2-Methylbenzo[d]thiazole-6-carboxylic acid is a structurally compact fused heterocycle where a methyl-substituted thiazole ring is annulated to a benzoic acid framework at the 6-position. The resulting rigid planar architecture places the electron-withdrawing carboxylate and the electron-donating methyl group in a conjugation-tuned relationship that favors specific protein binding and provides a handle for further derivatization in medicinal and agricultural chemistry.
2-Methylbenzo[d]thiazole-6-carboxylic acid (CAS 6941-28-2) is a versatile heterocyclic building block belonging to the benzothiazole family of pharmacophores. The compound features a methyl group at the 2-position of the thiazole ring and a carboxylic acid group at the 6-position of the fused benzene ring, forming an electron-rich aromatic system that can participate in hydrogen bonding and π-π stacking interactions, which are essential for biological recognition and reactivity.
In agricultural chemistry, 2-methylbenzo[d]thiazole-6-carboxylic acid has been identified as a reagent for synthetic studies on fungicidal agents, playing a role in the development of new compounds to combat plant‑pathogenic fungi, including seed‑ and soil‑borne pathogens. In pharmaceutical research, benzothiazole derivatives, including 2-methylbenzo[d]thiazole-6-carboxylic acid, have been reported to exhibit a wide range of biological activities, including antifungal, antibacterial, antitubercular, antimalarial, anticonvulsant, anti-inflammatory, and anticancer properties, and have also been investigated as potential treatments for diabetes. In addition, 2-methylbenzo[d]thiazole-6-carboxylic acid can be used as a corrosion inhibitor and is an important raw material for the synthesis of various benzothiazole derivatives used in industrial applications, such as dyes and functional materials.
Product Parameters
Parameter
Specification
CAS Number
6941-28-2
Molecular Formula
C₉H₇NO₂S
Molecular Weight
193.22 g/mol
Purity
≥95% as standard; higher purities available upon request
Appearance
Light yellow to yellow solid
Melting Point
229–232°C
Boiling Point
385.2 ± 15.0°C (Predicted)
Density
1.430 ± 0.06 g/cm³ (Predicted)
Flash Point
154.4°C (Predicted)
pKa
3.77 ± 0.30 (Predicted)
Canonical SMILES
CC1=NC2=CC=C(C=C2S1)C(=O)O
Storage Condition
Sealed in dry, 2–8°C
Solubility
Soluble in DMSO (slightly), methanol (slightly, with heating)
HS Code
2934208090
Storage Class
11 – combustible solid
Hazard Symbols
Xi – Irritant
WGK Germany
3
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● GMP-certified facilities – ensuring high purity and batch-to-batch consistency
● Scalable production capacity – 150+ reactors (20L–5000L) supporting gram-to-kilogram production
● Global supply chain – serving 30+ partners worldwide
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● Competitive lead times – 1–2 months for bulk orders
● Responsive technical support – experienced R&D team available for analytical and synthesis consultation
Product Advantages
● Privileged benzothiazole scaffold – The benzothiazole core is a versatile framework in medicinal chemistry, conferring diverse biological activities and allowing for structure–activity relationship (SAR) optimization.
● Fungicidal research reagent – Recognized as a reagent for synthetic studies on fungicidal agents, making it a valuable tool for developing new agrochemicals to protect crops against plant‑pathogenic fungi, including seed‑ and soil‑borne pathogens.
● Broad‑spectrum biological potential – Derivatives of 2-methylbenzo[d]thiazole-6-carboxylic acid have been reported to exhibit antifungal, antibacterial, antitubercular, antimalarial, anticonvulsant, anti‑inflammatory, anticancer, and antidiabetic activities.
● Targeted protein engagement – Benzothiazole derivatives have shown binding affinity for the DprE1 enzyme in Mycobacterium tuberculosis, a validated target in antitubercular drug discovery, suggesting their potential in developing new tuberculosis therapeutics.
● Corrosion inhibition – Related benzothiazole-substituted carboxylic acids have been described as effective rust‑preventive agents for both iron and copper metals, highlighting their utility in industrial corrosion inhibition applications.
● High thermal stability – With a high melting point of 229–232 °C and an estimated flash point above 150 °C, the compound exhibits exceptional thermal stability, making it suitable for high‑temperature synthesis and formulation.
● High purity – Standard ≥95% ensures reliable results; higher purity grades available upon request
● Versatile chemical handle – The carboxylic acid group offers a variety of derivatization pathways, including amide coupling, esterification, and reduction, enabling the creation of diverse compound libraries
Storage Conditions
● Temperature: Sealed in dry, 2–8°C (refrigerated) — do not freeze
● Container: Airtight, tightly sealed container
● Protection: Store away from moisture, light, and strong oxidizing agents
● Desiccation: Keep in a dry environment; the compound may be hygroscopic
● Stability: Stable under recommended storage conditions for up to 24 months
● Shelf life: 24 months when stored as recommended
● Incompatibilities: Strong oxidizing agents, strong bases, and strong acids
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