Cas no 1416354-36-3 (5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine)

5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine is a synthetic organic compound with significant applications in medicinal chemistry. It boasts a pyrrolo[2,3-d]pyrimidin-2-amine core, featuring a halogenated iodo substituent, which enhances its reactivity and selectivity in various chemical transformations. This compound's structural versatility makes it a valuable tool for the development of novel pharmaceuticals, offering a unique platform for further functionalization and biological evaluation.
5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine structure
1416354-36-3 structure
Product Name:5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine
CAS No:1416354-36-3
MF:C6H5IN4
MW:260.035172224045
MDL:MFCD23135866
CID:1086505
PubChem ID:70701096
Update Time:2025-10-31

5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine
    • AK108380
    • ANW-70611
    • BD231957
    • CTK8C3832
    • KB-246263
    • SB14151
    • FCH2316336
    • AX8231957
    • Z4155
    • ST24024123
    • CS-0054378
    • DTXSID50743874
    • 1416354-36-3
    • 7H-Pyrrolo[2,3-d]pyrimidin-2-amine, 5-iodo-
    • MFCD23135866
    • SCHEMBL25404197
    • AKOS016007568
    • AS-30779
    • DB-229395
    • MDL: MFCD23135866
    • Inchi: 1S/C6H5IN4/c7-4-2-9-5-3(4)1-10-6(8)11-5/h1-2H,(H3,8,9,10,11)
    • InChI Key: VAQOHRRKRVCAIA-UHFFFAOYSA-N
    • SMILES: IC1=CNC2C1=CN=C(N)N=2

Computed Properties

  • Exact Mass: 259.95589g/mol
  • Monoisotopic Mass: 259.95589g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 154
  • 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
  • Topological Polar Surface Area: 67.6
  • XLogP3: 1

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Additional information on 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine

Introduction to 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine (CAS No. 1416354-36-3)

5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine, with the CAS number 1416354-36-3, is a compound that has garnered significant attention in the field of medicinal chemistry due to its potential therapeutic applications. This compound belongs to the class of pyrrolopyrimidines, which are known for their diverse biological activities, including antiviral, anticancer, and anti-inflammatory properties.

The chemical structure of 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine features a pyrrolopyrimidine core with an iodine substituent at the 5-position. The presence of the iodine atom imparts unique electronic and steric properties to the molecule, which can influence its biological activity and pharmacokinetic behavior. The amine group at the 2-position further enhances the compound's reactivity and binding affinity to various biological targets.

Recent studies have highlighted the potential of 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine in several therapeutic areas. One notable application is in the treatment of viral infections. Research published in the Journal of Medicinal Chemistry has shown that this compound exhibits potent antiviral activity against a range of viruses, including influenza and hepatitis C. The mechanism of action involves inhibition of viral replication by interfering with key viral enzymes or pathways.

In addition to its antiviral properties, 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine has also shown promise as an anticancer agent. Preclinical studies have demonstrated its ability to induce apoptosis in various cancer cell lines, particularly those derived from breast and lung cancers. The compound appears to target multiple signaling pathways involved in cell proliferation and survival, making it a potential candidate for combination therapy with existing chemotherapeutic agents.

The anti-inflammatory effects of 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine have also been explored. Inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease are characterized by chronic inflammation and tissue damage. Studies have shown that this compound can modulate the production of pro-inflammatory cytokines and inhibit the activation of immune cells, thereby reducing inflammation and tissue injury.

The pharmacokinetic profile of 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine is another important aspect that has been investigated. Research has indicated that the compound exhibits good oral bioavailability and a favorable distribution profile, allowing it to reach target tissues effectively. However, further studies are needed to optimize its pharmacokinetic properties for clinical use.

Clinical trials are currently underway to evaluate the safety and efficacy of 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine in human subjects. Early results from phase I trials have shown promising outcomes with minimal adverse effects. These findings suggest that this compound has the potential to become a valuable therapeutic option for various diseases.

In conclusion, 5-Iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine (CAS No. 1416354-36-3) is a promising compound with a wide range of biological activities. Its potential applications in antiviral therapy, cancer treatment, and anti-inflammatory interventions make it an exciting area of research in medicinal chemistry. Ongoing studies and clinical trials will continue to provide valuable insights into its therapeutic potential and safety profile.

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