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Idoxuridine

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Identification
Molecular formula
C9H11IN2O5
CAS number
54-42-2
IUPAC name
1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione
State
State

Idoxuridine is a solid at room temperature. It is often used in a hydrated form which may affect its handling and processing in pharmaceutical preparations.

Melting point (Celsius)
175.00
Melting point (Kelvin)
448.15
Boiling point (Celsius)
545.50
Boiling point (Kelvin)
818.65
General information
Molecular weight
370.10g/mol
Molar mass
370.0960g/mol
Density
3.9603g/cm3
Appearence

Idoxuridine typically appears as a white, crystalline powder. It is odorless and has a slightly bitter taste. The compound is often used in the form of a topical application for medicinal purposes.

Comment on solubility

Solubility of 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione

The solubility of the compound 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione (C9H11IN2O5) can be influenced by several factors that contribute to its overall behavior in various solvents:

  • Polarity: The presence of hydroxyl groups typically enhances solubility in polar solvents, such as water.
  • Hydrogen Bonding: This compound can engage in hydrogen bonding due to its hydroxyl (-OH) groups, which can further increase solubility.
  • Iodine Atom: The iodo group can introduce interesting interactions with different solvents, but may also decrease overall solubility compared to compounds without halogens.
  • Solvent Compatibility: While this compound may exhibit good solubility in organic solvents like dimethyl sulfoxide (DMSO) or ethanol, its solubility may differ in non-polar solvents.

To summarize, the solubility profile of this compound is anticipated to be good in polar solvents and somewhat limited in non-polar environments. It is worth investigating specific solvent conditions for practical applications, as this can significantly influence both availability and functionality.

Interesting facts

Interesting Facts about 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione

This fascinating compound is a notable member of the pyrimidine family, which is known for its diverse applications in pharmaceuticals and biochemistry. The incorporation of an iodine atom and a hydroxymethyl group enhances its reactivity and functionality, making it a potential candidate for various chemical reactions.

Key Features:

  • Bioactivity: Compounds containing pyrimidine rings often exhibit biological activity. This particular compound may show promise as an intermediate in the synthesis of antiviral or anticancer agents.
  • Structural Variety: The presence of a tetrahydrofuran ring contributes to the molecular diversity, potentially leading to varying pharmacological properties.
  • Research Interest: This compound is of particular interest in medicinal chemistry due to its unique functional groups, which may enhance binding affinity in biological systems.

As a student of chemistry, one might find this compound intriguing not only for its structural characteristics but also for the challenges involved in its synthesis and potential applications. Its construction requires a careful approach, highlighting the <importance of functional group chemistry> in drug design and molecular biology.

Moreover, understanding the mechanisms by which such compounds interact with biological systems is crucial. One might explore questions such as: How does the iodine substitution affect its biochemical interactions? and Can derivatives of this compound be synthesized for specific therapeutic uses?

In summary, 1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione exemplifies the intricate relationship between chemical structure and biological activity, paving the way for further research and discovery.

Synonyms
Dendrid
Ophthalmadine
Herpesil
Herpidu
Iducher
Synmiol
Emanil
Herplex liquifilm
3'-epi-Idoxuridine
URIDINE, 2'-DEOXY-5-IODO-
Spectanefran
Iduviran
Idexur
Idulea
MLS002702846
CHEMBL268690
Idu Oculos
5-Iododesoxyuridine
5-Iodo-deoxyuridine
NSC 39661
60110-67-0
1.beta.-D-2'-Deoxyribofuranosyl-5-iodouracil
1-(4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione
Uridine, 5-iodo-2'-deoxy-
Uracil, 5-iodo-1-(2-deoxy-.beta.-D-ribofuranosyl)-
XQFRJNBWHJMXHO-UHFFFAOYSA-
SKF 14287
93780-25-7
Herpe-Gel
5-iodo-2 inverted exclamation mark -Deoxyuridine
5-Iodo-2?-deoxyuridine
ChemDiv1_027236
cid_3687
Oprea1_780054
SCHEMBL654667
SCHEMBL21585076
HMS664F22
XQFRJNBWHJMXHO-UHFFFAOYSA-N
HMS3369H05
HMS3655A20
NSC39661
BDBM50016788
STK673655
1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
AKOS003631534
AKOS005593282
1-(4-Hydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-5-iodo-1H-pyrimidine-2,4-dione
LS-13625
NCI60_003716
SMR001330614
SY015040
WLN: T6NVMVJ EI A- ET5OTJ B1Q CQ
EU-0051633
NS00002765
VU0489326-1
AB00674532-01
1-(2-Deoxy-.beta.-D-ribofuranosyl)-5-iodouracil
SR-01000517285
SR-01000517285-1
1-(2-deoxypentofuranosyl)-4-hydroxy-5-iodopyrimidin-2(1H)-one
1-(4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione (IDU)
1-(4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione( IDU)
1-(4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione(IDU)
1-(4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione(IdUrd)
1-(4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-1H-pyrimidine-2,4-dione (c-5-iodo-2-deoxyuridine)