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Tenofovir disoproxil fumarate

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Identification
Molecular formula
C9H14N5O4P
CAS number
147127-20-6
IUPAC name
[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
State
State

At room temperature, Tenofovir is typically available as a solid when formulated as a fumarate salt for pharmaceutical use. It is usually stored as a white to off-white crystalline powder.

Melting point (Celsius)
117.00
Melting point (Kelvin)
390.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
287.21g/mol
Molar mass
287.2110g/mol
Density
2.2200g/cm3
Appearence

Tenofovir is generally in the form of its prodrug, which is a solid as the fumarate salt. It appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of [5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl phosphono hydrogen phosphate

The compound with the chemical formula C9H14N5O4P presents a unique profile concerning solubility. Understanding its solubility is crucial for its potential applications in pharmaceuticals and biotechnology.

Key Factors Affecting Solubility

Several factors influence the solubility of this compound:

  • Polarity: The presence of functional groups like hydroxy and phosphoryl can enhance its polarity, potentially leading to increased solubility in polar solvents such as water.
  • Hydrogen Bonding: The capability of the compound to form hydrogen bonds can play a significant role in solubility, particularly in aqueous environments.
  • Hydrolysis: The phosphonate moieties might undergo hydrolysis in solution, affecting the overall solubility behavior.

Solubility Observations

In practice, compounds with similar structural characteristics often exhibit:

  • Good solubility in aqueous solutions, especially when the pH is adjusted to favor the ionized form.
  • Limited solubility in organic solvents unless they are highly polar or protic.

To summarize, while the exact solubility of this compound may require experimental validation, its structural features suggest it could be moderately soluble in polar solvents. As always, it's essential to consider various environmental factors when predicting solubility behavior in practical applications.

Interesting facts

Interesting Facts about [5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl phosphono hydrogen phosphate

This compound, a complex derivative of nucleotide components, embodies a unique blend of organic and inorganic chemistry, making it a compelling subject for study. The presence of the pyrimidine ring is noteworthy because compounds like this often play critical roles in biological systems such as DNA and RNA synthesis.

Key Characteristics

  • Biological Significance: The compound's structural elements suggest potential interactions with nucleic acids, which are essential for genetic coding and cellular functions.
  • Phosphorylation Role: Phosphate groups in the structure hint at its importance in energy transfer and storage, akin to ATP, which is fundamental in biochemical processes.
  • Research Applications: Given its complexity, this compound could be pivotal in drug design, especially in developing inhibitors for specific biological pathways.

In the realm of pharmaceuticals, compounds with phosphorus-containing moieties have garnered attention for their ability to affect molecular recognition events, providing a pathway toward novel therapies. It's fascinating to consider the compound’s potential applications in therapeutic contexts, where modifications to its structure could yield new and effective medicinal agents.

Quote to Ponder

"The chemistry of life is rich and complex, yet it often comes down to the simple beauty found in these intricate molecules."

As research continues to unfold, the intricacies of this compound may reveal invaluable insights that can bridge organic chemistry with biological applications, further highlighting the interconnectedness of different fields within the sciences.

Synonyms
Ara-utp
C9H15N2O15P3
Uridine, trisodium salt
Uridine triphosphate (UTP)
SCHEMBL1651861
DTXSID80859053
HMS3746O21
NSC20260
BDBM50023910
AKOS037647153
[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
AS-72610
5-azidouridine-5''-triphosphate derivative
DB-054470
L000619
({[({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
({[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydrogen phosphonatooxy)phosphinate
[[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
1-(3,4-dihydroxy-5-triphosphoryloxymethyltetrahydro-2-furanyl)-1,2,3,4-tetrahydro-2,4-pyrimidinedione
1-[5-O-(Hydroxy{[hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl)pentofuranosyl]pyrimidine-2,4(1H,3H)-dione