Benzo[d]thiazol-5-ylmethanol: Properties, Uses & FAQs

Benzo[d]thiazol-5-ylmethanol is a benzothiazole-derived primary alcohol that serves as a versatile heterocyclic building block in medicinal chemistry and organic synthesis.

Chemical Name

Benzo[d]thiazol-5-ylmethanol

SKU / Catalog Number

B730588

Core Scaffold

Benzothiazole fused bicyclic ring system with a hydroxymethyl substituent at position 5

Functional Group

Primary alcohol (–CH₂OH) on benzothiazole aromatic ring

Typical Application

Heterocyclic building block for drug discovery and synthetic chemistry

Storage Recommendation

Store in a cool, dry place away from light and moisture; seal tightly after use

What Is Benzo[d]thiazol-5-ylmethanol?

Benzo[d]thiazol-5-ylmethanol is an organic compound belonging to the benzothiazole family of fused bicyclic heterocycles. Its structure consists of a benzene ring fused with a 1,3-thiazole ring, bearing a hydroxymethyl group (–CH₂OH) at the 5-position of the benzene ring. This combination of an electron-rich aromatic heterocycle and a reactive primary alcohol makes it a valuable scaffold in synthetic and medicinal chemistry.

The benzothiazole core is well recognized in pharmaceutical research for its broad biological relevance, appearing in numerous bioactive compounds and approved drugs. The hydroxymethyl handle at position 5 provides a versatile synthetic handle for further functionalization, including oxidation to aldehydes or carboxylic acids, esterification, etherification, and coupling reactions.

Key Physicochemical Properties

Benzo[d]thiazol-5-ylmethanol is a solid at room temperature with a molecular formula of C₈H₇NOS and a molecular weight of approximately 165.21 g/mol. The compound contains a nitrogen and a sulfur atom within the thiazole ring, contributing to its polarity and hydrogen-bonding capacity.

The primary alcohol group enables hydrogen-bond donation and acceptance, influencing solubility. The compound shows moderate solubility in polar organic solvents such as methanol, ethanol, dimethyl sulfoxide (DMSO), and dimethylformamide (DMF). Solubility in water may be limited due to the lipophilic benzothiazole ring system. Researchers are advised to verify exact solubility empirically for their specific experimental conditions.

Note: Exact melting point, LogP, and pKa values are not specified in the current source material and should be confirmed from the product specification sheet or Certificate of Analysis (CoA) provided by Aladdin Scientific.

Research Applications and Uses

Benzo[d]thiazol-5-ylmethanol is primarily used as a synthetic building block and intermediate in medicinal chemistry programs. Its key applications include:

• Drug discovery: The benzothiazole scaffold is a privileged structure in pharmaceutical research, associated with a wide range of biological activities. Benzo[d]thiazol-5-ylmethanol can be incorporated into compound libraries for screening.
• Synthetic chemistry: The hydroxymethyl group can be selectively oxidized, reduced, halogenated, or acylated to generate diverse analogues and derivatives for structure–activity relationship (SAR) studies.
• Fragment-based drug design: As a relatively low-molecular-weight heterocyclic fragment bearing a functional handle, it is suitable for fragment-based approaches to lead discovery.
• Bioconjugation and linker chemistry: The alcohol functionality may be exploited for attachment to linkers or bioconjugates in chemical biology contexts.

Specific published biological data for this exact compound are not detailed in the available source material; researchers should consult primary literature for target-specific activity data.

Handling, Storage, and Safety Guidelines

As with all laboratory reagents, appropriate precautions should be taken when handling Benzo[d]thiazol-5-ylmethanol. General guidelines include:

• Wear appropriate personal protective equipment (PPE): laboratory coat, chemical-resistant gloves, and safety goggles.
• Handle in a well-ventilated area or fume hood to minimize inhalation exposure to dust or aerosols.
• Store in a tightly sealed container in a cool, dry, and well-ventilated location, protected from light and moisture.
• Keep away from strong oxidizing agents, strong acids, and strong bases.
• Dispose of waste in accordance with local institutional and regulatory guidelines for organic chemical waste.

Important: Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for complete hazard classification, first-aid measures, and disposal instructions specific to this product before use.

Ordering and Product Information

Benzo[d]thiazol-5-ylmethanol is available from Aladdin Scientific under catalog number B730588. When placing an order, researchers and procurement personnel should note the following:

• Confirm available pack sizes and purity grades with Aladdin Scientific's sales or customer service team, or via the product listing on the Aladdin website.
• Request a Certificate of Analysis (CoA) to verify purity, appearance, and analytical data (e.g., HPLC, NMR) for the specific lot received.
• For bulk or custom quantities, contact Aladdin Scientific directly to discuss pricing, lead times, and availability.
• Ensure proper import/export documentation if ordering internationally, in compliance with applicable regulations.

For questions regarding shipping conditions, payment options, returns, or technical support, please refer to Aladdin Scientific's customer service resources or contact our support team directly.

Frequently asked questions

What is the molecular formula and molecular weight of Benzo[d]thiazol-5-ylmethanol?

Benzo[d]thiazol-5-ylmethanol has the molecular formula C₈H₇NOS and a molecular weight of approximately 165.21 g/mol. Researchers should confirm exact values against the Certificate of Analysis (CoA) provided with their specific lot from Aladdin Scientific (SKU B730588).

What solvents are recommended for dissolving Benzo[d]thiazol-5-ylmethanol?

Benzo[d]thiazol-5-ylmethanol is generally soluble in polar organic solvents such as DMSO, DMF, methanol, and ethanol. Aqueous solubility may be limited due to the lipophilic benzothiazole ring system. It is advisable to test solubility empirically under your specific experimental conditions and concentration requirements.

What are the main research applications of Benzo[d]thiazol-5-ylmethanol?

This compound is primarily used as a heterocyclic building block and synthetic intermediate in medicinal chemistry and drug discovery. Its hydroxymethyl group enables diverse chemical transformations—such as oxidation, esterification, and halogenation—making it useful for the synthesis of analogues and in structure–activity relationship (SAR) studies. It is also relevant in fragment-based drug design.

How should Benzo[d]thiazol-5-ylmethanol be stored?

The compound should be stored in a tightly sealed container in a cool, dry, and well-ventilated location, protected from light and moisture. Keep away from incompatible materials such as strong oxidizers and strong acids. Always refer to the product's Safety Data Sheet (SDS) for complete storage and handling instructions.

How can I order Benzo[d]thiazol-5-ylmethanol from Aladdin Scientific?

Benzo[d]thiazol-5-ylmethanol is available under SKU B730588 at Aladdin Scientific. You can place an order through the Aladdin Scientific website, or contact the sales or customer service team for assistance with pack sizes, pricing, bulk orders, or custom requirements.

Is a Certificate of Analysis (CoA) available for Benzo[d]thiazol-5-ylmethanol?

Yes. Aladdin Scientific provides a Certificate of Analysis (CoA) for each lot of Benzo[d]thiazol-5-ylmethanol (SKU B730588). The CoA includes purity data, analytical results (such as HPLC or NMR), and appearance information. Contact Aladdin Scientific customer service or check the product page to request the CoA for your specific lot.

References

1. Aladdin Scientific product listing: Benzo[d]thiazol-5-ylmethanol, SKU B730588.
2. General reference: Mosti, L. et al. Benzothiazole derivatives in medicinal chemistry — a review. (Placeholder; specific citation not available in source material.)

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.