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Cytosine arabinoside

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Identification
Molecular formula
C9H13N3O5
CAS number
147-94-4
IUPAC name
4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one
State
State

At room temperature, Cytosine arabinoside is observed as a crystalline solid.

Melting point (Celsius)
212.00
Melting point (Kelvin)
485.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
243.22g/mol
Molar mass
243.2160g/mol
Density
2.0200g/cm3
Appearence

Cytosine arabinoside typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one

4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one is a complex organic compound that presents interesting solubility characteristics. Its solubility can be influenced by several factors:

  • Polarity: This compound contains both polar hydroxyl groups and a triazine ring structure, which may enhance its ability to dissolve in polar solvents such as water.
  • Hydrogen Bonding: The presence of multiple hydroxyl groups indicates a potential for extensive hydrogen bonding, which could facilitate solubility in aqueous solutions.
  • Temperature Effects: Like many organic compounds, temperature may play a crucial role in its solubility; typically, increasing temperature can increase solubility.
  • pH Sensitivity: The solubility may also vary significantly with pH, where different ionic states of the amino group can either promote or hinder solubility based on the solution's acidity or basicity.

In summary, while the solubility of 4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one is generally expected to be favorable in polar environments, actual solubility can greatly depend on specific conditions such as solvent choice, temperature, and pH levels. As such, understanding these factors is essential for effective utilization in both laboratory and industrial applications.

Interesting facts

Interesting Facts about 4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one

The compound 4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one is a fascinating example of a molecule that showcases the intersection of organic chemistry and medicinal applications. Here are some intriguing aspects to consider:

  • Structural Significance: The compound features a triazine ring, a fundamental scaffolding in various pharmaceutical agents, illustrating the versatility of heterocyclic compounds.
  • Biological Relevance: The presence of the hydroxy and amine groups suggests significant biological activity, potentially enabling interactions with biological targets like enzymes or receptors.
  • Application in Research: It is often studied for its role in agricultural chemistry, particularly as a herbicide or pesticide, owing to its ability to interfere with processes in photosynthetic organisms.
  • Innovative Analogues: Chemists frequently design analogues of this compound to enhance potency or reduce toxicity, delving into structure-activity relationships (SAR) to optimize effectiveness.
  • Multifunctionality: The incorporation of the tetrahydrofuran moiety adds a layer of complexity and may contribute to the compound’s ability to serve multiple purposes, potentially aiding in drug delivery systems.

In summary, 4-amino-1-[4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1,3,5-triazin-2-one serves as a brilliant example of how chemical structure can inform function and application, making it a valuable compound for ongoing research in various scientific fields.

Synonyms
1-(2-Deoxy-a-D-ribofuranosyl)-5-azacytosine
815-973-4
22432-95-7
4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one
4-amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro-1,3,5-triazin-2-one
NSC127716
NSC-127717
5-Aza-2'-deoxycytidine;NSC 127716
Dacogen (MGI Pharm)
5-Aza-2?-deoxycytidine
Decitabine [USAN:BAN:INN]
CHEMBL117470
SCHEMBL1651086
SCHEMBL20340636
BCBcMAP01_000220
CHEBI:95165
DTXSID60859718
HMS3267L03
HMS3369G03
HMS3654K20
NSC127717
ZINC00001253
ZINC00057188
AKOS026750129
ID74826
SB18982
NCGC00167799-01
LS-13452
NCI60_000632
SY028608
NS00001135
AB01273945-01
Q27166965
4-Amino-1-(2-deoxypentofuranosyl)-1,3,5-triazin-2(1H)-one
4-amino-1-(2-deoxy-beta-d-erythro-pentofuranosyl)-s-triazin-2(1h)-on
4-amino-1-[4-hydroxy-5-(hydroxymethyl)-2-oxolanyl]-1,3,5-triazin-2-one
s-Triazin-2(1H)-one, 4-amino-1-(2-deoxy-.beta.-D-erythro-pentofuranosyl-
1,5-Triazin-2(1H)-one, 4-amino-1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-
s-Triazin-2(1H)-one, 4-amino-1-(2-deoxy-.alpha.-D-erythropentofuranosyl)-
Decitabine impurity C;4-Amino-1-(2-deoxy-?-D-erythro-pentofuranosyl)-s-triazin-2(1H)-one;a-Decitabine