Cas no 1780970-29-7 (2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid)

2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid is a heterocyclic compound featuring a pyrimidine core substituted with an azetidine ring and a bromine atom, along with a carboxylic acid functional group. This structure makes it a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. The bromine substituent offers a reactive site for further functionalization via cross-coupling reactions, while the carboxylic acid group enables derivatization into esters, amides, or other derivatives. Its rigid azetidine moiety may enhance binding affinity in drug design. The compound is suitable for research in medicinal chemistry, serving as a scaffold for kinase inhibitors or other targeted therapeutics. High purity and well-defined reactivity are key advantages for synthetic applications.
2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid structure
1780970-29-7 structure
Product Name:2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid
CAS No:1780970-29-7
MF:C8H8BrN3O2
MW:258.072020530701
CID:5708624
PubChem ID:84709264
Update Time:2025-05-28

2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid
    • 1780970-29-7
    • 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylicacid
    • EN300-1456719
    • Inchi: 1S/C8H8BrN3O2/c9-5-4-10-8(12-2-1-3-12)11-6(5)7(13)14/h4H,1-3H2,(H,13,14)
    • InChI Key: MPHYIECESAUTTN-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(=NC=1C(=O)O)N1CCC1

Computed Properties

  • Exact Mass: 256.97999g/mol
  • Monoisotopic Mass: 256.97999g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 235
  • 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: 1.3
  • Topological Polar Surface Area: 66.3?2

2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid Pricemore >>

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2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid Related Literature

Additional information on 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid

Recent Advances in the Study of 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid (CAS: 1780970-29-7)

The compound 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid (CAS: 1780970-29-7) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This heterocyclic compound, featuring a pyrimidine core substituted with an azetidine ring and a bromine atom, exhibits unique physicochemical properties that make it a promising scaffold for the design of novel therapeutic agents. Recent studies have explored its utility as a key intermediate in the synthesis of bioactive molecules targeting various diseases, including cancer, infectious diseases, and neurological disorders.

One of the most notable advancements in the study of this compound is its role in the development of kinase inhibitors. Kinases are critical regulators of cellular signaling pathways, and their dysregulation is implicated in numerous pathological conditions. Researchers have demonstrated that derivatives of 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid can be tailored to selectively inhibit specific kinases, thereby offering a potential therapeutic strategy for cancer treatment. For instance, a recent study published in the Journal of Medicinal Chemistry highlighted the compound's efficacy in inhibiting the activity of certain tyrosine kinases, which are often overexpressed in malignant cells.

In addition to its applications in oncology, this compound has also been investigated for its antimicrobial properties. A 2023 study in Bioorganic & Medicinal Chemistry Letters reported that structural modifications of 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid yielded derivatives with potent activity against drug-resistant bacterial strains. The presence of the bromine atom and the azetidine ring was found to enhance the compound's ability to penetrate bacterial cell membranes, making it a valuable candidate for further development as an antibiotic.

Another area of interest is the compound's potential in central nervous system (CNS) drug discovery. The azetidine moiety, known for its favorable pharmacokinetic properties, has been leveraged to improve blood-brain barrier penetration. Recent preclinical studies have shown that derivatives of 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid exhibit promising activity in modulating neurotransmitter receptors, suggesting their potential utility in treating neurological disorders such as Alzheimer's disease and schizophrenia.

The synthesis and characterization of 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid have also been refined in recent years. Advanced techniques such as high-throughput screening and computational modeling have been employed to optimize its synthetic routes and improve yield. A 2022 publication in Organic Process Research & Development detailed a scalable and cost-effective method for producing this compound, which is crucial for its broader application in pharmaceutical research.

In conclusion, 2-(Azetidin-1-yl)-5-bromopyrimidine-4-carboxylic acid (CAS: 1780970-29-7) represents a versatile and promising scaffold in medicinal chemistry. Its applications span multiple therapeutic areas, and ongoing research continues to uncover new opportunities for its use. As the field advances, further studies are expected to elucidate its full potential and pave the way for the development of next-generation therapeutics.

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