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Decitabine

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Identification
Molecular formula
C8H12N4O4
CAS number
2353-33-5
IUPAC name
2-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
State
State

At room temperature, Decitabine is typically a solid.

Melting point (Celsius)
209.00
Melting point (Kelvin)
482.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.15
General information
Molecular weight
228.21g/mol
Molar mass
228.2060g/mol
Density
1.8754g/cm3
Appearence

Decitabine appears as a white to almost white crystalline powder. It is sparingly soluble in water and very slightly soluble in methanol. It is practically insoluble in acetone and ethanol.

Comment on solubility

Solubility of 2-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

The solubility of the compound 2-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol, with the chemical formula C8H12N4O4, can be quite intriguing. Understanding its solubility characteristics is crucial for a range of applications, especially in pharmaceuticals where bioavailability is a key factor. Here are some important points to consider regarding its solubility:

  • Polarity: The presence of hydroxymethyl and amino groups suggests that the compound may have polar characteristics, which can enhance solubility in polar solvents.
  • Hydrogen Bonding: The hydroxymethyl and amino functional groups can engage in hydrogen bonding, potentially leading to increased solubility in water.
  • Steric Effects: The bulky pyrrolo-pyrimidine structure may create steric hindrance, which could affect the packing in the solid state and alter solubility behavior.
  • Solvent Interaction: It is theorized that this compound may be more soluble in solvents like DMSO or DMF compared to non-polar solvents, due to polar interactions.

In conclusion, while specific solubility data may not be readily available, the analysis indicates that the compound might exhibit reasonable solubility in polar solvents, with a potential preference for hydrogen bond-donating environments. This understanding is pivotal in optimizing its use in various applications.

Interesting facts

Interesting Facts about 2-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

This compound is a fascinating molecule, noteworthy for its complex structure and potential applications in medicinal chemistry. As a derivative of pyrrolo-pyrimidine, it is particularly interesting due to the presence of the iodo substituent which can significantly influence the compound's reactivity and biological activities. Here are some engaging aspects of this compound:

  • Biological Significance: Compounds like this one are often studied for their roles as potential therapeutic agents, especially in the context of cancer treatments and antiviral applications.
  • Structural Diversity: The inclusion of both a pyrrolo and a pyrimidine moiety in its structure enables a range of interactions with biological targets, enhancing its usefulness in drug design.
  • Functional Groups: The hydroxymethyl group presents opportunities for further modifications, which could be exploited for increasing bioactivity or solubility.
  • Iodine's Role: The presence of iodine in the compound often affects pharmacokinetics, including absorption and distribution within biological systems, making iodine-containing compounds a topic of interest in radiological studies.

Moreover, the examination of compounds with such intricate chemical frameworks has been enriched by advancements in spectroscopy and computational chemistry, allowing scientists to explore their properties more thoroughly. As noted by researchers, “Understanding the nuances of structure-activity relationships in such compounds is key to unlocking their therapeutic potential.”

In summary, 2-(4-amino-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol represents a compelling example of how complex organic molecules can pave the way for innovations in pharmaceuticals.

Synonyms
7-Iodo-7-deaza-D-guanosine
444020-71-7
(2S,3S,4R,5S)-2-(4-amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
BiomolKI_000049
BiomolKI2_000055
BMK1-F1
BSPBio_001227
KBioGR_000567
KBioSS_000567
CHEMBL63388
4-Amino-5-iodo-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
SCHEMBL2043545
CHEBI:93817
KBio2_000567
KBio2_003135
KBio2_005703
KBio3_001013
KBio3_001014
WHSIXKUPQCKWBY-UHFFFAOYSA-N
Bio2_000444
Bio2_000924
HMS1362M09
HMS1792M09
HMS1990M09
NSC113939
AKOS030242162
CCG-100653
NSC-113939
2-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
IDI1_002199
NCGC00096117-01
NCGC00163302-01
NCGC00163302-02
NCGC00163302-03
NCGC00163302-04
BRD-A18497530-001-03-8
BRD-A18497530-001-04-6
Q27165541
Z2216889315
2-(4-amino-5-iodo-7-pyrrolo[2,3-d]pyrimidinyl)-5-(hydroxymethyl)oxolane-3,4-diol
4-Amino-5-iodo-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine;7-Iodotubercidin