Thiosemicarbazone of 5-Hydroxy-2-pyridinecarboxaldehyde

Identification

Molecular formula

C₇H₁₀N₄OS

CAS number

38586-74-8

IUPAC name

3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea

State

The compound is in solid state at room temperature.

Melting point (Celsius)

217.00

Melting point (Kelvin)

490.15

Boiling point (Celsius)

645.00

Boiling point (Kelvin)

918.15

General information

Molecular weight

196.25g/mol

Molar mass

196.2530g/mol

Density

1.3600g/cm³

Appearence

The compound is typically a pale yellow to off-white crystalline solid. The crystals are often powdery and can vary slightly in color based on purity and synthesis methods.

Comment on solubility

Solubility of 3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea

The solubility of 3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea can be influenced by a variety of factors including its molecular structure and the presence of functional groups. Here are some key points regarding its solubility:

Polar Nature: Due to the presence of the -OH (hydroxyl) group and the nitrogen atoms within the compound, it exhibits a polar character which typically enhances solubility in polar solvents such as water.
Hydrogen Bonding: The ability of the hydroxyl group to engage in hydrogen bonding can lead to increased solubility in aqueous solutions. This interaction is crucial in determining how well the compound can dissolve.
Organic Solvents: Conversely, solubility in non-polar organic solvents may be limited due to the polar nature of the molecule. Thus, it is less likely to dissolve significantly in solvents like hexane or benzene.
pH Sensitivity: The solubility may also vary with pH, as the protonation state of the nitrogen and hydroxyl groups can affect the overall solubility profile.
Temperature Effects: Like many compounds, increased temperature tends to enhance the solubility of 3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea in various solvents.

In summary, the solubility of 3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea is largely dictated by its polar characteristics and functional groups, particularly highlighting the importance of hydrogen bonding and the solvent environment.

Interesting facts

Interesting Facts about 3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea

3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea is a fascinating compound that finds its potential in various fields of chemistry and medicinal research. Here are some interesting aspects to consider:

Structural Complexity: This compound features a unique isothiourea moiety combined with a pyridine derivative, showcasing a diverse range of functional groups that can interact in biological systems.
Biological Activity: Compounds containing isothiourea groups have attracted attention for their potential pharmacological properties, including antifungal and antibacterial activities, making them subjects of interest in medicinal chemistry.
Coordination Chemistry: The presence of nitrogen atoms in the structure allows for complex formation with various metal ions. This can lead to the development of novel metal complexes with enhanced therapeutic profiles.
Research Applications: The compound is often used in research exploring enzyme inhibition and various biochemical pathways, contributing to our understanding of disease mechanisms and treatment strategies.
Aromatic Interaction: The pyridine ring adds to the aromatic character of the compound, providing important π-π interactions that may influence the compound’s solubility and permeability in biological systems.

As a scientist or chemistry student, exploring 3-[(5-hydroxy-2-pyridyl)methyleneamino]isothiourea can spark curiosity due to its multifaceted applications and the insight it offers into chemical interactions. The synthesis and analysis of this compound can provide valuable hands-on experience in organic synthesis techniques.

As noted by researchers: "The study of isothioureas is essential for advancing our understanding of nitrogen-containing pharmaceuticals."