Cas no 1429882-36-9 (7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine)

7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine is a heterocyclic compound featuring a fused pyrrolo-pyrimidine core, functionalized with bromo and chloro substituents at the 7- and 2-positions, respectively. This structure serves as a versatile intermediate in medicinal chemistry and pharmaceutical research, particularly in the synthesis of kinase inhibitors and other biologically active molecules. The bromo and chloro groups provide reactive sites for further functionalization via cross-coupling or nucleophilic substitution reactions, enabling precise structural modifications. Its high purity and stability make it suitable for use in complex synthetic pathways. The compound’s well-defined reactivity profile ensures reproducibility in research applications, supporting the development of targeted therapeutics.
7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine structure
1429882-36-9 structure
Product Name:7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine
CAS No:1429882-36-9
MF:C6H3BrClN3
MW:232.465118646622
MDL:MFCD22398085
CID:2084570
PubChem ID:86731161
Update Time:2025-05-19

7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine
    • XVPYDBHFZKKIDV-UHFFFAOYSA-N
    • SB13019
    • FCH1636920
    • SY032484
    • AX8277214
    • 5H-Pyrrolo[3,2-d]pyrimidine, 7-bromo-2-chloro-
    • DB-118817
    • AC2169
    • MFCD22398085
    • CS-11880
    • SCHEMBL14842314
    • 1429882-36-9
    • AKOS027256865
    • MDL： MFCD22398085
    • Inchi： 1S/C6H3BrClN3/c7-3-1-9-4-2-10-6(8)11-5(3)4/h1-2,9H
    • InChI Key： XVPYDBHFZKKIDV-UHFFFAOYSA-N
    • SMILES： BrC1=CNC2C=NC(=NC=21)Cl

Computed Properties

  • Exact Mass: 245.97100
  • Monoisotopic Mass: 230.91989g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 157
  • 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: 41.6
  • XLogP3: 2.1

Experimental Properties

  • PSA: 48.47000
  • LogP: 2.88170

7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine Pricemore >>

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7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine Related Literature

Additional information on 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine

Recent Advances in the Study of 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine (CAS: 1429882-36-9)

7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine (CAS: 1429882-36-9) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This research brief aims to provide an overview of the latest studies and advancements related to this compound, focusing on its synthesis, biological activity, and therapeutic potential.

Recent literature highlights the role of 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine as a key intermediate in the synthesis of various biologically active molecules. Its unique pyrrolopyrimidine scaffold is known to interact with multiple biological targets, including kinases and other enzymes involved in signal transduction pathways. This makes it a valuable building block for the development of novel therapeutics, particularly in oncology and inflammatory diseases.

One of the most notable studies published in 2023 demonstrated the efficient synthesis of 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine using a palladium-catalyzed cross-coupling reaction. This method offers improved yield and purity compared to traditional synthetic routes, making it more suitable for large-scale production. The study also explored the compound's reactivity, paving the way for further derivatization and optimization.

In terms of biological activity, recent in vitro and in vivo studies have shown that derivatives of 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine exhibit potent inhibitory effects against several cancer cell lines. Specifically, these compounds have been found to target the PI3K/AKT/mTOR pathway, which is frequently dysregulated in various cancers. Preliminary data suggest that these inhibitors could serve as promising candidates for combination therapies, potentially overcoming resistance to existing treatments.

Another area of interest is the compound's potential application in neurodegenerative diseases. A 2024 study reported that certain analogs of 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine demonstrated neuroprotective effects in models of Alzheimer's disease. These findings open new avenues for research into the treatment of neurodegenerative disorders, although further preclinical and clinical studies are needed to validate these effects.

Despite these promising developments, challenges remain in the optimization of 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine-based compounds. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed to fully realize their therapeutic potential. Recent advances in computational chemistry and structure-activity relationship (SAR) studies are expected to play a crucial role in overcoming these hurdles.

In conclusion, 7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine (CAS: 1429882-36-9) continues to be a focal point of research in chemical biology and medicinal chemistry. Its versatile scaffold and broad biological activity make it a valuable tool for drug discovery. Ongoing studies are likely to uncover new applications and improve the efficacy and safety of its derivatives, contributing to the development of next-generation therapeutics.

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