Introduction to 5-Benzylthio-1H-Tetrazole (CAS 21871-47-6)

5-Benzylthio-1H-tetrazole, also known by its alternative name 5-Benzylmercaptotetrazole, with CAS number 21871-47-6, stands as a crucial organic chemical intermediate in various advanced synthetic processes. This versatile sulfur-containing heterocycle plays a pivotal role in numerous fields, ranging from pharmaceutical development and medicinal chemistry to advanced material science and biological research. Recognized as a high-quality raw material, its specific chemical structure imbues it with properties essential for facilitating complex chemical transformations. NINGBO INNO PHARMCHEM CO.,LTD. is a dedicated supplier of this important compound, ensuring its availability for global research and manufacturing needs. Understanding the unique characteristics and broad applications of 5-Benzylthio-1H-tetrazole is key to appreciating its value in modern chemistry.

Chemical Profile and Properties

5-Benzylthio-1H-tetrazole typically presents as a white to off-white crystalline powder. Its molecular formula is C8H8N4S, and it has a molecular weight of approximately 192.24 g/mol. A key indicator of its quality is its purity, often specified as ≥98% by HPLC analysis. The melting point is generally observed in the range of 152-155°C, indicating a well-defined crystalline structure. Solubility is an important factor for its application in various solvent systems, with reported solubility in DMF at ≥50 mg/mL and in DCM at ≥20 mg/mL. Proper storage is critical to maintain its integrity and reactivity; recommended conditions include storage at 2-8°C under a dry, inert atmosphere. While highly valuable, it is classified as an irritant (Xi) with GHS hazard statements indicating skin and eye irritation (H315, H319), requiring careful handling in controlled laboratory and industrial environments.

Key Applications Across Disciplines

The versatility of 5-Benzylthio-1H-tetrazole stems from its unique reactivity and structural features. It is widely employed in:

Oligonucleotide Synthesis: One of its most significant applications is in the synthesis of oligonucleotides, including DNA and RNA. It functions as an efficient coupling reagent in phosphoramidite chemistry, a cornerstone technique for automated DNA/RNA synthesizers. Its use enhances the coupling efficiency and kinetics, leading to higher yields and purity of synthetic nucleic acids, which are vital for molecular biology research, diagnostics, and therapeutics.

Peptide Synthesis: In peptide synthesis, 5-Benzylthio-1H-tetrazole is utilized for activating carboxylic acids, facilitating the formation of amide bonds. Its effectiveness as a coupling additive helps suppress side reactions, such as racemization, ensuring the synthesis of high-purity peptides.

Medicinal Chemistry and Drug Discovery: This compound serves as a valuable building block or precursor for the synthesis of numerous bioactive tetrazole derivatives. The tetrazole ring system is a common bioisostere for carboxylic acids and esters, found in many pharmaceuticals. Introducing a benzylthio group at the 5-position allows for further functionalization or incorporation into complex molecular architectures during drug development efforts.

Transition Metal Catalysis: 5-Benzylthio-1H-tetrazole also finds application as a ligand in transition metal catalysis. Ligands play a crucial role in influencing the activity, selectivity, and stability of metal catalysts used in various organic transformations, including coupling reactions, hydrogenations, and oxidations. Its ability to coordinate with metal centers makes it a useful component in designing novel catalytic systems.

Nucleoside Modifications and Click Chemistry: It is suitable for specific nucleoside modifications, adding functional groups to nucleic acid building blocks. Furthermore, its structure lends itself to participation in certain click chemistry reactions, which are highly efficient, reliable, and selective reactions used extensively in chemical biology, material science, and drug discovery for rapidly joining molecular components.

Advantages and Importance

The effectiveness of 5-Benzylthio-1H-tetrazole in these diverse applications is attributed to several factors. The benzylthio group enhances its solubility in various organic solvents compared to the parent tetrazole thiol, which is crucial for many synthetic reactions. The tetrazole ring system is relatively stable yet provides a site for activation and substitution chemistry. Its reliability as a coupling agent in sensitive procedures like oligonucleotide synthesis underscores its importance as a workhorse chemical in modern synthetic routes.

Quality Assurance and Supply by NINGBO INNO PHARMCHEM CO.,LTD.

Ensuring the high quality and consistent supply of essential chemical raw materials like 5-Benzylthio-1H-tetrazole is paramount for researchers and manufacturers. NINGBO INNO PHARMCHEM CO.,LTD. is committed to providing 5-Benzylthio-1H-tetrazole (CAS 21871-47-6) that meets stringent purity standards. Our manufacturing processes adhere to strict quality control protocols, with each batch tested to confirm its specifications, including appearance, purity (HPLC), and other key properties. A Certificate of Analysis (COA) is provided with every shipment, giving customers confidence in the material they receive.

Our extensive experience in producing and supplying fine chemicals and pharmaceutical intermediates enables us to serve a global clientele. We understand the critical need for reliable access to high-purity reagents for research and commercial production. Whether you require small quantities for laboratory work or bulk supply for manufacturing, NINGBO INNO PHARMCHEM CO.,LTD. is equipped to meet your needs.

Procurement and Availability

For those seeking to buy 5-Benzylthio-1H-tetrazole or find a reliable supplier of CAS 21871-47-6, NINGBO INNO PHARMCHEM CO.,LTD. offers competitive options. We provide flexible packaging solutions to accommodate various requirements, from smaller units suitable for research to larger bulk quantities. Inquiries regarding the price of 5-Benzylthio-1H-tetrazole are welcome and handled efficiently, reflecting current market dynamics and quantity requirements. As a dedicated manufacturer and global supplier, we strive to ensure timely delivery and comprehensive customer support. To purchase high-quality 5-Benzylthio-1H-tetrazole or find a manufacturer you can trust, contacting NINGBO INNO PHARMCHEM CO.,LTD. is the next step. We are ready to discuss your specific needs and provide detailed information on product availability, lead times, and logistics. Our goal is to be your preferred supplier for 5-Benzylthio-1H-tetrazole and other key chemical intermediates, facilitating your success in research and production.

Conclusion

5-Benzylthio-1H-tetrazole (CAS 21871-47-6) is an indispensable organic intermediate with widespread applications in oligonucleotide synthesis, peptide chemistry, medicinal chemistry, and catalysis. Its specific chemical properties and versatility make it a valuable asset in numerous scientific and industrial endeavors. NINGBO INNO PHARMCHEM CO.,LTD. is proud to be a trusted source for this high-purity material, offering reliable supply, stringent quality control, and dedicated customer service to meet the diverse needs of the global chemical and pharmaceutical industries. We invite you to connect with us for your requirements of 5-Benzylthio-1H-tetrazole.