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6-Dehydro-7-deazaguanine

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Identification
Molecular formula
C9H12N4O3
CAS number
75030-52-3
IUPAC name
(2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
State
State

At room temperature, 6-Dehydro-7-deazaguanine is typically found as a solid. It may also be slightly hygroscopic, meaning it can absorb small amounts of moisture from the air.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.00
Boiling point (Celsius)
324.00
Boiling point (Kelvin)
597.00
General information
Molecular weight
181.17g/mol
Molar mass
181.1740g/mol
Density
0.9112g/cm3
Appearence

This compound usually appears as a white to off-white crystalline powder. It is often provided in a solid form for research purposes, packed in sealed containers to avoid contamination with moisture or other chemicals.

Comment on solubility

Solubility of (2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

The solubility of this complex compound is quite intriguing due to its multifaceted structure. The presence of various functional groups, such as amino, hydroxymethyl, and diol, significantly influences its solubility behavior in different solvents. Here are some key points to consider:

  • Aqueous Solubility: Compounds bearing hydroxyl groups tend to exhibit good solubility in water, owing to their ability to form hydrogen bonds. This solubility is likely enhanced in our compound due to the presence of multiple hydroxymethyl and diol functionalities.
  • Solvent Interaction: The nitrogen-containing imidazole ring can also partake in interactions with polar solvents, potentially increasing solubility. As a result, solubility may vary considerably in solvents with differing polarities.
  • pH Dependence: Given the amino group, the solubility of this compound may also be pH-dependent. Under acidic conditions, the amine can become protonated, which might enhance solubility in some environments.
  • Crystalline vs. Amorphous: The solid-state form of the compound can also affect solubility; crystalline structures often exhibit lower solubility compared to amorphous forms due to differences in molecular arrangement.

In conclusion, predicting the solubility of (2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol requires careful consideration of the solvent environment and the compound's functional groups. Its ability to interact with water and polar solvents is promising, making it a versatile candidate for various applications.

Interesting facts

Interesting Facts about (2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

This intriguing compound, often recognized for its complex structure, showcases the fascinating interplay of organic chemistry and biological activity. Here are some noteworthy aspects:

  • Stereochemistry: The specific stereochemical configuration indicated by the (2R,3R,4S,5R) designation highlights its chirality. Chirality plays a crucial role in the biological activity of molecules, influencing how they interact with enzymes and receptors.
  • Biological Implications: Given its structure, this compound may possess significant biological properties, potentially serving as a lead compound in drug discovery. The presence of the imidazo[4,5-c]pyridine moiety hints at possible anticancer or antimicrobial activities.
  • Hydroxymethyl Group: The hydroxymethyl substituent is known to enhance solubility and biological activity. It could potentially participate in hydrogen bonding, which might increase the compound's interaction with biological targets.
  • Research Potential: This compound has likely generated interest in the field of medicinal chemistry, where its unique features can be explored for new therapeutic agents. Researchers might investigate its mechanism of action and how it influences various biochemical pathways.
  • Analytical Chemistry: The complexity of its structure necessitates sophisticated analytical techniques for characterization. Methods such as NMR spectroscopy, mass spectrometry, and chromatography are crucial tools in the chemist's arsenal for understanding its behavior and properties.

As with many novel compounds, ongoing research will continue to uncover the vast potential this compound holds in both academic and applied sciences.

Synonyms
3-DEAZAADENOSINE
6736-58-9
3-deaza-adenosine
Deaza-Ado
Adenosine, 3-deaza-
UNII-037V4520IY
3dAdo
037V4520IY
NSC 167897
DTXSID2040941
NSC-167897
1H-Imidazo(4,5-c)pyridine, 4-amino-1-beta-D-ribofuranosyl-
1H-IMIDAZO(4,5-C)PYRIDIN-4-AMINE, 1-.BETA.-D-RIBOFURANOSYL
(2R,3R,4S,5R)-2-{4-amino-1H-imidazo[4,5-c]pyridin-1-yl}-5-(hydroxymethyl)oxolane-3,4-diol
1-beta-D-Ribofuranosyl-1H-Imidazo(4,5-c)pyridin-4-amine
1-beta-D-ribofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine
(2R,3R,4S,5R)-2-(4-amino-1H-imidazo(4,5-c)pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
1-.beta.-D-Ribofuranosyl-1H-Imidazo[4,5-c]pyridin-4-amine
DTXCID0020941
1H-IMIDAZO(4,5-C)PYRIDIN-4-AMINE, 1-BETA-D-RIBOFURANOSYL
1H-Imidazo(4,5-c)pyridine, 4-amino-1-beta-D-ribofuranosyl-(8CI)
dbzqfunlcalwdy-abhrneansa-n
3-Deaza Adenosine
(2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
4-Amino-1-(beta-D-ribofuranosyl)-1H-imidazo(4,5)-pyridine
AD3
3DZA
(2R,3R,4S,5R)-2-(4-Amino-1H-imidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
NSC167897
9-Deazaado
MFCD00153951
DHCDA
C^3Ado
1hp0
3-Deazaadenosine, 3-DeazaA
BIDD:GT0703
CHEMBL202701
GTPL5115
SCHEMBL1738519
BDBM82055
DBZQFUNLCALWDY-PNHWDRBUSA-N
AKOS024260271
CS-W014048
DB04546
HY-W013332
ND04697
NCGC00093846-07
AC-32285
AS-78389
PD019530
CAS_6736-58-9
NS00071576
G12425
Q27073728
1-(beta-D-ribofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine
1H-Imidazo(4,5-c)pyridin-4-amine, 1-beta-D-ribofuranosyl-
{1H-Imidazo[4,5-c]pyridine,} 4-amino-1-.beta.-D-ribofuranosyl-
4-Amino-1-?-D-ribofuranosyl-1H-imidazo[4,5-c]pyridine;3-Deaza-D-adenosine
(2R,3R,4S,5R)-2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol