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Theophylline

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Identification
Molecular formula
C9H8N4O2
CAS number
58-55-9
IUPAC name
8-[(4-aminophenyl)methyl]-1,3,7-trimethyl-purine-2,6-dione
State
State

Solid at room temperature.

Melting point (Celsius)
272.00
Melting point (Kelvin)
545.15
Boiling point (Celsius)
545.00
Boiling point (Kelvin)
818.15
General information
Molecular weight
180.17g/mol
Molar mass
180.1650g/mol
Density
1.2300g/cm3
Appearence

Theophylline appears as a white crystalline powder.

Comment on solubility

Solubility of 8-[(4-aminophenyl)methyl]-1,3,7-trimethyl-purine-2,6-dione

The solubility of 8-[(4-aminophenyl)methyl]-1,3,7-trimethyl-purine-2,6-dione is influenced by several factors:

  • Solvent Type: This compound is typically more soluble in polar solvents such as water or methanol. However, its solubility may decrease in non-polar solvents.
  • Temperature: Increasing the temperature generally enhances solubility, making it essential to consider thermal conditions.
  • pH Levels: The solubility can vary significantly with changes in pH, as the ionization of the compound can affect its interactions with solvents.

It is important to note that strong intermolecular forces, such as hydrogen bonding, can play a crucial role in solubility. The presence of the amino group (-NH2) may increase solubility by forming hydrogen bonds with water molecules. Conversely, the purine ring structure could introduce steric hindrance, potentially affecting how readily the compound dissolves.

In summary, while 8-[(4-aminophenyl)methyl]-1,3,7-trimethyl-purine-2,6-dione shows promising solubility in certain conditions, understanding the specific variables influencing its solubility is key to effectively utilizing this compound in various applications.


Interesting facts

Interesting Facts About 8-[(4-aminophenyl)methyl]-1,3,7-trimethyl-purine-2,6-dione

This compound, often referred to within the realm of pharmaceuticals and biochemistry, exhibits interesting features that highlight its significance in medical research.

1. Structural Complexity

The structure of this compound includes:

  • A purine base, which is a fundamental building block of nucleic acids like DNA and RNA.
  • Amino and methyl groups that enhance its biological activity and influence its pharmacological properties.

2. Biological Relevance

This compound is known for its potential role in:

  • Antioxidant activity: It may help combat oxidative stress, which is linked to various chronic diseases.
  • Inhibition of enzymes: It has been explored as an enzyme inhibitor, potentially impacting metabolic pathways in significant ways.

3. Potential Therapeutic Applications

Research suggests that it could play a role in:

  • Anti-inflammatory treatments: The presence of the amino group may contribute to its efficacy.
  • Cancer therapy: Some studies indicate it can interfere with cellular processes involved in cancer progression.

4. A Role in Caffeine Research

This compound's purine structure has drawn interest for its connection to compounds like caffeine, making it a subject of study in understanding caffeine's mechanism and its effects on human health.

5. Synthesis and Challenges

Creating this compound involves intricate synthetic pathways that require careful consideration of:

  • Regioselectivity in the substitution of the aromatic ring.
  • Temperature and catalyst selection, which can affect yield and purity.

In summary, 8-[(4-aminophenyl)methyl]-1,3,7-trimethyl-purine-2,6-dione is more than just a chemical entity; it holds promise for significant advances in the understanding of biological systems and the development of novel therapeutic agents. The exploration of its unique features and potential applications continues to inspire scientists around the globe.

Synonyms
CAFFEINE, 8-(p-AMINOBENZYL)-
8-(p-Aminobenzyl)caffeine
5426-89-1
8-(p-Aminobenzyl)-caffeine
TRI71JU8B6
MLS000737469
NSC-14398
NSC 14398
BRN 0318628
8-[(4-aminophenyl)methyl]-1,3,7-trimethylpurine-2,6-dione
NSC14398
8-Aminobenzylcaffeine
UNII-TRI71JU8B6
4-26-00-04012 (Beilstein Handbook Reference)
SCHEMBL6049472
CHEMBL1498782
DTXSID10202619
OSKJFYYILYDPAQ-UHFFFAOYSA-N
NCGC00246744-01
SMR000528154
8-(4-Aminobenzyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione #
1H-PURINE-2,6-DIONE, 8-((4-AMINOPHENYL)METHYL)-3,7-DIHYDRO-1,3,7-TRIMETHYL-
8-((4-AMINOPHENYL)METHYL)-3,7-DIHYDRO-1,3,7-TRIMETHYL-1H-PURINE-2,6-DIONE