N-Aminothiourea
[CAS# 79-19-6]

Identification

• Classification: Chemical pesticide >> Insecticide intermediate
• Name: N-Aminothiourea
• Synonyms: 3-Thiosemicarbazide; Hydrazinecarbothioamide; TSC
• Molecular Formula: CH₅N₃S
• Molecular Weight: 91.13
• CAS Registry Number: 79-19-6
• EC Number: 201-184-7
• SMILES: C(=S)(N)NN

Properties

• Water solubility: Soluble
• Density: 1.4±0.1 g/cm³, Calc.^*
• Melting point: 175-183 °C
• Index of Refraction: 1.667, Calc.^*
• Boiling Point: 208.6±23.0 °C (760 mmHg), Calc.^*
• Flash Point: 80.0±22.6 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS06 Danger
• Risk Statements: H300-H412
• Safety Statements: P264-P270-P273-P301+P316-P321-P330-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	2	H300
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H410
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute toxicity	Acute Tox.	4	H312

• Transport Information: UN 2811

Discovery and Applications

N-Aminothiourea is an organic compound with the chemical formula CH5N3S. This compound is classified as a thiourea derivative, characterized by the presence of an amino group attached to the thiourea structure. The discovery of N-aminothiourea can be traced back to the study of thioureas, which were first reported in the mid-19th century. Researchers began exploring the synthesis and reactivity of thiourea derivatives, leading to the identification of N-aminothiourea as a compound with notable chemical properties and potential applications.

One of the primary applications of N-aminothiourea lies in its use as a reagent in organic synthesis. It serves as a versatile building block for the preparation of various heterocyclic compounds, particularly those containing nitrogen and sulfur. The ability of N-aminothiourea to participate in a range of chemical reactions, such as nucleophilic substitutions and cyclization processes, makes it a valuable intermediate in the synthesis of pharmaceuticals and agrochemicals.

N-aminothiourea is particularly significant in the field of medicinal chemistry. It has been investigated for its biological activities, including antitumor and antimicrobial properties. Studies have shown that N-aminothiourea derivatives exhibit inhibitory effects against certain cancer cell lines and bacterial strains. This has spurred interest in the development of N-aminothiourea-based compounds as potential therapeutic agents, highlighting its importance in drug discovery and development.

In addition to its applications in organic synthesis and medicinal chemistry, N-aminothiourea is utilized in analytical chemistry. It serves as a reagent for the detection of heavy metals in various samples. The compound forms stable complexes with metal ions, allowing for the determination of metal concentrations in environmental and industrial contexts. This application underscores the utility of N-aminothiourea in ensuring compliance with environmental regulations and monitoring pollutant levels.

Despite its promising applications, safety considerations are essential when handling N-aminothiourea. The compound may pose health risks, including skin and eye irritation, and should be handled with appropriate safety measures in laboratory settings. Proper personal protective equipment and adherence to safety protocols are crucial to minimize exposure.

In summary, N-aminothiourea is a notable compound with a rich history of discovery and diverse applications in organic synthesis, medicinal chemistry, and analytical chemistry. Its ability to function as a versatile reagent and its potential biological activities highlight its significance in various scientific fields. Ongoing research into N-aminothiourea derivatives promises to uncover new applications and enhance our understanding of this compound's properties.

References

2022. Azomethine-clubbed thiazoles as human tissue non-specific alkaline phosphatase (h-TNAP) and intestinal alkaline phosphatase (h-IAP) Inhibitors: kinetics and molecular docking studies. Molecular Diversity, 26(1).
DOI: 10.1007/s11030-022-10385-w

2021. The C2-Symmetry Colorimetric Dye Based on a Thiosemicarbazone Derivative and its Cadmium Complex for Detecting Heavy Metal Cations (Ni2+, Co2+, Cd2+, and Cu2+) Collectively, in DMF. Journal of Fluorescence, 31(3).
DOI: 10.1007/s10895-021-02734-z

2008. Oxotechnetium(V) Complexes with a Novel Class of Tridentate Thiosemicarbazide Ligands. Inorganic Chemistry, 48(1).
DOI: 10.1021/ic802044r