4,5-Diamino-2-thiouracil
CAS No.:
1004-76-8
M. Wt:
158.182
M. Fa:
C4H6N4OS
InChI Key:
QYSWOQHLIDKEOL-UHFFFAOYSA-N
Appearance:
Yellow Solid
Names and Identifiers of 4,5-Diamino-2-thiouracil
CAS Number |
1004-76-8 |
|---|---|
EC Number |
213-727-5 |
MDL Number |
MFCD00040963 |
IUPAC Name |
5,6-diamino-2-sulfanylidene-1H-pyrimidin-4-one |
InChI |
InChI=1S/C4H6N4OS/c5-1-2(6)7-4(10)8-3(1)9/h5H2,(H4,6,7,8,9,10) |
InChIKey |
QYSWOQHLIDKEOL-UHFFFAOYSA-N |
Canonical SMILES |
C1(=C(NC(=S)NC1=O)N)N |
UNSPSC Code |
12352100 |
Physical and chemical properties of 4,5-Diamino-2-thiouracil
Acidity coefficient |
8.10±0.60(Predicted) |
|---|---|
Boiling Point |
473ºC at 760 mmHg |
Density |
1.7±0.1 g/cm3 |
Exact Mass |
158.026230 |
Flash Point |
239.9ºC |
Index of Refraction |
1.776 |
LogP |
-2.37 |
Melting Point |
>300 °C(lit.) |
Molecular Formula |
C4H6N4OS |
Molecular Weight |
158.182 |
PSA |
132.78000 |
Storage condition |
2-8°C |
Vapour Pressure |
1.43E-09mmHg at 25°C |
Safety Information of 4,5-Diamino-2-thiouracil
Applications of 4,5-Diamino-2-thiouracil
4,5-Diamino-2-thiouracil has several applications:
- Pharmaceutical Development: It serves as a lead compound for developing new drugs targeting bacterial infections or thyroid disorders.
- Biosensors: Recent studies indicate its utility in biosensing technologies for detecting biomolecules like uric acid due to its electroactive properties.
- Research Tool: Its unique structure makes it valuable for studying nucleic acid interactions and enzyme mechanisms.
Interaction Studies of 4,5-Diamino-2-thiouracil
Interaction studies involving 4,5-diamino-2-thiouracil primarily focus on its binding affinities with various biomolecules and metal ions:
- Metal Ion Binding: Studies reveal that the thiol group can effectively coordinate with metal ions such as copper and palladium, forming complexes that enhance antimicrobial activity.
- Biomolecular Interactions: Research indicates that it can interact with DNA and RNA, potentially influencing their stability and function, which is crucial for understanding its biological effects.
Biological Activity of 4,5-Diamino-2-thiouracil
The biological activity of 4,5-diamino-2-thiouracil has been explored in various studies. It has shown:
- Antimicrobial Properties: Similar to its parent compound thiouracil, it demonstrates activity against a range of bacteria and fungi.
- Thyroid Hormone Inhibition: Like other thiouracil derivatives, it may inhibit thyroid hormone biosynthesis, making it relevant in treating hyperthyroidism.
- Potential Anticancer Activity: Some studies suggest that this compound may have anticancer properties due to its ability to interfere with nucleic acid synthesis.
Physical sample testing spectrum (NMR) of 4,5-Diamino-2-thiouracil
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