5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride)
CAS6846-35-1
Xanthane Hydride (3-amino-1,2,4-dithiazole-5-thione, ADTT, CAS 6846-35-1) is a sulfur-transfer reagent that converts phosphite triester linkages into phosphorothioates during oligonucleotide synthesis. It is a solid that is stable at room temperature in air and is used from laboratory to large-scale synthesis. KingPharm supplies Xanthane Hydride for research and production with a batch-specific certificate of analysis.
- CAS No.
- 6846-35-1
- Formula
- C2H2N2S3
- Mol. weight
- 150.25 g/mol
Product Description
Xanthane Hydride (5-amino-3H-1,2,4-dithiazole-3-thione, C2H2N2S3, MW 150.2) is a sulfur-rich heterocycle used mainly as a sulfurizing reagent in phosphoramidite oligonucleotide synthesis. It is also known as ADTT or XH.
After each coupling step, the newly formed phosphite triester is treated with a Xanthane Hydride solution, typically in pyridine or acetonitrile/pyridine mixtures. The reagent transfers a sulfur atom to phosphorus, giving the phosphorothioate linkage that increases nuclease resistance of antisense oligonucleotides, siRNA and other therapeutic oligonucleotides.
Compared with other sulfur-transfer reagents, Xanthane Hydride is a simple, low-molecular-weight solid that is stable at room temperature and in the presence of air and moisture, which makes it convenient to store and handle. It has been reported as an efficient sulfur-transfer reagent for large-scale synthesis of oligonucleotide phosphorothioates.
For procurement, check HPLC purity, appearance, loss on drying and solubility in the intended sulfurization solvent, as impurities can affect sulfurization efficiency and the P=O content of the final oligonucleotide. KingPharm provides a COA for each batch; specification and SDS are available on request.
Chemical Specifications
Identifiers
| CAS number | 6846-35-1 |
|---|---|
| Product name | 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) |
| Chinese name | 3-氨基-1,2,4-二噻唑-5-硫酮(氢化黄原素) |
| Synonyms | xanthan hydride; xanthanohydride; xanthanohydrogen; isoperthiocyanic acid; perthiocyanic acid (erroneous); isopersulfocyanic acid; 3-amino-1,2,4-dithiazole-5-thione; 5-amino-1,2,4-dithiazole-3-thione; 5-amino-1,2,4-dithiazolin-3-thione; 5-imino-3-thioxo-1,2,4-dithiazolidine; 3-imino-5-thiono-1,2,4-dithiazolidine; 5-imino-3-thiono-1,2,4-dithiazolidine; 5-imino-(1,2,4)dithiazolidine-3-thione |
| Chinese synonyms | 3-氨基-1,2,4-二噻-5-唑硫酮; 3-氨基-1,2,4-二噻唑-5-巯酮; 氢化黄原素; 3-氨基-1,2,4-二噻唑-5-硫酮; 5-氨基-3H-1,2,4-二噻唑-3-硫酮; OR 3-氨基-1,2,4-二噻唑-5-硫酮; 苍耳烷氢化物 |
| Molecular formula | C2H2N2S3 |
| Molecular weight | 150.25 g/mol |
| EC number | 229-933-3 |
| InChI | InChI=1/C2H2N2S3/c3-1-4-2(5)7-6-1/h(H2,3,4,5) |
Physical and chemical properties
| Melting Point | 201-203 ( ℃ ) |
|---|
Applications
Xanthane Hydride is used in the following areas:
Phosphorothioate oligonucleotide synthesis
Sulfur-transfer reagent that converts phosphite triesters into phosphorothioate linkages in solid-phase oligonucleotide synthesis.
Therapeutic oligonucleotide manufacturing
Used for sulfurization in the scale-up of antisense oligonucleotides, siRNA and related backbone-modified oligonucleotides.
Heterocycle synthesis
Serves as a building block for the preparation of certain thiadiazoles and dithiazoles.
Rubber vulcanization
Has been used as a sulfur-transfer agent in rubber vulcanization.
Quality Documentation
The following documents can be provided for 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
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Certificate of Analysis (COA) Batch-specific test results against the specification.
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Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
| Storage Temp | 室温, 干燥通风，密闭容器 ( ℃ ) |
|---|---|
| Available pack sizes | 25 kg, 10 kg, 1 kg, 500 g, 100 g, 25 g |
Safety and transport
| Hazard Level | 固体普货 |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
How does Xanthane Hydride compare with other sulfurizing reagents?
Xanthane Hydride is a small, air-stable solid that is easy to store and has been reported as efficient for large-scale phosphorothioate synthesis; the choice versus reagents such as DDTT, PADS or Beaucage reagent depends on the synthesis platform, solvent system and validated process.
Which solvent is used for the sulfurization solution?
Pyridine or acetonitrile/pyridine mixtures are commonly reported; concentration and contact time should follow the validated synthesis protocol.
How should Xanthane Hydride be stored?
Store the solid tightly closed at room temperature in a dry place, protected from light.
What is the CAS number of 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride)?
The CAS Registry Number of 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) is 6846-35-1. 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) is also known as xanthan hydride; xanthanohydride; xanthanohydrogen.
What is the molecular formula and molecular weight of 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride)?
The molecular formula of 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) is C2H2N2S3, and its molecular weight is 150.25 g/mol.
What is 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) used for?
Xanthane Hydride is used in the following areas:
Which quality documents are available for 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride)?
The following documents are available for 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride): Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride)?
Send an inquiry for 5-Amino-3H-1,2,4-dithiazole-3-thione (Xanthane Hydride) (CAS 6846-35-1) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
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