5,6-Dimethoxy-2-methyl-1,3-benzothiazole
[CAS# 62306-04-1]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Lactone and oxygen-containing heterocyclic compound >> Thiazole, thiophene and pyridine
• Name: 5,6-Dimethoxy-2-methyl-1,3-benzothiazole
• Molecular Formula: C₁₀H₁₁NO₂S
• Molecular Weight: 209.26
• CAS Registry Number: 62306-04-1
• EC Number: 263-495-4
• SMILES: CC1=NC2=CC(=C(C=C2S1)OC)OC

Discovory and Applicatios

5,6-Dimethoxy-2-methyl-1,3-benzothiazole is a chemical compound that has garnered attention for its potential applications in medicinal chemistry and materials science. This compound is a derivative of benzothiazole, a heterocyclic compound known for its diverse range of biological activities, including anticancer, antimicrobial, and anti-inflammatory effects.

The discovery of 5,6-Dimethoxy-2-methyl-1,3-benzothiazole emerged from research efforts aimed at synthesizing new benzothiazole derivatives with enhanced biological properties. The introduction of methoxy groups at the 5th and 6th positions of the benzothiazole ring, along with a methyl group at the 2nd position, was designed to increase the compound's stability and biological activity. These modifications are known to influence the molecule’s reactivity and its interactions with biological targets, making it a promising candidate for drug development.

One of the most significant areas of application for 5,6-Dimethoxy-2-methyl-1,3-benzothiazole is in the development of anticancer therapies. Preliminary studies have indicated that this compound exhibits cytotoxic effects against certain cancer cell lines, suggesting that it could be used to develop drugs that selectively target and kill cancer cells. This selectivity is crucial for minimizing the side effects of cancer treatment, as it allows for the destruction of cancerous cells while sparing healthy tissues.

In addition to its anticancer potential, 5,6-Dimethoxy-2-methyl-1,3-benzothiazole has also been explored for its antimicrobial properties. The compound has shown activity against various bacterial strains, including some that are resistant to existing antibiotics. This has led to interest in using this molecule as a basis for new antimicrobial agents, which are urgently needed in light of the growing problem of antibiotic resistance.

Beyond its medical applications, 5,6-Dimethoxy-2-methyl-1,3-benzothiazole has potential in materials science, particularly in the development of organic electronic materials. The unique electronic properties of the benzothiazole core, enhanced by the presence of methoxy and methyl groups, make it a candidate for use in organic semiconductors. These materials are used in devices such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), which are key components in modern electronics, especially in flexible and lightweight devices.

In summary, 5,6-Dimethoxy-2-methyl-1,3-benzothiazole is a compound with a promising future in both medicine and technology. Its chemical structure, featuring methoxy and methyl groups, is central to its potential as an anticancer, antimicrobial, and electronic material. As research continues, this compound may play a crucial role in developing new therapies and technologies.