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Adefovir dipivoxil hydrochloride

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Identification
Molecular formula
C20H32ClN5O5
CAS number
106941-25-7
IUPAC name
2-amino-N-[5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl]-3-(4-methoxyphenyl)propanamide;hydrochloride
State
State

At room temperature, the compound is in a solid state. It's generally stable when stored under recommended conditions, but it should be protected from excessive moisture.

Melting point (Celsius)
321.10
Melting point (Kelvin)
594.30
Boiling point (Celsius)
505.50
Boiling point (Kelvin)
778.70
General information
Molecular weight
497.99g/mol
Molar mass
497.9920g/mol
Density
1.2900g/cm3
Appearence

The compound typically appears as a white to off-white crystalline powder. It is known to be hygroscopic, meaning it can absorb moisture from the air, which can affect its appearance.

Comment on solubility

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

The solubility of this complex compound, while not extensively documented, can be inferred from several key attributes related to its structure and composition:

  • Presence of Hydrochloride: The hydrochloride form typically enhances solubility in water due to the ionic interaction between the chloride ion and water molecules.
  • Amine Groups: The presence of amino groups tends to promote solubility in polar solvents, as these groups can engage in hydrogen bonding.
  • Hydroxyl Groups: The hydroxymethyl substituent can also contribute positively to solubility, enhancing interactions with solvent molecules.
  • Overall Structure: Given the presence of both aromatic and aliphatic segments in its structure, solubility in organic solvents may also be anticipated.

In summary, while the exact solubility parameters of this specific compound may require empirical evaluation, it is reasonable to predict good solubility in aqueous media due to its ionic form and polar functional groups. As noted in many solubility studies, "a compound's mobility in water is often dictated by its molecular interactions" — a concept that applies explicitly here.

Interesting facts

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

This compound represents a fascinating intersection of organic chemistry and pharmacology. With a complex structure, it highlights the intricacies of molecular design in the development of pharmaceutical agents. Here are some interesting facts:

  • Pharmaceutical Relevance: This compound falls under the category of purine derivatives, which are pivotal in various biological processes and often serve as the basis for antiviral and anticancer medications.
  • Structure-Activity Relationship: The design illustrates the importance of structural modifications in enhancing biological activity. Modifying side chains and functional groups is a common strategy for improving drug efficacy.
  • Mechanism of Action: As a potential therapeutic agent, it may interact with specific receptors or enzymes, drawing interest for its possible role in cellular pathways, particularly in nucleic acid metabolism.
  • Natural Inspiration: Many compounds like this are inspired by natural products, reflecting the profound relationship between natural biochemistry and synthetic chemistry in drug discovery.
  • Dimethylamino Group: The presence of the dimethylamino moiety indicates potential effects on solubility and bioavailability, essential for effective drug formulation.

In summary, the exploration of this compound offers insights into the rigorous methodologies employed in designing molecules with targeted therapeutic actions. As the field of medicinal chemistry continues to evolve, compounds like this one pave the way for innovative treatments and a deeper understanding of complex biological systems.