Bismuththiol
[CAS# 1072-71-5]

Identification

• Classification: API >> Antibiotics >> Other antibiotics
• Name: Bismuththiol
• Synonyms: 1,3,4-Thiadiazole-2,5-dithiol; 2,5-Dimercapto-1,3,4-thiadiazole; DMTD
• Molecular Formula: C₂H₂N₂S₃
• Molecular Weight: 150.23
• CAS Registry Number: 1072-71-5
• EC Number: 214-014-1
• SMILES: C1(=S)NNC(=S)S1

Properties

• Water solubility: 20 g/L (20 °C)
• Density: 1.7±0.1 g/cm³, Calc.^*
• Melting point: 162 °C (Expl.)
• Index of Refraction: 1.757, Calc.^*
• Boiling Point: 259.6±23.0 °C (760 mmHg), Calc.^*
• Flash Point: 110.8±22.6 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H302-H318-H319-H412
• Safety Statements: P264-P264+P265-P270-P273-P280-P301+P317-P305+P351+P338-P305+P354+P338-P317-P330-P337+P317-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Serious eye damage	Eye Dam.	1	H318
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovery and Applications

Bismuththiol compounds represent a class of coordination complexes where bismuth is bound to thiol (sulfhydryl) groups. The discovery of these complexes can be traced back to early studies in coordination chemistry and medicinal chemistry. Bismuth compounds have historically been used for their antimicrobial properties, and the introduction of thiol ligands was a significant step in enhancing these properties and understanding the coordination behavior of bismuth with sulfur-containing ligands. The unique bonding between bismuth and sulfur in these complexes gives rise to distinctive chemical and biological properties.

The synthesis of bismuththiol complexes generally involves the reaction of bismuth salts, such as bismuth nitrate or bismuth chloride, with thiol-containing ligands. Common thiols used include cysteine, mercaptoacetic acid, and other organosulfur compounds. These reactions typically occur in aqueous or organic solvents under mild conditions, yielding stable complexes. The resulting bismuththiol complexes exhibit various coordination geometries, which can be characterized using spectroscopic methods such as infrared (IR) spectroscopy, nuclear magnetic resonance (NMR), and X-ray crystallography.

Bismuththiol complexes have found applications in both medicinal and materials chemistry. In medicine, these compounds are investigated for their antimicrobial, antiparasitic, and anti-ulcer properties. For example, bismuththiol compounds show activity against Helicobacter pylori, the bacteria responsible for gastric ulcers. The thiol ligands help improve the solubility and bioavailability of bismuth, enhancing its therapeutic effects. Additionally, these complexes exhibit low toxicity compared to other heavy metal-based drugs, making them suitable for medical applications.

In materials science, bismuththiol complexes are used to produce thin films and nanoparticles for electronic and optical applications. The sulfur atoms provide a means to form strong bonds with metal surfaces, making these complexes useful as stabilizers or linkers in nanotechnology. Researchers are exploring their potential in developing new catalysts and semiconductors due to the unique electronic properties imparted by the bismuth-sulfur interaction. The versatility of bismuththiol compounds continues to drive research into new applications and synthesis methods.

References

2024. Pd(II) and Pt(II) Mixed Ligand Complexes Containing 2,5-Dimercapto-1,3,4-Thiadizole and 1,2-Bis(diphenylphosphino)ethane Ligands, Synthesis, Characterization, Crystal Structure, Anticancer and Computational Studies. Chemistry Africa.
DOI: 10.1007/s42250-024-00929-y

2024. Synthesis and characterization of 5-cyclopentylsulfanyl-3H-[1,3,4]thiadiazole-2-thione and study of its single-crystal structure, FTIR spectra, thermal behavior, and antibacterial activity. Journal of Thermal Analysis and Calorimetry.
DOI: 10.1007/s10973-023-12813-x

2023. Electrodeposition of Ni-Co-S Electrocatalyst Using 2,5-dimercapto-1,3,4-thiadiazole as S Precursor for Hydrogen Evolution Reaction at Neutral pH. Electrocatalysis.
DOI: 10.1007/s12678-023-00837-8