Cas no 1501854-55-2 (5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid)

5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid is a brominated thiazole derivative featuring a cyclohexylmethyl substituent at the 4-position and a carboxylic acid functional group at the 2-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of the bromine atom enhances its reactivity for further functionalization, while the cyclohexylmethyl group contributes to steric and lipophilic properties, influencing binding affinity in bioactive molecules. The carboxylic acid moiety allows for versatile derivatization, making it useful in coupling reactions and scaffold modifications. Its structural features make it suitable for applications in medicinal chemistry, where precise molecular tuning is required.
5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid structure
1501854-55-2 structure
Product Name:5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid
CAS No:1501854-55-2
MF:C11H14BrNO2S
MW:304.203361034393
CID:3167376
PubChem ID:84819664
Update Time:2025-11-02

5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • SCHEMBL15550947
    • 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylicacid
    • ZSVCTYLDOXLOSX-UHFFFAOYSA-N
    • 5-BROMO-4-(CYCLOHEXYLMETHYL)-1,3-THIAZOLE-2-CARBOXYLIC ACID
    • 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid
    • 1501854-55-2
    • Inchi: 1S/C11H14BrNO2S/c12-9-8(13-10(16-9)11(14)15)6-7-4-2-1-3-5-7/h7H,1-6H2,(H,14,15)
    • InChI Key: ZSVCTYLDOXLOSX-UHFFFAOYSA-N
    • SMILES: BrC1=C(CC2CCCCC2)N=C(C(=O)O)S1

Computed Properties

  • Exact Mass: 302.99286Da
  • Monoisotopic Mass: 302.99286Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 258
  • 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: 4.9
  • Topological Polar Surface Area: 78.4?2

5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid Pricemore >>

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5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid Related Literature

Additional information on 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid

5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid (CAS No. 1501854-55-2): A Comprehensive Overview

5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid (CAS No. 1501854-55-2) is a specialized thiazole derivative that has gained significant attention in pharmaceutical and agrochemical research. This compound, with its unique brominated thiazole structure and cyclohexylmethyl substitution, offers versatile applications in drug discovery and material science. The molecular formula C11H14BrNO2S indicates its moderate molecular weight (296.2 g/mol), making it suitable for various synthetic modifications.

The growing interest in heterocyclic compounds like 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid stems from their remarkable biological activities. Researchers particularly value its potential as a pharmacophore in developing kinase inhibitors and antimicrobial agents. The presence of both bromo and carboxylic acid functional groups allows for diverse chemical transformations, enabling the creation of novel derivatives with enhanced properties.

In the context of current research trends, this compound aligns with several hot topics in medicinal chemistry. The search for new small molecule therapeutics and bioactive scaffolds has increased demand for such thiazole-based building blocks. Its structural features make it particularly relevant for studies involving fragment-based drug design and targeted protein degradation strategies, which are among the most searched topics in AI-powered drug discovery platforms.

The physicochemical properties of 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid contribute to its research utility. With calculated logP values suggesting moderate lipophilicity, this compound demonstrates good membrane permeability while maintaining sufficient water solubility for biological testing. These characteristics make it an attractive candidate for lead optimization programs in pharmaceutical development.

Recent publications highlight the compound's potential in addressing antibiotic resistance, a major global health concern. The thiazole core has shown activity against resistant bacterial strains, and modifications at the 4-position (cyclohexylmethyl group) may enhance this effect. This connection to pressing medical challenges increases its relevance in current scientific discourse and search queries related to novel antimicrobial agents.

From a synthetic chemistry perspective, CAS 1501854-55-2 serves as a valuable intermediate for constructing more complex molecules. The bromo substituent at position 5 allows for various cross-coupling reactions, while the carboxylic acid functionality enables amide bond formation or esterification. These features make it particularly useful in combinatorial chemistry and high-throughput screening applications.

The compound's stability profile has been another area of investigation. Preliminary studies suggest that 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid maintains integrity under standard storage conditions, an important consideration for research applications. Its thermal stability has been confirmed through differential scanning calorimetry, with decomposition temperatures exceeding 200°C.

In material science applications, the thiazole moiety of this compound contributes to interesting electronic properties. Researchers exploring organic semiconductors and photovoltaic materials have shown interest in similar structures due to their electron-transport characteristics. This expands the potential applications beyond pharmaceuticals into emerging technologies like flexible electronics and energy storage solutions.

Market analysis indicates growing demand for specialty chemicals like 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid. The compound's price and availability fluctuate based on research trends, with current production primarily serving the pharmaceutical and agrochemical sectors. Suppliers typically offer it in research quantities (milligram to gram scale) with purity levels exceeding 95%, suitable for most laboratory applications.

Quality control aspects of CAS 1501854-55-2 involve rigorous analytical characterization. Standard quality assessments include HPLC purity determination, 1H/13C NMR verification, and mass spectrometry confirmation. These analytical procedures ensure researchers receive material meeting published specifications, crucial for reproducible experimental results in drug discovery programs.

The environmental and safety profile of 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid has been evaluated according to standard protocols. While not classified as hazardous under current regulations, proper laboratory handling procedures are recommended. Material safety data sheets provide detailed guidance on storage conditions (typically 2-8°C under inert atmosphere) and personal protective equipment requirements.

Future research directions for this compound likely include exploration of its structure-activity relationships in various biological targets. Computational chemistry approaches, particularly molecular docking studies, may help identify potential therapeutic applications. The compound's modular structure also makes it suitable for parallel synthesis approaches to generate focused libraries for biological screening.

In conclusion, 5-Bromo-4-(cyclohexylmethyl)thiazole-2-carboxylic acid (CAS No. 1501854-55-2) represents a versatile chemical building block with significant potential across multiple research domains. Its unique combination of structural features, synthetic accessibility, and biological relevance positions it as a valuable tool for scientists working at the intersection of chemistry and life sciences. As research into heterocyclic compounds continues to expand, this molecule will likely play an increasingly important role in both academic and industrial settings.

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