Cas no 1313399-79-9 (2-Bromo-4-(dimethoxymethyl)-1,3-thiazole)

2-Bromo-4-(dimethoxymethyl)-1,3-thiazole is a brominated thiazole derivative featuring a dimethoxymethyl functional group. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The bromine substituent enhances reactivity for cross-coupling reactions, while the dimethoxymethyl group offers stability and further derivatization potential. Its well-defined structure ensures consistent performance in nucleophilic substitutions and metal-catalyzed transformations. The thiazole core contributes to its utility in biologically active molecule design. Suitable for controlled reactions, this compound is valued for its synthetic flexibility and potential applications in medicinal chemistry and material science. Proper handling under inert conditions is recommended due to its sensitivity.
2-Bromo-4-(dimethoxymethyl)-1,3-thiazole structure
1313399-79-9 structure
Product Name:2-Bromo-4-(dimethoxymethyl)-1,3-thiazole
CAS No:1313399-79-9
MF:C6H8BrNO2S
MW:238.102219581604
CID:4583252
Update Time:2025-08-05

2-Bromo-4-(dimethoxymethyl)-1,3-thiazole Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole
    • 2-bromo-4-(dimethoxymethyl)thiazole
    • Inchi: 1S/C6H8BrNO2S/c1-9-5(10-2)4-3-11-6(7)8-4/h3,5H,1-2H3
    • InChI Key: XWSARUSTBIZSML-UHFFFAOYSA-N
    • SMILES: S1C=C(C(OC)OC)N=C1Br

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Additional information on 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole

Professional Introduction to Compound with CAS No. 1313399-79-9 and Product Name: 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole

2-Bromo-4-(dimethoxymethyl)-1,3-thiazole (CAS No. 1313399-79-9) is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural properties and potential applications in drug discovery. This heterocyclic compound belongs to the thiazole family, which is widely recognized for its diverse biological activities and pharmaceutical relevance. The presence of a bromine substituent at the 2-position and dimethoxymethyl groups at the 4-position enhances its reactivity, making it a valuable intermediate in synthetic chemistry.

The thiazole core of this compound is a crucial pharmacophore in medicinal chemistry, contributing to its antimicrobial, antifungal, and anti-inflammatory properties. Recent studies have highlighted the importance of thiazole derivatives in developing novel therapeutic agents. For instance, modifications of the thiazole ring have been explored to improve drug efficacy and reduce side effects. The bromo substituent at the 2-position of 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole allows for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, which are essential in constructing complex molecular architectures.

The dimethoxymethyl groups at the 4-position introduce additional versatility to this compound. These groups can serve as protecting groups or reactive sites for subsequent chemical transformations. In particular, the methoxy groups can be oxidized or reduced depending on the synthetic requirements, providing a means to fine-tune the electronic properties of the molecule. This flexibility makes 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole a promising candidate for developing new pharmacological entities.

In recent years, there has been growing interest in thiazole derivatives due to their role in combating resistant pathogens and chronic diseases. For example, researchers have demonstrated that certain thiazole-based compounds exhibit potent activity against multidrug-resistant bacteria. The structural motif of 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole aligns well with this trend, as it combines the known bioactivity of thiazole with additional functional handles that can be exploited for drug design.

The synthesis of 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole involves multi-step organic transformations that highlight its synthetic utility. The bromination step at the 2-position is particularly critical, as it sets the stage for subsequent modifications. Additionally, the introduction of dimethoxymethyl groups requires precise control over reaction conditions to ensure high yield and purity. These synthetic challenges underscore the importance of optimizing reaction protocols for industrial-scale production.

From a medicinal chemistry perspective, 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole serves as a building block for more complex molecules. Its ability to undergo various chemical modifications makes it suitable for exploring different pharmacological targets. For instance, replacing one of the dimethoxymethyl groups with an amino group could yield a derivative with enhanced solubility and bioavailability. Such structural modifications are often necessary to improve drug-like properties and maximize therapeutic efficacy.

The potential applications of 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole extend beyond pharmaceuticals into agrochemicals and material science. Thiazole derivatives are known to exhibit herbicidal and fungicidal activities, making them valuable in crop protection strategies. Furthermore, their electronic properties make them suitable for use in organic electronics and sensors. The unique combination of functional groups in this compound opens up avenues for interdisciplinary research.

Recent advancements in computational chemistry have also contributed to understanding the behavior of 2-Bromo-4-(dimethoxymethyl)-1,3-thiazole in biological systems. Molecular modeling studies can predict how this compound interacts with target proteins and enzymes, providing insights into its mechanism of action. These computational approaches are increasingly integrated into drug discovery pipelines to accelerate the development of novel therapeutics.

In conclusion,2-Bromo-4-(dimethoxymethyl)-1,3-thiazole (CAS No. 1313399-79-9) is a versatile compound with significant potential in pharmaceutical research and beyond. Its unique structural features and reactivity make it an attractive scaffold for developing new drugs targeting various diseases. As research continues to uncover new applications for thiazole derivatives,this compound will likely play an important role in future therapeutic strategies.

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