2-Cyano-6-hydroxybenzothiazole丨CAS 939-69-5

Applications

1. Biomedical Imaging and Research (Luciferin Precursors)

2-Cyano-6-hydroxybenzothiazole丨CAS 939-69-5 is a key intermediate in the synthesis of D-luciferin, the light-emitting substrate used in bioluminescence imaging.

Plays a critical role in in vivo imaging techniques for cancer, infection, and gene expression tracking in living organisms.

2. Pharmaceutical and Diagnostic Chemistry

Used in the development of diagnostic probes and bioluminescent markers, especially in enzyme or cell-based assays.

Helps in studying ATP activity, luciferase expression, and cell metabolism using light-emission-based detection.

3. Organic Synthesis Intermediate

Serves as a versatile building block for synthesizing benzothiazole-based pharmaceuticals, including compounds with antimicrobial, anticancer, or anti-inflammatory properties.

4. Chemical Biology and Probe Development

Due to its reactive functional groups (hydroxy and cyano), it is often used in the modification of small-molecule libraries for target binding assays.

Helps in designing compounds for covalent labeling or enzyme substrate studies.

Benefits

1. Key Precursor in Bioluminescent Technologies

As a precursor to luciferin, it enables the creation of non-invasive, real-time imaging systems in living cells and animals.

Supports high-sensitivity detection in molecular biology and pharmacological research.

2. Dual Functional Groups Enhance Versatility

The hydroxy group allows for easy derivatization through esterification or ether formation.

The cyano group is chemically active, enabling nucleophilic addition, cyclization, and amide/ester transformations, broadening its utility in organic synthesis.

3. Compact and Reactive Core for Medicinal Chemistry

The benzothiazole scaffold is known for its biological activity, and the addition of hydroxy and cyano substituents provides opportunities to fine-tune pharmacological properties.

4. Useful in High-Throughput Screening

Facilitates development of reporter systems in HTS (high-throughput screening) platforms for drug discovery.

Summary

2-Cyano-6-hydroxybenzothiazole丨CAS 939-69-5 is a highly valuable intermediate in bioluminescent imaging, especially for the synthesis of D-luciferin, a widely used compound in biological assays and in vivo imaging. With its dual functional groups and benzothiazole scaffold, it is also utilized in drug development, probe design, and chemical biology research. Its role in facilitating real-time, sensitive detection methods makes it a critical molecule in both scientific research and diagnostic innovation.