Thiomorpholine-1,1-dioxide hydrochloride
[CAS# 59801-62-6]

Identification

• Classification: Chemical reagent >> Organic reagent >> Sulfone, sulfoxide compound
• Name: Thiomorpholine-1,1-dioxide hydrochloride
• Synonyms: 1,4-thiazinane 1,1-dioxide;hydrochloride
• Molecular Formula: C₄H₉NO₂S^.HCl
• Molecular Weight: 171.65
• CAS Registry Number: 59801-62-6
• EC Number: 807-833-6
• SMILES: C1CS(=O)(=O)CCN1.Cl

Properties

• Melting point: 307 $deree$C
• Boiling Point: 353.6 ºC (760 mmHg)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H312-H315-H319-H332-H334-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2A	H319

Discovory and Applicatios

Thiomorpholine-1,1-dioxide hydrochloride is a chemical compound belonging to the class of thiomorpholines, characterized by a saturated six-membered ring containing both sulfur and nitrogen atoms. Its chemical formula is C4H8ClN2O2S, and it is often used in various synthetic and medicinal applications. The compound has gained attention due to its unique structural properties and diverse biological activities.

The discovery of thiomorpholine derivatives can be traced back to the mid-20th century, with initial research focusing on the synthesis of sulfur-containing heterocycles. Thiomorpholine itself was first synthesized in the early 1950s, leading to the exploration of its derivatives, including thiomorpholine-1,1-dioxide. The introduction of the 1,1-dioxide group significantly enhances the compound's chemical reactivity and stability, making it a valuable intermediate in organic synthesis.

One of the key applications of thiomorpholine-1,1-dioxide hydrochloride is in the field of medicinal chemistry. Its structure enables it to interact with various biological targets, leading to a range of pharmacological activities. Research has demonstrated that thiomorpholine-1,1-dioxide exhibits antibacterial, antifungal, and anticancer properties. These attributes have prompted investigations into its potential as a therapeutic agent in the treatment of various infectious diseases and malignancies.

Thiomorpholine-1,1-dioxide hydrochloride is also studied for its role as a scaffold in drug design. The compound's ability to form derivatives with modified pharmacological profiles makes it a suitable candidate for the development of new drugs. For instance, modifications of the thiomorpholine ring can lead to compounds with enhanced efficacy or reduced side effects, providing valuable options for therapeutic interventions.

In addition to its medicinal applications, thiomorpholine-1,1-dioxide hydrochloride has been utilized in the synthesis of agrochemicals. Its ability to participate in various chemical reactions enables the formation of novel compounds with potential agricultural benefits, including herbicides and fungicides. The compound's versatility in synthetic chemistry makes it an attractive starting material for developing new agrochemical agents that can improve crop yield and resistance to pests and diseases.

The compound is also explored in materials science, particularly in the synthesis of polymeric materials. Thiomorpholine-1,1-dioxide can act as a building block for creating novel polymers with specific properties, such as improved thermal stability and mechanical strength. This aspect broadens its applicability in various industrial fields, including coatings, adhesives, and composite materials.

Despite its promising applications, the use of thiomorpholine-1,1-dioxide hydrochloride requires careful handling due to potential toxicity. As with many sulfur-containing compounds, appropriate safety measures must be observed to minimize exposure risks. Researchers and manufacturers must adhere to regulatory guidelines to ensure the safe use and disposal of the compound in laboratory and industrial settings.

In summary, thiomorpholine-1,1-dioxide hydrochloride is a significant chemical compound with a notable history of discovery and a range of applications in medicinal chemistry, agrochemicals, and materials science. Its unique structural features and biological activities continue to make it an important subject of study, highlighting its relevance across multiple scientific disciplines.