reactivity of the compound in subsequent synthetic steps. Advanced techniques such as palladium-catalyzed cross-coupling reactions have been employed to introduce the pyridin-2-yl moiety efficiently.

The pharmacokinetic properties of 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine have also been extensively studied. These studies aim to understand how the compound is absorbed, distributed, metabolized, and excreted by the body. The presence of the isopropyl group has been found to enhance oral bioavailability, while the pyridin-2-yl moiety contributes to metabolic stability. These findings are crucial for optimizing drug formulations and ensuring therapeutic efficacy.

In conclusion, 4-Chloro-6-isopropyl-2-(pyridin-2-YL)pyrimidine (CAS No. 1153412-93-1) represents a promising candidate for further development in pharmaceutical research. Its unique structural features and demonstrated biological activity make it a valuable tool for medicinal chemists seeking to develop novel therapeutics. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in addressing unmet medical needs.

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