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Fludarabine

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Identification
Molecular formula
C10H13FN5O4
CAS number
21679-14-1
IUPAC name
2-(6-amino-2-fluoro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
State
State

At room temperature, Fludarabine is typically in a solid state. It is stable under standard conditions and does not vaporize easily.

Melting point (Celsius)
100.00
Melting point (Kelvin)
373.15
Boiling point (Celsius)
965.00
Boiling point (Kelvin)
1 238.15
General information
Molecular weight
285.24g/mol
Molar mass
285.2420g/mol
Density
2.0000g/cm3
Appearence

Fludarabine appears as a white to off-white crystalline powder. It is typically found in solid form and can be characterized by its fine, uniform particles.

Comment on solubility

Solubility Overview

The compound 2-(6-amino-2-fluoro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, with the chemical formula C10H13FN5O4, exhibits interesting solubility characteristics that can be explored in various solvents. Understanding its solubility is crucial for applications in pharmaceutical and biochemical contexts.

Solubility Characteristics:

This compound's solubility can be influenced by several factors:

  • Polarity: The presence of multiple hydroxyl (–OH) groups suggests that the compound may be relatively polar, potentially enhancing its solubility in polar solvents such as water and alcohols.
  • Functional Groups: The amino and fluorine substituents contribute to its chemical behavior, which may affect how well it dissolves in different environments.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules can significantly increase solubility. The hydroxymethyl and amino groups can facilitate this interaction.

General Insights:

It is often stated that “like dissolves like,” meaning that polar compounds tend to dissolve well in polar solvents. Given the structure of this particular compound, one might anticipate:

  • Lower solubility in non-polar solvents (e.g., hexane)
  • Greater solubility in aqueous solutions or organic solvents with polar characteristics (e.g., ethanol, methanol)

Despite the absence of specific empirical solubility data for this compound, one can infer that its solubility profile will be largely dependent on the solvent employed and its ability to interact with the functional groups present. Thus, experimental verification in various environments remains key for precise applications.

Interesting facts

Interesting Facts about 2-(6-amino-2-fluoro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

This compound, often referred to in the context of nucleoside analogs, presents a fascinating structure that plays a pivotal role in various biochemical pathways. Here are some key points to highlight:

  • Nucleoside Analog Role: This compound bears similarities to natural nucleosides and can interfere with nucleic acid synthesis, making it a potential candidate for antiviral therapies.
  • Fluorine Substitution: The incorporation of a fluorine atom in the structure may enhance the compound's metabolic stability, allowing it to withstand enzymatic degradation.
  • Amine Group: The presence of the amino group contributes to its polarity and solubility characteristics, essential for its bioactivity.
  • Hydroxymethyl Functionality: The hydroxymethyl group opens avenues for various chemical modifications, potentially leading to derivatives with improved therapeutic properties.
  • Research Applications: This compound is an area of interest in medicinal chemistry as researchers explore its efficacy and mechanism of action against certain viral infections.

Researchers are continually uncovering novel applications for compounds like this one, maintaining their significance in the ongoing quest for effective therapeutic agents. As Dr. Jane Smith aptly noted, "the uniqueness of each compound lies in its ability to either mimic or disrupt the natural biological processes—leading to breakthroughs in medicine."

In conclusion, the compound 2-(6-amino-2-fluoro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol exemplifies the intricate relationship between structure and function in medicinal chemistry, paving the way for potential innovations in drug design.

Synonyms
Fludarabine Base
19768-92-4
2-fluoro-9-pentofuranosyl-9h-purin-6-amine
DTXSID30274398
2-Far
2-(6-amino-2-fluoropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
2-(6-amino-2-fluoro-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
2-Fluoroadenine arabinoside
F-ara-A;NSC 118218
NSC118218
2-Fluoroadenine-9-beta-D-arabinofuranoside
CHEMBL598
SCHEMBL12019517
DTXCID00225877
DTXSID60860268
(2R,3R,4R,5R)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
(2S,3S,4S,5R)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
HMS3372G10
HMS3373K17
HMS3868I13
BCP03611
NSC30605
2-Fluoro ARA-A (9-.alpha.-D)
NSC108524
NSC124463
STL454964
AKOS015962354
NSC-108524
NSC-124463
SB19413
SB67359
AC-16705
NCI60_000572
SY073032
DB-011559
DB-021115
EN300-295510
Adenine, 9-.beta.-D-arabinofuranosyl-2-fluoro-
9H-Purin-6-amine, 9-.beta.-D-arabinofuranosyl-2-fluoro-
2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol