thiosemicarbazide
Sign in to saveAlso known as hydrazinecarbothioamide, thiocarbamoylhydrazine
Thiosemicarbazide is the chemical compound with the formula H2NC(S)NHNH2. A white, odorless solid, it is related to thiourea (H2NC(S)NH2) by the insertion of an NH center. They are commonly used as ligands for transition metals. Many thiosemicarbazides are known. These feature an organic substituent in place of one or more H's of the parent molecule. 4-Methyl-3-thiosemicarbazide is a simple example.
Research
1,696 papers- Exploring Synthesis and Chemotherapeutic Potential of Thiosemicarbazide Analogs.Anti-cancer agents in medicinal chemistry · 2023
- New Thiosemicarbazide Derivatives with Multidirectional Biological Action.Molecules (Basel, Switzerland) · 2024
- Comparison of ADMET profile between thiosemicarbazide and semicarbazide derivatives regarding anticancer properties.Expert opinion on drug metabolism & toxicology · 2025
- Imidazole-Thiosemicarbazide Derivatives as Potent Anti-Mycobacterium tuberculosis Compounds with Antibiofilm Activity.Cells · 2021
- Thiosemicarbazide Derivatives Targeting Human TopoIIα and IDO-1 as Small-Molecule Drug Candidates for Breast Cancer Treatment.International journal of molecular sciences · 2023
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 91.02
Show 3 more facts
- chemical formula
- CH₅N₃S
- Commons category
- Thiosemicarbazide
- canonical SMILES
- C(=S)(N)NN
Sources (2)
via Wikidata · CC0
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Encyclopedic overview
2 sectionsContents
- Reactions
- References
Thiosemicarbazide is the chemical compound with the formula H2NC(S)NHNH2. A white, odorless solid, it is related to thiourea (H2NC(S)NH2) by the insertion of an NH center. They are commonly used as ligands for transition metals. Many thiosemicarbazides are known. These feature an organic substituent in place of one or more H's of the parent molecule. 4-Methyl-3-thiosemicarbazide is a simple example.
According to X-ray crystallography, the CSN3 core of the molecule is almost planar as are the three H atoms nearest the thiocarbonyl group. This can be explained by models of electron delocalisation.
Excerpted from Wikipedia’s “thiosemicarbazide” article, available under the CC BY-SA 4.0 licence.