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2'-Deoxyadenosine

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Identification
Molecular formula
C10H13N5O3
CAS number
951-77-9
IUPAC name
(2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol
State
State

At room temperature, 2'-Deoxyadenosine is found in a solid state. It is commonly stored in a dry place to prevent any moisture absorption that might affect its stability.

Melting point (Celsius)
187.00
Melting point (Kelvin)
460.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
251.25g/mol
Molar mass
251.2490g/mol
Density
1.8500g/cm3
Appearence

2'-Deoxyadenosine is a white crystalline powder. It is typically odorless and has a slightly bitter taste. The compound is often used in molecular biology and biochemistry experiments.

Comment on solubility

Solubility of (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol

The solubility of the compound (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol (C10H13N5O3) is influenced by its unique structure and the presence of various functional groups.

Factors Affecting Solubility:

  • Polarity: The compound features hydroxymethyl and amino groups, which can engage in hydrogen bonding, enhancing its solubility in polar solvents like water.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups facilitates interactions with solvent molecules, contributing to better solubility profiles.
  • Size and Structure: The relatively small size of the molecule allows it to dissolve more readily compared to larger organic compounds.

Moreover, the solubility behavior can be summarized as follows:

  • Soluble in water: Its hydrophilic nature makes it favorable for solvation in aqueous media.
  • Solubility in organic solvents: The compound may exhibit variable solubility in organic solvents depending on their polarity.

Understanding the solubility characteristics of this compound is essential for applications in pharmaceutical formulations and biochemical interactions, as noted: "A compound's solubility often dictates its bioavailability and overall effectiveness."

Interesting facts

Interesting Facts about (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol

(2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol is a fascinating compound with a unique structure and significant biological relevance. Here are some engaging highlights:

  • Biological Role: This compound is known for its role as a nucleoside analog, which makes it critical in the study and treatment of viral infections and certain cancers.
  • Mechanism of Action: It mimics naturally occurring nucleosides, leading to disruption in nucleic acid synthesis. This can hinder the replication of viruses and malign cells.
  • Synthetic Accessibility: Researchers are continually exploring easier methods for synthesizing this compound, which can lead to more accessible treatments for patients.
  • Structure-Activity Relationship: Its complex stereochemistry is essential for its biological efficacy, making it an interesting subject for medicinal chemistry discussions.
  • Future Applications: Ongoing studies may unveil new pathways for therapeutic intervention, providing hope for more effective treatments in combating resistant viral strains and tumors.

The synthesis and study of (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol reflects the intricate relationship between structure and function in medicinal chemistry. As "the journey of a thousand miles begins with a single step," the exploration of this compound represents one small, yet significant step in the vast landscape of pharmaceutical research.

Synonyms
Puromycin aminonucleoside
58-60-6
Aminonucleoside
Stylomycin aminonucleoside
3'-amino-3'-deoxy-n6,n6-dimethyladenosine
3'-Amino-3'-deoxy-N,N-dimethyladenosine
6-Dimethylamino-9-(3'-ribosylamine)purine
ADENOSINE, 3'-AMINO-3'-DEOXY-N,N-DIMETHYL-
CHEBI:42839
EINECS 200-388-3
ARDMA
BRN 0093902
PANS
UNII-0Q580U88V8
Aminonucleoside puromycin
Puromycin, aminonucleoside
MFCD00063462
NSC 3056
3'-amino-3'-deoxy-n(6),n(6)-dimethyladenosine
0Q580U88V8
DTXSID7037264
4-26-00-03697 (Beilstein Handbook Reference)
NSC-3056
(2R,3R,4S,5S)-4-AMINO-2-[6-(DIMETHYLAMINO)-9H-PURIN-9-YL]-5-(HYDROXYMETHYL)TETRAHYDRO-3-FURANOL
(2R,3R,4S,5S)-4-amino-2-(6-(dimethylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol
6-DIMETHYLAMINO-9-(3-AMINO-3-DEOXYRIBOSYL)PURINE
6-(DIMETHYLAMINO)-9-(3-AMINO-3-DEOXY-.BETA.-D-RIBOFURANOSYL)PURINE
9-(3-AMINO-3-DEOXY-.BETA.-D-RIBOFURANOSYL)-6-(DIMETHYLAMINO)-9H-PURINE
GMC
Aminonucleoside, Puromycin
3'-amino-ddiMeA
3' Amino 3' deoxy N,N dimethyladenosine
6N-DIMETHYL-3'-DEOXY-AMINO-ADENOSINE
Epitope ID:140946
SCHEMBL346679
CHEMBL1233071
DTXCID5017264
RYSMHWILUNYBFW-GRIPGOBMSA-N
GLXC-25758
EX-A4156
s9631
AKOS030526166
AT25062
CS-1551
(2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol
AP106413
DA-67816
HY-15695
Q27120494
6-(DIMETHYLAMINO)-9-(3-AMINO-3-DEOXY-BETA-D-RIBOFURANOSYL)PURINE
9-(3-Amino-3-deoxy-.beta.-D-ribofuranosyl)-N,N-dimethyl-9H-purin-6-amine
9-(3-AMINO-3-DEOXY-BETA-D-RIBOFURANOSYL)-6-(DIMETHYLAMINO)-9H-PURINE
Puromycin Aminonucleoside, 6-Dimethylamin-9-[3'-amino-3'deoxyribosyl]-purine
(2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3-ol