Cas no 1286330-20-8 (Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate)

Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate is a versatile heterocyclic compound with significant utility in pharmaceutical and agrochemical research. Its pyridopyrimidine core serves as a key scaffold for the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. The presence of a reactive 4-chloro substituent enhances its suitability for further functionalization via nucleophilic substitution reactions. The ethyl ester group offers additional flexibility for derivatization, enabling the introduction of varied pharmacophores. This compound exhibits high purity and stability, making it a reliable intermediate for medicinal chemistry applications. Its well-defined structure and synthetic accessibility contribute to its widespread use in drug discovery and development.
Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate structure
1286330-20-8 structure
Product Name:Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate
CAS No:1286330-20-8
MF:C10H8ClN3O2
MW:237.642420768738
CID:5292146
Update Time:2026-03-10

Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate
    • ethyl4-chloropyrido[4,3-d]pyrimidine-2-carboxylate
    • Pyrido[4,3-d]pyrimidine-2-carboxylic acid, 4-chloro-, ethyl ester
    • Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate
    • Inchi: 1S/C10H8ClN3O2/c1-2-16-10(15)9-13-7-3-4-12-5-6(7)8(11)14-9/h3-5H,2H2,1H3
    • InChI Key: KZZYXWQOCSFWCX-UHFFFAOYSA-N
    • SMILES: ClC1=C2C=NC=CC2=NC(C(=O)OCC)=N1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 264
  • XLogP3: 2
  • Topological Polar Surface Area: 65

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Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate Related Literature

Additional information on Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate

Comprehensive Overview of Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate (CAS 1286330-20-8)

Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate (CAS 1286330-20-8) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This pyridopyrimidine derivative is characterized by its unique molecular structure, which combines a chloro-substituted pyridine ring fused with a pyrimidine core. The presence of the ethyl carboxylate moiety further enhances its reactivity, making it a versatile intermediate in organic synthesis.

In recent years, the demand for heterocyclic compounds like Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate has surged due to their applications in drug discovery. Researchers are particularly interested in its potential as a kinase inhibitor scaffold, a topic frequently searched in scientific databases. Kinase inhibitors are pivotal in targeting diseases such as cancer and inflammatory disorders, aligning with the growing focus on precision medicine and targeted therapies.

The compound’s CAS number 1286330-20-8 is often queried in chemical databases, reflecting its relevance in high-throughput screening and medicinal chemistry projects. Its chloropyrido[4,3-d]pyrimidine backbone is structurally analogous to several FDA-approved drugs, which has spurred interest in its structure-activity relationship (SAR) studies. This aligns with the trending search term “SAR analysis of pyridopyrimidines” among chemists and pharmacologists.

From a synthetic perspective, Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate is synthesized via multi-step reactions involving cyclocondensation and functional group interconversion. Its ethyl ester group offers a handle for further derivatization, a feature highly valued in combinatorial chemistry. This adaptability resonates with the increasing popularity of fragment-based drug design (FBDD), a hot topic in modern drug development.

Beyond pharmaceuticals, this compound has potential applications in agrochemical research, particularly in the design of crop protection agents. The chlorine atom in its structure is often associated with bioactivity, a trait explored in searches like “chlorinated heterocycles in agrochemicals.” Such inquiries highlight the compound’s dual utility in addressing global challenges like food security and sustainable agriculture.

Analytical characterization of CAS 1286330-20-8 typically involves techniques such as NMR spectroscopy, mass spectrometry, and HPLC purity analysis. These methods are frequently searched alongside the compound’s name, underscoring the importance of quality control in chemical synthesis. The compound’s logP and solubility profiles are also critical parameters, often discussed in forums focused on ADME (Absorption, Distribution, Metabolism, Excretion) properties.

In summary, Ethyl 4-chloropyrido[4,3-d]pyrimidine-2-carboxylate (CAS 1286330-20-8) exemplifies the intersection of chemical innovation and practical application. Its relevance to drug discovery, agrochemical development, and material science ensures its continued prominence in scientific literature and industrial research. As interest in tailored molecular architectures grows, this compound remains a key player in advancing small-molecule therapeutics and beyond.

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