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Tenofovir

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Identification
Molecular formula
C9H14N5O4P
CAS number
202138-50-9
IUPAC name
(2R)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]-3-(4-methoxyphenyl)propanamide
State
State

At room temperature, Tenofovir is typically found as a solid. It may be provided in its original powder form or processed into tablets for pharmaceutical use.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
500.00
Boiling point (Kelvin)
773.15
General information
Molecular weight
287.24g/mol
Molar mass
287.2420g/mol
Density
1.4900g/cm3
Appearence

Tenofovir generally appears as a white to off-white crystalline powder. It is odorless and hygroscopic. Its texture and color can vary slightly depending on the specific salt or form used in formulations.

Comment on solubility

Solubility of (2R)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]-3-(4-methoxyphenyl)propanamide

The solubility of the compound C9H14N5O4P can be influenced by multiple factors, including its molecular structure and the presence of functional groups. Here are some key considerations regarding its solubility:

  • Hydrophilicity: The presence of polar functional groups, such as amino and hydroxy groups, typically enhances solubility in polar solvents like water.
  • Hydrophobicity: Conversely, aromatic groups, such as the 4-methoxyphenyl moiety, can contribute to hydrophobic character, potentially limiting solubility in aqueous environments.
  • pH Dependence: Solubility may also vary with pH, especially for compounds containing amine groups, which can become protonated and thus affect their interaction with solvents.
  • Compound Aggregation: The compound's ability to aggregate or form complexes may further influence its solubility profile, potentially leading to lower solubility in certain conditions.

In summary, while the presence of polar functional groups suggests that C9H14N5O4P may be soluble in polar solvents, the combination of hydrophilic and hydrophobic sections in its structure creates a complex solubility behavior that could vary widely based on environmental conditions and solvent choice.

Interesting facts

Interesting Facts about 2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]-3-(4-methoxyphenyl)propanamide

This compound, often referred to in biochemical contexts, exhibits a fascinating structure that bridges the realms of organic chemistry and pharmacology. Here are some interesting aspects:

  • Biological Activity: This compound belongs to a class of molecules with significant biological implications, particularly in the fields of antiviral and anticancer research. It often resembles nucleosides or nucleotides, which are pivotal in genetic and cellular processes.
  • Mechanism of Action: The unique arrangement of nitrogen and oxygen atoms within its structure suggests potential interactions with enzymes, making it capable of influencing metabolic pathways. This often results in a powerful *inhibitory effect* on viral replication.
  • Dimethylamino Group: The presence of a dimethylamino group is noteworthy as it enhances the compound's solubility and bioavailability, facilitating better absorption in biological systems.
  • Stereochemistry: The specificity of its stereochemistry (with multiple chiral centers) is crucial for its binding affinity to biological targets, highlighting the importance of chirality in drug design.
  • Potential Applications: Research is ongoing to explore its application in therapeutics, especially concerning its role in treating viral diseases and certain types of cancer.

As noted by many researchers, *"The next groundbreaking treatment often lies hidden within complex organic structures."* This compound represents a step forward in the search for more targeted and effective medications, showcasing the intricate dance of molecular components in the quest for healing.

Synonyms
3'-deoxy-N,N-dimethyl-3'-[(O-methyl-D-tyrosyl)amino]adenosine
STL578151
AKOS040892129
SMP1_000250