Cas no 55740-64-2 (2-Amino-5-bromo-6-chloropyrimidin-4(1h)-one)

2-Amino-5-bromo-6-chloropyrimidin-4(1H)-one is a halogenated pyrimidine derivative with significant utility in pharmaceutical and agrochemical research. Its structural features, including the bromo and chloro substituents, enhance reactivity, making it a versatile intermediate for nucleophilic substitution and cross-coupling reactions. The presence of both amino and carbonyl functional groups allows for further derivatization, facilitating the synthesis of heterocyclic compounds. This compound is particularly valuable in the development of active pharmaceutical ingredients (APIs) and biologically active molecules due to its stable crystalline form and high purity. Its well-defined chemical properties ensure reproducibility in synthetic applications, supporting advancements in medicinal chemistry and material science.
2-Amino-5-bromo-6-chloropyrimidin-4(1h)-one structure
55740-64-2 structure
Product Name:2-Amino-5-bromo-6-chloropyrimidin-4(1h)-one
CAS No:55740-64-2
MF:C4H3BrClN3O
MW:224.443118333817
CID:376377
PubChem ID:135408533
Update Time:2025-05-19

2-Amino-5-bromo-6-chloropyrimidin-4(1h)-one Chemical and Physical Properties

Names and Identifiers

    • 4(1H)-Pyrimidinone,2-amino-5-bromo-6-chloro-
    • 2-amino-5-bromo-6-chloro-1H-pyrimidin-4-one
    • 2-Amino-5-brom-4-chlor-6-hydroxypyrimidin
    • 2-amino-5-bromo-6-chloro-3H-pyrimidin-4-one
    • 2-amino-5-bromo-6-chloropyrimidin-4(1h)-one
    • NSC48251
    • FCH4237226
    • AX8277149
    • 55740-64-2
    • DTXSID60286909
    • CS-15803
    • SB59104
    • D72192
    • NSC-48251
    • CS-0045892
    • 2-amino-5-bromo-4-chloro-1H-pyrimidin-6-one
    • AKOS027441816
    • 2-Amino-5-bromo-6-chloropyrimidin-4(1h)-one
    • Inchi: 1S/C4H3BrClN3O/c5-1-2(6)8-4(7)9-3(1)10/h(H3,7,8,9,10)
    • InChI Key: MXYGAMSKCAQGIC-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=C(N)NC1=O)Cl

Computed Properties

  • Exact Mass: 222.91500
  • Monoisotopic Mass: 222.915
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 247
  • 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: 67.5
  • XLogP3: 0.4

Experimental Properties

  • Density: 2.39
  • Boiling Point: 268.1°Cat760mmHg
  • Flash Point: 115.9°C
  • Refractive Index: 1.784
  • PSA: 71.77000
  • LogP: 1.34920

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Additional information on 2-Amino-5-bromo-6-chloropyrimidin-4(1h)-one

2-Amino-5-bromo-6-chloropyrimidin-4(1H)-one (CAS 55740-64-2): A Versatile Building Block in Pharmaceutical and Chemical Research

2-Amino-5-bromo-6-chloropyrimidin-4(1H)-one (CAS 55740-64-2) is a highly valuable heterocyclic compound that has gained significant attention in pharmaceutical and chemical research. This brominated and chlorinated pyrimidine derivative serves as a crucial intermediate in the synthesis of various bioactive molecules, particularly in the development of antiviral and anticancer agents. Its unique molecular structure, featuring both bromo and chloro substituents at strategic positions, makes it an excellent scaffold for further chemical modifications.

The growing interest in 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one stems from its role as a key building block in medicinal chemistry. Researchers frequently search for "CAS 55740-64-2 applications" and "2-amino-5-bromo-6-chloropyrimidin-4(1H)-one synthesis," reflecting the compound's importance in drug discovery. Recent studies have highlighted its potential in developing novel kinase inhibitors, which are currently a hot topic in cancer research due to their targeted therapeutic approach.

From a chemical perspective, 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one exhibits interesting properties that make it valuable for various synthetic applications. The presence of both electron-withdrawing halogen groups and an amino functionality creates a versatile platform for nucleophilic substitution reactions and cross-coupling chemistry. This has led to increased searches for "55740-64-2 reactivity" and "halogenated pyrimidine derivatives" in scientific databases.

The pharmaceutical industry has shown particular interest in CAS 55740-64-2 due to its potential in developing small molecule therapeutics. Many researchers are investigating how this compound can be used to create analogs with improved bioavailability and target specificity. Questions like "how to modify 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one" and "55740-64-2 structure-activity relationship" frequently appear in scientific literature searches, indicating the compound's relevance in modern drug design.

In the field of nucleoside chemistry, 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one serves as a precursor for modified nucleobases. This application has gained attention with the recent focus on antiviral research, especially after the COVID-19 pandemic increased interest in nucleotide analogs. The compound's ability to be converted into various pyrimidine nucleosides makes it valuable for developing potential antiviral agents.

The synthesis and purification of 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one have been optimized over the years to improve yield and purity. Current research trends show growing interest in "green chemistry approaches for 55740-64-2" and "scalable synthesis of halogenated pyrimidines." These search trends reflect the chemical industry's shift toward more sustainable production methods while maintaining high-quality standards.

Analytical characterization of CAS 55740-64-2 typically involves advanced techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography. The compound's well-defined spectral properties make it relatively easy to identify and quantify, which is crucial for quality control in pharmaceutical manufacturing. Researchers often look for "2-amino-5-bromo-6-chloropyrimidin-4(1H)-one spectral data" to compare with their experimental results.

The market for 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one has seen steady growth, driven by increasing demand from contract research organizations and pharmaceutical companies. Suppliers frequently receive inquiries about "55740-64-2 availability" and "bulk quantities of halogenated pyrimidines," indicating its commercial importance. The compound's stability under standard storage conditions contributes to its widespread use in research laboratories worldwide.

Recent patent literature reveals numerous applications of 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one in developing novel therapeutic agents. Particularly in the area of targeted cancer therapies, this compound has shown promise as a precursor for tyrosine kinase inhibitors. The rising number of patents mentioning CAS 55740-64-2 suggests that pharmaceutical companies are actively exploring its potential in drug development pipelines.

Looking toward the future, 2-amino-5-bromo-6-chloropyrimidin-4(1H)-one is expected to maintain its importance in chemical research. With the increasing focus on personalized medicine and structure-based drug design, the demand for versatile building blocks like this compound will likely grow. Researchers continue to investigate new synthetic routes and applications, ensuring that CAS 55740-64-2 remains a valuable tool in the chemist's toolbox for years to come.

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