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Theophylline

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Identification
Molecular formula
C7H8N4O2
CAS number
58-55-9
IUPAC name
7-[2-(diethylamino)ethyl]-8-[hydroxy(phenyl)methyl]-1,3-dimethyl-purine-2,6-dione
State
State

In its pure form, Theophylline is a solid at room temperature. It is commonly used in medicine in various salt and hydrate forms, which can influence its physical state in preparations.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
546.00
Boiling point (Kelvin)
819.15
General information
Molecular weight
180.16g/mol
Molar mass
180.1640g/mol
Density
1.2400g/cm3
Appearence

Theophylline typically appears as a white, crystalline powder. It is nearly odorless and has a bitter taste. The appearance can vary slightly depending on the degree of purity and form, such as anhydrous or hydrate.

Comment on solubility

Solubility of 7-[2-(diethylamino)ethyl]-8-[hydroxy(phenyl)methyl]-1,3-dimethyl-purine-2,6-dione

The solubility of 7-[2-(diethylamino)ethyl]-8-[hydroxy(phenyl)methyl]-1,3-dimethyl-purine-2,6-dione can be evaluated based on its chemical structure and functional groups. This compound contains both hydrophilic and hydrophobic parts, which influences its solubility characteristics.

Factors Affecting Solubility:

  • Presence of Polar Groups: The hydroxyl group (-OH) in the structure contributes to increased polarity, enhancing solubility in polar solvents such as water.
  • Alkyl Chains: The diethylamino group, being bulky and hydrophobic, may hinder solubility in water while promoting solubility in organic solvents like ethanol or acetone.
  • Hydrogen Bonding: The capacity for hydrogen bonding due to the hydroxyl and nitrogen atoms may facilitate solubility in polar solvents.

Overall, while this compound can exhibit moderate solubility in water due to its polar functional groups, it might be better dissolved in organic solvents where the hydrophobic chains are less unfavorable. It can be stated that:

"Understanding both hydrophilic and hydrophobic interactions is critical to assessing solubility."

Therefore, when considering its use in various applications, one should take into account its solubility profile in both polar and non-polar mediums to achieve optimal results.

Interesting facts

Interesting Facts about 7-[2-(diethylamino)ethyl]-8-[hydroxy(phenyl)methyl]-1,3-dimethyl-purine-2,6-dione

This intriguing compound, known for its complex structure and diverse functionalities, holds a significant place in the realm of pharmacology and biochemistry. Below are some key aspects that highlight its importance:

  • Pharmaceutical Relevance: This compound is closely related to many derivatives used in pharmaceuticals, particularly as a potential therapeutic agent. Its structure suggests capability as a biological modulator.
  • Stimulant Properties: Due to its relation to purine bases, compounds like this are often researched for their stimulant effects, resembling those of caffeine and theobromine in biological systems.
  • Research Applications: The incorporation of a diethylamino group enhances the solubility and bioavailability of the compound, making it an interesting candidate in drug formulation studies.
  • Structure-Activity Relationship: Understanding the various substituents on the purine backbone can lead to insights into the structure-activity relationship (SAR), which is crucial for optimizing efficacy and minimizing side effects.
  • Mechanism of Action: This compound may interact with various receptors and enzymes within the body, potentially modulating neurotransmission and cellular signaling pathways.

As scientists continue to explore and synthesize derivatives of this compound, it is poised to reveal fascinating insights into drug development and therapeutic mechanisms. The intricate balance of its functional groups offers a gateway to developing novel therapeutic strategies in the future.

Synonyms
314-92-1
7-(beta-Diethylaminoethyl)-8-(alpha-hydroxybenzyl)theophylline
Theophylline, 7-(2-diethylaminoethyl)-8-(alpha-hydroxybenzyl)-
Benzyl alcohol, alpha-(1,2,3,6-tetrahydro-7-(2-diethylaminoethyl)-1,3-dimethyl-2,6-dioxopurin-8-yl)-
7-(2-Diethylaminoethyl)-8-(alpha-hydroxybenzyl)theophylline
7-[2-(diethylamino)ethyl]-8-[hydroxy(phenyl)methyl]-1,3-dimethyl-3,7-dihydro-1h-purine-2,6-dione
DTXSID50953436