Cas no 1638764-22-3 (4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine)

4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine is a synthetic organic compound with a pyrimidine core. It exhibits notable stability and resistance to degradation, making it suitable for various applications. Its unique structural features offer versatile reactivity, facilitating a range of synthetic transformations. The compound is also available in high purity, ensuring reliable analytical and preparative processes.
4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine structure
1638764-22-3 structure
Product Name:4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine
CAS No:1638764-22-3
MF:C8H8ClN3
MW:181.622220039368
MDL:MFCD24618192
CID:4610253
Update Time:2025-06-20

4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine
    • SB14566
    • P16586
    • MDL: MFCD24618192
    • Inchi: 1S/C8H8ClN3/c1-4-3-6-7(9)11-5(2)12-8(6)10-4/h3H,1-2H3,(H,10,11,12)
    • InChI Key: CQRHTSFHCJFYEX-UHFFFAOYSA-N
    • SMILES: ClC1=C2C=C(C)NC2=NC(C)=N1

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 176
  • XLogP3: 2.4
  • Topological Polar Surface Area: 41.6

4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine Pricemore >>

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4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine
1638764-22-3
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$ 50.00 2022-06-02
TRC
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4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine
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Chemenu
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4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine Related Literature

Additional information on 4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine (CAS No. 1638764-22-3): A Versatile Intermediate in Modern Pharmaceutical Synthesis

4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine, identified by its CAS number 1638764-22-3, is a significant intermediate in the realm of pharmaceutical chemistry. This heterocyclic compound, belonging to the pyrrolopyrimidine class, has garnered considerable attention due to its structural versatility and its role in the synthesis of various biologically active molecules.

The< strong>pyrrolo[2,3-d]pyrimidine scaffold is a privileged structure in medicinal chemistry, known for its ability to interact with biological targets such as enzymes and receptors. The introduction of chloro and methyl substituents at specific positions enhances its reactivity, making it a valuable building block for drug discovery programs. Specifically, the< strong>4-chloro substituent at the 4-position provides a site for further functionalization via nucleophilic aromatic substitution or cross-coupling reactions, while the< strong>2,6-dimethyl groups contribute to steric and electronic properties that can influence the compound's binding affinity and pharmacokinetic profile.

In recent years, there has been a surge in research focused on developing novel therapeutic agents targeting various diseases. Among these, cancers and infectious diseases have been prominent areas of interest. The< strong>4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine core structure has been incorporated into several lead compounds that exhibit promising preclinical activity. For instance, derivatives of this compound have shown inhibitory effects on kinases and other enzymes involved in cancer cell proliferation and survival. These findings have spurred further investigation into optimizing the scaffold for improved efficacy and reduced toxicity.

The< strong>CAS no. 1638764-22-3 designation ensures that researchers can reliably obtain this compound for their studies. Its synthesis typically involves multi-step organic transformations starting from readily available precursors. Advanced synthetic methodologies, such as transition metal-catalyzed coupling reactions and microwave-assisted synthesis, have been employed to enhance yield and purity. These techniques not only streamline the production process but also allow for the rapid exploration of structural analogs.

The pharmaceutical industry has increasingly recognized the importance of heterocyclic compounds in drug development. The< strong>pyrrolopyrimidine moiety is particularly favored due to its presence in numerous FDA-approved drugs. The< strong>4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine derivative exemplifies how modifications to a core scaffold can yield compounds with tailored biological activities. Researchers are continuously exploring new synthetic routes and functionalization strategies to expand the chemical space accessible from this intermediate.

The incorporation of computational chemistry techniques has further accelerated the discovery process. Molecular modeling studies have been instrumental in predicting binding modes and affinity interactions between< strong>4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-based compounds and their target proteins. These insights guide experimental design and help prioritize candidates for further development. Additionally, high-throughput screening (HTS) platforms have been utilized to rapidly assess the activity of large libraries of derivatives.

In conclusion, 4-chloro-2,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine (CAS No. 1638764-22-3) represents a crucial intermediate in modern pharmaceutical synthesis. Its structural features make it an excellent candidate for generating novel therapeutic agents with potential applications in oncology and other therapeutic areas. As research progresses, advancements in synthetic methodologies and computational tools will continue to drive innovation in this field.

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