Cas no 1357095-09-0 (4-Bromopyrrolo[1,2-c]pyrimidine)

4-Bromopyrrolo[1,2-c]pyrimidine is a heterocyclic brominated compound serving as a versatile intermediate in organic synthesis and pharmaceutical research. Its pyrrolopyrimidine core structure is valuable for constructing biologically active molecules, particularly in medicinal chemistry for drug discovery. The bromine substituent at the 4-position enhances reactivity, enabling efficient cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination, facilitating further functionalization. This compound exhibits high purity and stability, making it suitable for precise synthetic applications. Its utility extends to the development of kinase inhibitors, antiviral agents, and other therapeutic candidates. Researchers favor it for its well-defined reactivity profile and compatibility with diverse reaction conditions.
4-Bromopyrrolo[1,2-c]pyrimidine structure
1357095-09-0 structure
Product Name:4-Bromopyrrolo[1,2-c]pyrimidine
CAS No:1357095-09-0
MF:C7H5BrN2
MW:197.032000303268
CID:2114313
Update Time:2025-06-09

4-Bromopyrrolo[1,2-c]pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-Pyrrolo[1,2-c]pyrimidine
    • 4-bromopyrrolo[1,2-c]pyrimidine
    • PKSPUTATFKQIEA-UHFFFAOYSA-N
    • Pyrrolo[1,2-c]pyrimidine, 4-bromo-
    • 4-Bromopyrrolo[1,2-c]pyrimidine
    • Inchi: 1S/C7H5BrN2/c8-6-4-9-5-10-3-1-2-7(6)10/h1-5H
    • InChI Key: PKSPUTATFKQIEA-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CN2C=CC=C21

Computed Properties

  • Exact Mass: 195.964
  • Monoisotopic Mass: 195.964
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 129
  • 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: 17.3

4-Bromopyrrolo[1,2-c]pyrimidine Pricemore >>

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Chemenu
CM332829-1g
4-Bromopyrrolo[1,2-c]pyrimidine
1357095-09-0 95%+
1g
$*** 2023-03-30

Additional information on 4-Bromopyrrolo[1,2-c]pyrimidine

4-Bromopyrrolo[1,2-c]pyrimidine (CAS No. 1357095-09-0): An Emerging Compound in Medicinal Chemistry

4-Bromopyrrolo[1,2-c]pyrimidine (CAS No. 1357095-09-0) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural features and potential biological activities. This compound belongs to the class of pyrrolopyrimidines, which are known for their diverse pharmacological properties, including antiviral, anticancer, and anti-inflammatory effects. The introduction of a bromine atom at the 4-position of the pyrrolopyrimidine ring adds a layer of complexity and functionality that can be exploited in the design of novel therapeutic agents.

The 4-bromopyrrolo[1,2-c]pyrimidine scaffold has been extensively studied for its ability to interact with various biological targets. Recent research has highlighted its potential as a lead compound for the development of drugs targeting specific enzymes and receptors. For instance, studies have shown that derivatives of 4-bromopyrrolo[1,2-c]pyrimidine can inhibit kinases, which are key enzymes involved in cellular signaling pathways and are often dysregulated in diseases such as cancer and inflammatory disorders.

In the context of cancer research, 4-bromopyrrolo[1,2-c]pyrimidine derivatives have demonstrated promising antiproliferative effects against various cancer cell lines. One notable study published in the Journal of Medicinal Chemistry reported that a specific derivative of 4-bromopyrrolo[1,2-c]pyrimidine exhibited potent cytotoxic activity against human lung cancer cells by inducing apoptosis through the modulation of key signaling pathways. This finding underscores the potential of this compound as a scaffold for the development of novel anticancer agents.

Beyond its anticancer properties, 4-bromopyrrolo[1,2-c]pyrimidine has also shown potential in other therapeutic areas. For example, recent studies have explored its anti-inflammatory effects. In a study published in the European Journal of Medicinal Chemistry, researchers found that certain derivatives of 4-bromopyrrolo[1,2-c]pyrimidine effectively inhibited the production of pro-inflammatory cytokines in vitro, suggesting its potential as an anti-inflammatory agent.

The versatility of the 4-bromopyrrolo[1,2-c]pyrimidine scaffold is further exemplified by its use in antiviral research. Studies have demonstrated that derivatives of this compound can inhibit viral replication by targeting specific viral enzymes. For instance, a study published in Antiviral Research reported that a derivative of 4-bromopyrrolo[1,2-c]pyrimidine exhibited potent antiviral activity against herpes simplex virus (HSV) by inhibiting viral DNA polymerase. This finding highlights the broad-spectrum antiviral potential of this compound and its derivatives.

The synthetic accessibility of 4-bromopyrrolo[1,2-c]pyrimidine is another factor contributing to its appeal in medicinal chemistry. Various synthetic routes have been developed to access this compound and its derivatives efficiently. One common approach involves the reaction of 4-bromo-1H-pyrrole-2-carbaldehyde with appropriate amine derivatives followed by cyclization to form the pyrrolopyrimidine ring. The modular nature of this synthesis allows for easy functionalization at different positions of the molecule, facilitating the exploration of structure-activity relationships (SAR) and the optimization of pharmacological properties.

In addition to its biological activities, the physical and chemical properties of 4-bromopyrrolo[1,2-c]pyrimidine are also important considerations for drug development. The compound is generally stable under standard laboratory conditions and can be stored without significant degradation. However, care should be taken to avoid exposure to strong acids or bases that could potentially alter its structure or stability.

The future prospects for 4-bromopyrrolo[1,2-c]pyrimidine-based drugs are promising. Ongoing research is focused on optimizing the pharmacokinetic and pharmacodynamic properties of these compounds to enhance their therapeutic efficacy and reduce potential side effects. Clinical trials are also underway to evaluate the safety and efficacy of selected derivatives in human subjects.

In conclusion, 4-Bromopyrrolo[1,2-c]pyrimidine (CAS No. 1357095-09-0) represents a valuable scaffold in medicinal chemistry with diverse biological activities and therapeutic potential. Its unique structural features and synthetic accessibility make it an attractive candidate for further exploration and development as a lead compound for novel drugs targeting various diseases.

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