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Cladribine

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Identification
Molecular formula
C10H12ClN5O3
CAS number
4291-63-8
IUPAC name
(2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
State
State

At room temperature, Cladribine is a solid. It is known to be relatively stable under normal conditions.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.20
Boiling point (Celsius)
678.50
Boiling point (Kelvin)
951.70
General information
Molecular weight
285.68g/mol
Molar mass
285.7070g/mol
Density
2.0000g/cm3
Appearence

Cladribine is typically found as a white powder or crystalline substance.

Comment on solubility

Solubility of (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

The solubility of the compound (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol can be quite complex, depending significantly on various factors. Understanding its solubility properties is pivotal for applications in pharmaceuticals and bioactive compounds. Here are several key points to consider:

  • Polarity: The presence of multiple hydroxyl (-OH) groups generally enhances the compound's polarity, potentially increasing its solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvent molecules can lead to higher solubility in aqueous environments.
  • Temperature Dependency: Solubility may increase with temperature; thus, laboratory conditions can impact its behavior.
  • pH Levels: The pH of the solution might affect the ionization of the amino and hydroxyl groups, influencing solubility.
  • Interactions with Other Solutes: The presence of other solutes might create competitive interactions that could either facilitate or hinder the solubility of this compound.

In conclusion, while (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol may exhibit solubility in specific conditions, it is crucial to assess the solvent system and environmental parameters rigorously to predict its behavior accurately. As noted, "solubility is a dynamic property" that can change with varying conditions, making it an essential consideration in the practical use of this compound.

Interesting facts

Interesting Facts About (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

This compound, known for its complexities, is a fascinating example of a modified nucleoside. Its structure includes a purine base, which is a fundamental component of nucleic acids. Here are some intriguing insights:

  • Biological Significance: The presence of an amino group and a chloro substituent on its purine ring suggests potential antiviral activity, making it a subject of interest in medicinal chemistry.
  • Structure-Activity Relationship: The specific stereochemistry of the tetrahydrofuran ring allows for interactions that are crucial in biological systems, influencing both the binding affinity and specificity for biological targets.
  • Potential Therapeutic Uses: Compounds of this nature have been studied for their roles in treating various diseases, including cancers and viral infections, showcasing how modifications can yield molecules with enhanced therapeutic profiles.
  • Research Implications: Its unique structure provides a rich platform for further pharmacological research, enabling scientists to explore the relationship between structure and function in nucleoside analogs.

In conclusion, (2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol exemplifies the intricate balance of chemistry and biology. The field of nucleoside analogues continues to be a vibrant area of research, underscoring the importance of chemical modifications in advancing pharmaceutical science.

Synonyms
2-Chloroadenosine
146-77-0
ADENOSINE, 2-CHLORO-
6-Amino-2-chloropurine riboside
Cl-Ado
5-Chloroformycin A
2-Chloroadenosinehemihydrate
2 Chloroadenosine
2-Chloro Adenosine
2Cl-Ado
CADO
(2R,3R,4S,5R)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
EINECS 205-678-3
NSC 36896
2-CADO
BRN 0043957
7W7ZUG45G8
103090-47-7
(2R,3R,4S,5R)-2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
MFCD00005734
MLS000028365
CHEMBL285819
DTXSID301017134
4-26-00-03725 (Beilstein Handbook Reference)
NSC-36896
SMR000058612
(2R,3R,4S,5R)-2-(6-amino-2-chloro-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
C10H12ClN5O4
81012-94-4
UNII-7W7ZUG45G8
2-Chloroado
2-CI Adenosine
2-chloro-adenosine
Adenosine, 2-chloro-; 2-Chloroadenosine; 2-Chloro-D-adenosine; Antibiotic AT 265B; CADO; NSC 36896
2-chloro[3h]adenosine
Opera_ID_460
2-Chloroadenosine (CADO)
REGID_for_CID_8974
GTPL372
MLS001424176
MLS002153284
SCHEMBL104094
2-(6-Amino-2-chloro-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
CHEBI:125640
DTXCID301475316
HMS2051B22
HMS2235K11
BDBM50009525
HB2844
PDSP1_000569
PDSP1_000999
PDSP1_001209
PDSP2_000567
PDSP2_000983
PDSP2_001193
AKOS015896917
AKOS015995296
CCG-101063
CS-W008344
HY-W008344
NC00313
NC06293
NCGC00021540-03
NCGC00021540-04
NCGC00021540-05
NCGC00021540-06
NCGC00021540-11
AS-12085
PD003180
2-Chloro-9-(beta-D-ribofuranosyl)adenine
DB-005234
EN300-181910
Q27071883
Z1741982920
6-Amino-2-chloropurine riboside;2-Chloro-D-adenosine;2-CADO
(2R,3R,4S,5R)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
(2R,3R,4S,5R)-2-(6-Amino-2-chloro-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
2-[6-Amino-2-(2-cyclopentyl-ethylamino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol
205-678-3