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Thiothiamine

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Identification
Molecular formula
C14H22N4O3S2
CAS number
59-30-3
IUPAC name
N-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-N-[4-hydroxy-1-methyl-2-(tetrahydrofuran-2-ylmethyldisulfanyl)but-1-enyl]formamide
State
State

At room temperature, this compound is typically found in the solid state.

Melting point (Celsius)
249.80
Melting point (Kelvin)
522.90
Boiling point (Celsius)
463.30
Boiling point (Kelvin)
736.50
General information
Molecular weight
338.40g/mol
Molar mass
338.3980g/mol
Density
1.4600g/cm3
Appearence

The compound typically appears as a white to off-white powder. It is often supplied in solid form but should be handled under moisture-free conditions to prevent degradation.

Comment on solubility

Solubility Insights for N-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-N-[4-hydroxy-1-methyl-2-(tetrahydrofuran-2-ylmethyldisulfanyl)but-1-enyl]formamide

The solubility of the compound N-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-N-[4-hydroxy-1-methyl-2-(tetrahydrofuran-2-ylmethyldisulfanyl)but-1-enyl]formamide (C14H22N4O3S2) is influenced by several structural factors. Understanding its solubility behavior is crucial, especially in pharmaceutical contexts.

Factors Affecting Solubility

  • Polarity: The presence of various functional groups, such as the amino, hydroxy, and thioether structures, enhances the compound's polarity, potentially increasing its solubility in polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds due to the amino (-NH2) and hydroxy (-OH) groups may lead to greater solubility in aqueous solutions.
  • Hydrophobic Interactions: The tetrahydrofuran moiety introduces a hydrophobic region, which could limit solubility in highly polar solvents while enhancing solubility in organic solvents.

As quoted: "Solubility is a balance between attractive forces and repulsive forces in the solution." This compound exemplifies that balance effectively due to its complex structure.

Solvent Compatibility

Given these characteristics, one might observe that:

  • In water, the compound may exhibit moderate solubility due to hydrogen bonding and dipole-dipole interactions.
  • In organic solvents, such as ethanol or DMSO, solubility is likely enhanced due to the compatibility of the hydrophobic portions of the molecule with the solvent.

In conclusion, the solubility profiles of N-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-N-[4-hydroxy-1-methyl-2-(tetrahydrofuran-2-ylmethyldisulfanyl)but-1-enyl]formamide can vary greatly based on the solvent used, owing to its intricate blend of functional groups that interact uniquely with different environments.

Interesting facts

Interesting Facts about N-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-N-[4-hydroxy-1-methyl-2-(tetrahydrofuran-2-ylmethyldisulfanyl)but-1-enyl]formamide

This compound boasts a fascinating structure, combining various functional groups and motifs that highlight its potential applications in medicinal chemistry and drug development. Here are some key points of interest:

  • Diverse Functionalities: The presence of an amino group, a hydroxyl group, and a disulfide linkage gives this compound a rich chemistry, making it a potential candidate for drug design.
  • Pyrimidine Backbone: The inclusion of a pyrimidine ring in its structure suggests possible antiviral or anticancer properties, as many drugs targeting nucleic acid synthesis contain similar frameworks.
  • Disulfide Bonds: The incorporation of disulfide bonds in the tetrahydrofuran unit may play a role in redox reactions within biological systems, potentially influencing its pharmacokinetic properties.
  • Unique Linker System: The specially designed linker that connects the pyrimidine and the butenyl group could enhance the compound’s affinity to specific biological targets, enhancing its efficacy.

As a chemistry student, one might find it intriguing that this compound can serve as a model for studying complex interactions in biological systems. Its various substituents may yield different biological activities, prompting further investigation into structure-activity relationships (SAR). Researchers often investigate how small changes in the structure can lead to significant differences in potency and selectivity against disease targets.

"The beauty of medicinal chemistry lies in its complexity and the promise of discovery," resonates well with the exploration of such molecular architectures.

In summary, while this compound may not be widely known, its structural intricacies present numerous avenues for research, emphasizing the critical balance of structure and function in the design of effective therapeutic agents.

Synonyms
N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-{5-hydroxy-3-[(oxolan-2-ylmethyl)disulfanyl]pent-2-en-2-yl}formamide
Prestwick0_001007
Prestwick1_001007
SPBio_003014
CHEMBL4796531
10238-39-8
AKOS037515605
DB-056431
NS00041854
Q27163631
Formamide,N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydroxy-1-methyl-2-((tetrahydrofurfuryl)dithio)-1-butenyl)-,hydrochloride
N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-[5-hydroxy-3-(2-oxolanylmethyldisulfanyl)pent-2-en-2-yl]formamide