Cas no 933746-26-0 (5-Bromopyrimidine-4-carbaldehyde)

5-Bromopyrimidine-4-carbaldehyde is a versatile heterocyclic building block widely used in organic synthesis and pharmaceutical research. Its key advantages include a reactive aldehyde group and a bromine substituent, enabling diverse functionalization through cross-coupling, nucleophilic substitution, and condensation reactions. The pyrimidine core offers a rigid scaffold for designing bioactive molecules, making it valuable in medicinal chemistry for developing kinase inhibitors and other therapeutic agents. High purity and stability under standard conditions ensure consistent performance in multi-step syntheses. Its compatibility with palladium-catalyzed reactions further enhances utility in constructing complex molecular architectures. This compound is particularly useful for researchers seeking to explore structure-activity relationships in drug discovery.
5-Bromopyrimidine-4-carbaldehyde structure
933746-26-0 structure
Product Name:5-Bromopyrimidine-4-carbaldehyde
CAS No:933746-26-0
MF:C5H3BrN2O
MW:186.994119882584
CID:1028239
PubChem ID:45480374
Update Time:2025-05-20

5-Bromopyrimidine-4-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-Bromopyrimidine-4-carbaldehyde
    • 5-bromanylpyrimidine-4-carbaldehyde
    • 5-BROMO-4-PYRIMIDINECARBOXALDEHYDE
    • EN300-1695678
    • A844566
    • J-517115
    • AKOS006305455
    • SB56709
    • MFCD09999204
    • AMY15282
    • CS-0267917
    • 4-(4-CYANOPHENYL)-1-N-BOC-ANILINE
    • 933746-26-0
    • DTXSID00670328
    • SY345151
    • FT-0650074
    • SCHEMBL14484489
    • KVIYGKRGFGJVFL-UHFFFAOYSA-N
    • DB-079543
    • MDL: MFCD09999204
    • Inchi: 1S/C5H3BrN2O/c6-4-1-7-3-8-5(4)2-9/h1-3H
    • InChI Key: KVIYGKRGFGJVFL-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CN=C1C=O

Computed Properties

  • Exact Mass: 185.94300
  • Monoisotopic Mass: 185.94288g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 109
  • 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: 0.7
  • Topological Polar Surface Area: 42.8?2

Experimental Properties

  • PSA: 42.85000
  • LogP: 1.05160

5-Bromopyrimidine-4-carbaldehyde Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 5-Bromopyrimidine-4-carbaldehyde

5-Bromopyrimidine-4-carbaldehyde (CAS No. 933746-26-0): An Overview of Its Properties and Applications

5-Bromopyrimidine-4-carbaldehyde (CAS No. 933746-26-0) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and chemical biology. This compound is characterized by its unique structure, which combines a bromine atom and an aldehyde group on a pyrimidine ring, making it a valuable intermediate in the synthesis of various biologically active molecules.

The molecular formula of 5-Bromopyrimidine-4-carbaldehyde is C5H4BrN2O, and its molecular weight is 188.01 g/mol. The compound's physical properties include a melting point of 105-107°C and a boiling point of 290°C at 760 mmHg. It is slightly soluble in water but highly soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).

In recent years, 5-Bromopyrimidine-4-carbaldehyde has been extensively studied for its potential applications in drug discovery and development. One of the key areas of interest is its role as a building block for the synthesis of pyrimidine-based drugs. Pyrimidine derivatives are widely used in the treatment of various diseases, including cancer, viral infections, and neurological disorders. The presence of the bromine atom and the aldehyde group in 5-Bromopyrimidine-4-carbaldehyde provides multiple functional handles for further chemical modifications, enabling the synthesis of a diverse range of compounds with tailored biological activities.

A recent study published in the Journal of Medicinal Chemistry highlighted the use of 5-Bromopyrimidine-4-carbaldehyde in the development of novel antiviral agents. Researchers at the University of California, San Francisco, utilized this compound as a key intermediate to synthesize a series of pyrimidine derivatives with potent antiviral activity against influenza viruses. The synthesized compounds exhibited high selectivity and low cytotoxicity, making them promising candidates for further preclinical evaluation.

Beyond antiviral applications, 5-Bromopyrimidine-4-carbaldehyde has also shown promise in cancer research. A study conducted by researchers at Harvard University explored the use of this compound in the synthesis of pyrimidine-based inhibitors targeting specific kinases involved in cancer cell proliferation. The resulting inhibitors demonstrated significant antiproliferative effects in vitro and were effective in reducing tumor growth in animal models.

The versatility of 5-Bromopyrimidine-4-carbaldehyde extends to its use in chemical biology research. Scientists at the Broad Institute have utilized this compound to develop probes for studying protein-protein interactions and enzyme activities. By incorporating fluorescent or biotinylated tags into the pyrimidine scaffold, researchers can create tools for imaging and affinity purification experiments, providing valuable insights into cellular processes.

In addition to its applications in drug discovery and chemical biology, 5-Bromopyrimidine-4-carbaldehyde has been investigated for its potential use in materials science. Researchers at the Massachusetts Institute of Technology (MIT) have explored the use of this compound as a precursor for the synthesis of functional polymers with tunable properties. These polymers have shown promise in applications such as drug delivery systems and electronic materials.

The synthetic accessibility of 5-Bromopyrimidine-4-carbaldehyde is another factor contributing to its widespread use. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One common method involves the reaction of 5-bromouracil with formaldehyde under acidic conditions, followed by oxidation to form the aldehyde group. Alternative synthetic strategies include metal-catalyzed cross-coupling reactions and multicomponent reactions, which offer high yields and excellent functional group tolerance.

In conclusion, 5-Bromopyrimidine-4-carbaldehyde (CAS No. 933746-26-0) is a highly valuable compound with diverse applications in medicinal chemistry, chemical biology, and materials science. Its unique structural features make it an ideal building block for the synthesis of biologically active molecules with potential therapeutic benefits. Ongoing research continues to uncover new applications for this compound, further solidifying its importance in modern scientific research.

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