Cas no 910476-43-6 (Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate)

Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate is a brominated thiazole derivative with a carboxylate ester functional group. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmacologically active molecules and agrochemicals. Its reactive bromine substituent enables further functionalization via cross-coupling reactions, while the ester group offers flexibility for hydrolysis or transesterification. The 2-methylpropyl side chain enhances lipophilicity, making it useful in designing compounds with improved membrane permeability. This thiazole derivative is valued for its stability and compatibility with a range of synthetic conditions, facilitating its use in medicinal chemistry and material science applications.
Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate structure
910476-43-6 structure
Product Name:Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate
CAS No:910476-43-6
MF:C9H12BrNO2S
MW:278.166080474854
CID:4719478
PubChem ID:59226317
Update Time:2025-11-06

Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate
    • Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate
    • Inchi: 1S/C9H12BrNO2S/c1-5(2)4-6-7(8(12)13-3)11-9(10)14-6/h5H,4H2,1-3H3
    • InChI Key: SLNWSJATNGYCHD-UHFFFAOYSA-N
    • SMILES: BrC1=NC(C(=O)OC)=C(CC(C)C)S1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 213
  • Topological Polar Surface Area: 67.4

Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate Pricemore >>

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Additional information on Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate

Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate (CAS No. 910476-43-6): A Key Intermediate in Modern Pharmaceutical Synthesis

Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate (CAS No. 910476-43-6) is a highly versatile and significant compound in the realm of pharmaceutical chemistry. Its unique structural features, characterized by a thiazole core and substituents such as a bromo group and an isobutyl side chain, make it an invaluable intermediate in the synthesis of various bioactive molecules. This compound has garnered considerable attention in recent years due to its role in developing novel therapeutic agents targeting a range of diseases.

The thiazole moiety is a heterocyclic aromatic ring system that is widely prevalent in numerous pharmacologically active compounds. Its stability and reactivity make it an ideal scaffold for medicinal chemists to modify and functionalize. In particular, the presence of a bromo substituent at the 2-position of the thiazole ring enhances the compound's utility as a building block for further chemical transformations. This feature allows for selective reactions such as cross-coupling reactions, which are pivotal in constructing complex molecular architectures.

The isobutyl group at the 5-position adds another layer of complexity and functionality to the molecule. This substituent not only influences the electronic properties of the thiazole ring but also impacts the overall solubility and bioavailability of derivative compounds. The combination of these structural elements makes Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate a preferred choice for researchers aiming to develop innovative drug candidates.

In recent years, there has been a surge in research focused on thiazole derivatives due to their demonstrated efficacy against various diseases, including infectious disorders, cancer, and neurological conditions. The compound Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate has been employed in several synthetic pathways leading to molecules with potent biological activity. For instance, it has been utilized in the preparation of novel antiviral agents targeting RNA viruses, where its bromo-substituted thiazole core plays a crucial role in binding to viral proteins and inhibiting replication.

Moreover, the pharmaceutical industry has shown keen interest in developing small molecule inhibitors that modulate enzyme activity associated with metabolic pathways relevant to chronic diseases. Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate serves as a precursor in synthesizing inhibitors of key enzymes such as kinases and proteases. These enzymes are often overexpressed or dysregulated in diseases like diabetes and cancer, making them attractive targets for therapeutic intervention.

The synthetic methodologies involving Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate have been refined through continuous advancements in organic chemistry techniques. Researchers have leveraged palladium-catalyzed cross-coupling reactions to introduce diverse functional groups onto the thiazole scaffold efficiently. These reactions have enabled the creation of libraries of derivatives with tailored properties for drug discovery purposes.

Recent studies have also highlighted the potential of Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate in developing treatments for neurological disorders. The thiazole ring's ability to interact with biological targets such as ion channels and receptors has been exploited to create compounds that exhibit neuroprotective effects. Preliminary findings suggest that derivatives of this compound may have applications in managing conditions like Alzheimer's disease and Parkinson's disease by modulating neuronal signaling pathways.

The versatility of Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate extends beyond its use as an intermediate in drug synthesis. It has also found applications in materials science, particularly in designing organic semiconductors and luminescent materials. The electronic properties imparted by the bromo and isobutyl substituents make this compound a promising candidate for developing advanced functional materials with applications in optoelectronics and photonics.

In conclusion, Methyl 2-bromo-5-(2-methylpropyl)-1,3-thiazole-4-carboxylate (CAS No. 910476-43-6) is a multifaceted compound with significant implications across multiple scientific disciplines. Its unique structural attributes and reactivity make it an indispensable tool for pharmaceutical researchers seeking to develop innovative therapeutics. As research continues to uncover new applications for this compound, its importance is expected to grow further, solidifying its place as a cornerstone in modern chemical synthesis and drug discovery.

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