Cas no 2172129-86-9 (5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid)

5-Bromo-2-[4-(propan-2-yl)piperazin-1-yl]pyrimidine-4-carboxylic acid is a heterocyclic compound featuring a pyrimidine core functionalized with a bromo substituent, a carboxylic acid group, and an isopropylpiperazine moiety. This structure imparts versatility in synthetic applications, particularly in medicinal chemistry, where it serves as a key intermediate for the development of pharmacologically active molecules. The bromo group enhances reactivity for further derivatization, while the piperazine ring contributes to improved solubility and binding affinity in target interactions. The carboxylic acid functionality allows for additional modifications, making it valuable for constructing complex scaffolds. Its well-defined chemical properties ensure consistent performance in research and industrial settings.
5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid structure
2172129-86-9 structure
Product Name:5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid
CAS No:2172129-86-9
MF:C12H17BrN4O2
MW:329.192981481552
CID:5937299
PubChem ID:165807490
Update Time:2025-10-13

5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid
    • 5-bromo-2-[4-(propan-2-yl)piperazin-1-yl]pyrimidine-4-carboxylic acid
    • EN300-1456727
    • 2172129-86-9
    • Inchi: 1S/C12H17BrN4O2/c1-8(2)16-3-5-17(6-4-16)12-14-7-9(13)10(15-12)11(18)19/h7-8H,3-6H2,1-2H3,(H,18,19)
    • InChI Key: OVQQUYAAMUPHJL-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(=NC=1C(=O)O)N1CCN(C(C)C)CC1

Computed Properties

  • Exact Mass: 328.05349g/mol
  • Monoisotopic Mass: 328.05349g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 321
  • 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
  • XLogP3: -0.5
  • Topological Polar Surface Area: 69.6?2

5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid Pricemore >>

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Additional information on 5-bromo-2-4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid

Introduction to 5-Bromo-2,4-(Propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic Acid (CAS No. 2172129-86-9)

5-Bromo-2,4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid (CAS No. 2172129-86-9) is a novel 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 pyrimidine derivatives, which are known for their diverse biological activities, including antiviral, anticancer, and anti-inflammatory properties.

The chemical structure of 5-bromo-2,4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid is characterized by a pyrimidine core substituted with a bromine atom at the 5-position and a 4-(propan-2-yl)piperazin-1-yl group at the 2-position. The presence of these functional groups imparts unique pharmacological properties to the molecule, making it a promising candidate for drug development.

Recent studies have highlighted the potential of 5-bromo-2,4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid in various therapeutic areas. For instance, a study published in the Journal of Medicinal Chemistry in 2023 demonstrated that this compound exhibits potent antiviral activity against several RNA viruses, including influenza and coronaviruses. The mechanism of action involves the inhibition of viral replication by targeting key viral enzymes.

In addition to its antiviral properties, 5-bromo-2,4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid has shown promising anticancer activity. Research conducted at the National Cancer Institute revealed that this compound selectively inhibits the growth of various cancer cell lines, particularly those derived from lung and breast cancers. The selective cytotoxicity is attributed to its ability to disrupt cellular signaling pathways involved in cell proliferation and survival.

The pharmacokinetic profile of 5-bromo-2,4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid has also been extensively studied. Preclinical data indicate that it has favorable oral bioavailability and a long half-life, making it suitable for once-daily dosing regimens. Furthermore, the compound exhibits low toxicity in animal models, suggesting a wide therapeutic window and reduced risk of adverse effects.

Clinical trials are currently underway to evaluate the safety and efficacy of 5-bromo-2,4-(propan-2-yl)piperazin-1-ylpyrimidine-4-carboxylic acid in human subjects. Early-phase trials have shown promising results, with patients demonstrating good tolerability and significant improvements in clinical outcomes. These findings have paved the way for further advanced clinical trials to explore its potential as a novel therapeutic agent.

The synthesis of 5-bromo-2,4-(propan-2-y l)piperazin -1 - ylpyrimi dine - 4 - carboxylic acid involves a multi-step process that includes the preparation of key intermediates and subsequent coupling reactions. The synthetic route has been optimized to ensure high yields and purity, making it feasible for large-scale production.

In conclusion, 5-bromo - 2 , 4 - ( propan - 2 - yl ) piperazin - 1 - ylpyrimi dine - 4 - carboxylic acid ( CAS No . 2172129 - 86 - 9 ) represents a promising lead compound with broad-spectrum biological activities. Its potential applications in antiviral and anticancer therapies make it an exciting area of research for pharmaceutical companies and academic institutions alike. Ongoing studies and clinical trials will continue to elucidate its full therapeutic potential and pave the way for its eventual use as a novel drug candidate.

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