Cas no 89465-81-6 (6,7-dichloropteridine)

6,7-Dichloropteridine is a heterocyclic compound belonging to the pteridine class, characterized by the presence of two chlorine atoms at the 6 and 7 positions. This structure imparts significant reactivity, making it a valuable intermediate in organic synthesis, particularly for the development of pharmaceuticals and agrochemicals. Its electron-deficient aromatic system facilitates nucleophilic substitution reactions, enabling precise functionalization. The compound’s stability under controlled conditions ensures consistent performance in synthetic applications. Researchers utilize 6,7-dichloropteridine in the preparation of biologically active molecules, including enzyme inhibitors and fluorescent probes, due to its ability to serve as a versatile scaffold for further derivatization.
6,7-dichloropteridine structure
6,7-dichloropteridine structure
Product Name:6,7-dichloropteridine
CAS No:89465-81-6
MF:C6H2Cl2N4
MW:201.012877941132
CID:4297828
PubChem ID:86248112
Update Time:2025-05-19

6,7-dichloropteridine Chemical and Physical Properties

Names and Identifiers

    • Pteridine, 6,7-dichloro-
    • 6,7-dichloropteridine
    • 89465-81-6
    • Inchi: 1S/C6H2Cl2N4/c7-4-5(8)12-6-3(11-4)1-9-2-10-6/h1-2H
    • InChI Key: JNSXYQZZOPXSTI-UHFFFAOYSA-N
    • SMILES: N1=C2C(N=C(Cl)C(Cl)=N2)=CN=C1

Computed Properties

  • Exact Mass: 199.9656515Da
  • Monoisotopic Mass: 199.9656515Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 168
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 51.6?2

6,7-dichloropteridine Pricemore >>

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Additional information on 6,7-dichloropteridine

6,7-Dichloropteridine: A Comprehensive Overview

The compound with CAS No 89465-81-6, commonly referred to as 6,7-dichloropteridine, is a derivative of pteridine, a heterocyclic organic compound with significant biological and chemical importance. This compound has garnered attention in recent years due to its unique properties and potential applications in various fields, including pharmaceuticals and materials science.

Pteridine derivatives, such as 6,7-dichloropteridine, are known for their structural diversity and functional versatility. The introduction of chlorine atoms at the 6 and 7 positions of the pteridine ring introduces distinct electronic and steric effects, which can significantly influence the compound's reactivity and biological activity. Recent studies have explored the potential of 6,7-dichloropteridine in drug design, particularly in the development of anticancer agents and enzyme inhibitors.

One of the most promising applications of 6,7-dichloropteridine lies in its ability to act as a scaffold for designing small molecule inhibitors targeting specific proteins involved in diseases such as cancer and neurodegenerative disorders. For instance, researchers have reported that 6,7-dichloropteridine derivatives can modulate the activity of kinase enzymes, which are critical in cell signaling pathways. This makes them potential candidates for therapeutic interventions.

In addition to its biological applications, 6,7-dichloropteridine has also been investigated for its role in materials science. The compound's aromaticity and conjugated system make it a suitable candidate for use in organic electronics. Recent advancements have demonstrated that 6,7-dichloropteridine-based materials can exhibit desirable electronic properties, such as high charge carrier mobility and stability under ambient conditions.

The synthesis of 6,7-dichloropteridine involves a multi-step process that typically begins with the preparation of pteridine precursors. The introduction of chlorine atoms at specific positions requires precise control over reaction conditions to ensure high yields and selectivity. Researchers have developed efficient methodologies for this purpose, leveraging modern organic synthesis techniques such as catalytic chlorination and directed metallation.

From a structural standpoint, 6,7-dichloropteridine exhibits a planar geometry due to the aromatic nature of its pteridine ring system. This planarity contributes to its stability and ability to form strong intermolecular interactions, which are essential for its functionality in both biological and material systems.

Recent studies have also highlighted the potential of 6,7-dichloropteridine in photovoltaic applications. Its ability to absorb light across a broad spectrum makes it a candidate for use in dye-sensitized solar cells (DSSCs). Researchers have reported enhanced photocurrent generation when incorporating 6,7-dichloropteridine derivatives into DSSC architectures.

In terms of toxicity and safety profiles, preliminary studies suggest that 6,7-dichloropteridine exhibits low cytotoxicity under normal physiological conditions. However, further investigations are required to fully understand its long-term effects on human health and the environment.

The discovery of novel applications for 6,7-dichloropteridine continues to drive research efforts across multiple disciplines. Collaborative studies between chemists, biologists, and materials scientists are expected to unlock new potentials for this compound in the near future.

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