Cas no 1005206-16-5 (7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile)

7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile is a heterocyclic organic compound featuring a fused pyrrole-pyrimidine core with a nitrile functional group at the 4-position. This structure serves as a versatile intermediate in medicinal chemistry, particularly in the synthesis of nucleoside analogs and kinase inhibitors. Its rigid bicyclic framework and electron-deficient pyrimidine ring enhance binding affinity in targeted drug design. The nitrile group offers additional reactivity for further derivatization, enabling the development of diverse pharmacologically active molecules. The compound’s high purity and stability make it suitable for research applications in oncology and antiviral drug discovery. Its synthetic utility is underscored by its role in constructing complex scaffolds for small-molecule therapeutics.
7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile structure
1005206-16-5 structure
Product Name:7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile
CAS No:1005206-16-5
MF:C7H4N4
MW:144.133460044861
MDL:MFCD17015948
CID:1029552
Update Time:2025-10-19

7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile
    • 4-Cyano-7H-Pyrrolo[2,3-d]pyrimidine
    • NEVJGNPIKVWRGX-UHFFFAOYSA-N
    • CL3500
    • TRA0040561
    • PB27071
    • SY007620
    • AB0061568
    • Z6286
    • MDL: MFCD17015948
    • Inchi: 1S/C7H4N4/c8-3-6-5-1-2-9-7(5)11-4-10-6/h1-2,4H,(H,9,10,11)
    • InChI Key: NEVJGNPIKVWRGX-UHFFFAOYSA-N
    • SMILES: N1C=CC2=C(C#N)N=CN=C12

Computed Properties

  • Exact Mass: 144.04400
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 194
  • Topological Polar Surface Area: 65.4

Experimental Properties

  • Density: 1.44
  • PSA: 65.36000
  • LogP: 0.82958

7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile Pricemore >>

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7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile Production Method

Additional information on 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile

Recent Advances in the Study of 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile (CAS: 1005206-16-5) in Chemical Biology and Pharmaceutical Research

7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile (CAS: 1005206-16-5) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound belongs to the pyrrolopyrimidine family, which is known for its diverse biological activities, including kinase inhibition, anti-inflammatory effects, and anticancer properties. The unique structural features of 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile make it a promising scaffold for the development of novel therapeutic agents.

Recent studies have focused on the synthesis and optimization of 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile derivatives to enhance their pharmacological properties. A study published in the Journal of Medicinal Chemistry (2023) demonstrated that modifications at the 4-carbonitrile position could significantly improve the compound's binding affinity to specific kinase targets, such as JAK2 and EGFR. These findings suggest that 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile derivatives could serve as potent inhibitors for kinase-driven diseases, including certain types of cancer and autoimmune disorders.

In addition to its kinase inhibitory activity, 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile has also been investigated for its potential as an anti-inflammatory agent. A recent preclinical study (Bioorganic & Medicinal Chemistry Letters, 2024) reported that certain derivatives of this compound exhibited strong inhibitory effects on pro-inflammatory cytokines, such as TNF-α and IL-6. These results highlight the compound's potential for treating inflammatory diseases, such as rheumatoid arthritis and inflammatory bowel disease.

Another area of interest is the use of 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile as a building block for the development of fluorescent probes and imaging agents. A study in Chemical Communications (2023) described the synthesis of a fluorescent derivative of this compound, which showed high selectivity for cancer cells in vitro. This innovation opens new avenues for theranostic applications, where the same molecule can be used for both diagnosis and therapy.

Despite these promising developments, challenges remain in the clinical translation of 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile-based therapeutics. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed through further research. Ongoing studies are exploring novel formulation strategies, including nanoparticle-based delivery systems, to overcome these limitations.

In conclusion, 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile (CAS: 1005206-16-5) represents a versatile and promising scaffold in chemical biology and pharmaceutical research. Its diverse biological activities and potential for structural optimization make it a valuable candidate for the development of next-generation therapeutics. Future research should focus on addressing the current challenges and exploring new applications for this compound in precision medicine and theranostics.

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