BENZOTHIAZOLE-6-CARBOXYLIC ACID

As stated in the supplied information, BENZOTHIAZOLE-6-CARBOXYLIC ACID serves as a fundamental building block for the synthesis of a vast array of benzothiazole derivatives. BENZOTHIAZOLE-6-CARBOXYLIC ACID contains a benzothiazole core, which is a privileged scaffold in medicinal chemistry – found in drugs like riluzole (ALS), frentizole, and numerous antifungal, antiviral, and anticancer agents. With BENZOTHIAZOLE-6-CARBOXYLIC ACID, chemists can easily create amides, esters, and conjugates via its carboxylic acid handle, without needing to functionalize the heterocyclic ring directly. The sulfur and nitrogen atoms provide additional sites for metal coordination (useful in catalysis) and hydrogen bonding (important for biological target engagement). Because BENZOTHIAZOLE-6-CARBOXYLIC ACID is a solid, stable at room temperature, and non‑hygroscopic, it is a pleasure to handle compared to many other heterocyclic acids.

Product Parameters

Product Advantages – Why This Benzothiazole Carboxylic Acid Stands Out

Key Applications – From Medicinal Chemistry to Materials

1. Basic Starting Material for Benzothiazole Synthesis

As noted in the supplied information, this compound is the fundamental starting substance for the synthesis of various benzothiazole derivatives. It is the entry point for building libraries of compounds where the 6‑position is modified via the carboxylic acid, while the heterocyclic core remains intact. This approach is much more efficient than attempting to functionalize the benzothiazole ring directly.

2. Pharmaceutical Intermediate – Privileged Scaffold

Benzothiazole derivatives are found in:

● Riluzole (ALS treatment) – though it is a 2‑amino‑6‑trifluoromethoxy derivative, the 6‑substitution pattern is critical.

● Antifungals (e.g., benzothiazole carboxamides).

● Antitubercular agents – some benzothiazole‑6‑carboxamides show activity against drug‑resistant strains.

● Kinase inhibitors – the planar core fits into ATP‑binding pockets.

● Cannabinoid receptor modulators.

● Having the carboxylic acid at the 6‑position allows rapid analoging via amide coupling with diverse amines.

3. Ligand for Metal Catalysis and Sensing

The benzothiazole core can coordinate to metals through the thiazole nitrogen and the sulfur atom. When the carboxylic acid is used to anchor the ligand to a solid support (e.g., via amide bond to an amine‑functionalized resin), the resulting material can serve as a heterogeneous catalyst for cross‑couplings (Suzuki, Heck). Alternatively, metal complexes of benzothiazole‑6‑carboxylic acid have been studied as luminescent sensors for ions or small molecules.

4. Building Block for Organic Semiconductors and Dyes

Benzothiazole derivatives are known for their fluorescent properties. The carboxylic acid can be converted to an ester or amide that extends conjugation. Such compounds are used in:

● Organic light‑emitting diodes (OLEDs) .

● Fluorescent probes for bioimaging (e.g., for detecting pH, metal ions, or reactive oxygen species).

● Laser dyes.

5. Agrochemical Intermediates

Some benzothiazole carboxamides have herbicidal or fungicidal activity. This compound can be used to prepare libraries for crop protection screening.

6. Impurity Standard

Benzothiazole‑6‑carboxylic acid is sometimes a degradation product or process impurity in the manufacture of certain pharmaceuticals. Cosperpharm can provide it as a reference standard with certified purity for QC method development.

Safety & Handling Precautions

This compound carries multiple hazard classifications. Read carefully before use.

Required Protective Measures:

● Eyes: Safety goggles (not just glasses) – mandatory.

● Hands: Chemical‑resistant gloves (nitrile, at least 0.11 mm thickness).

● Respiratory: Use a fume hood. If dust generation is unavoidable, wear an N95 or P2 mask.

● Clothing: Lab coat, long sleeves.

● First Aid:

1. Eye contact: Rinse with plenty of water for 15 min (S26). Seek medical advice.

2. Skin contact: Wash with soap and water.

3. Inhalation: Move to fresh air.

4. Ingestion: Rinse mouth. Do not induce vomiting. Seek medical attention.

● Storage: Keep container tightly sealed in a dry place at room temperature. Store away from strong oxidizers and bases. Label as “Combustible solid” and “Harmful”.

● Disposal: Collect as hazardous chemical waste. Do not flush down drain (WGK 3).

Contact Cosperpharm – Your Reliable Source for Heterocyclic Building Blocks

Ready to explore the chemistry of benzothiazole‑6‑carboxylic acid? Cosperpharm offers this essential starting material in quantities from 1 gram to kilograms, with purity ≥98% and full safety documentation. Whether you're a medicinal chemist screening a new series of amides, a process chemist scaling up a synthesis, or a researcher developing a fluorescent probe, we're here to supply the compound that kickstarts your work.