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Zidovudine

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Identification
Molecular formula
C10H13N5O4
CAS number
30516-87-1
IUPAC name
4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
State
State

At room temperature, zidovudine is in a solid crystalline state.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
233.00
Boiling point (Kelvin)
506.15
General information
Molecular weight
267.24g/mol
Molar mass
267.2440g/mol
Density
1.6100g/cm3
Appearence

Zidovudine is a white to off-white crystalline powder. It is odorless and slightly soluble in water.

Comment on solubility

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

The compound 4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one, with the chemical formula C10H13N5O4, exhibits noteworthy solubility characteristics that can be influenced by various factors.

Key Aspects of Solubility

  • Polarity: The presence of multiple hydroxyl groups in the structure significantly enhances the polarity of the compound, boosting its affinity for polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules contributes to its solubility. More polar interactions tend to lead to higher solubility.
  • Temperature Dependence: Like many organic compounds, the solubility of this compound may increase with temperature, suggesting varied solubility profiles at different thermal conditions.
  • Buffer Solutions: In biological contexts, solubility may be affected by pH and ionic strength, especially considering the possible involvement of various buffer systems.

In summary, the solubility of 4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one is influenced by its molecular structure, particularly the functional groups that promote interactions with solvents, making it a compound of interest for further solubility studies.

Interesting facts

Discovering 4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one is a fascinating compound that showcases the intricate relationship between structure and function in pharmaceutical chemistry. Here are some intriguing aspects of this compound:

  • Pyrimidine Derivative: The compound is built upon a pyrimidine backbone, which is a common structure in many nucleic acids and their analogs.
  • Biological Relevance: Compounds related to this structure are often explored for their potential as antiviral and anticancer agents, contributing to the fight against various diseases.
  • Hydroxymethyl Functionality: The presence of a hydroxymethyl group enhances the molecule's reactivity and can potentially influence its biological activity.
  • Hydroxyl Groups: The two dihydroxy groups present play a crucial role in hydrogen bonding, which can affect the solubility and interaction of the compound with biological targets.
  • Potential Applications: Research into this compound covers areas such as drug design, specifically targeting enzymes in metabolic pathways, thereby influencing the development of novel therapeutic agents.

Scientists often say, “The structure of a molecule is the key to its function.” This quote emphasizes the importance of understanding 4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one within the broader context of medicinal chemistry, where the structural nuances can unlock therapeutic potentials you never imagined!

Overall, the exploration of this compound highlights not only the complexity of its molecular architecture but also the wealth of possibilities it presents for advancing scientific knowledge in the therapeutic realm.

Synonyms
Cytosar
478511-21-6
[5',5''-2H2]cytidine
4-amino-1-pentofuranosylpyrimidin-2(1H)-one
.beta.-Arabinosylcytosine
.beta.-Cytosine arabinoside
.beta.-D-Arabinosylcytosine
Cytosine-.beta.-arabinoside
Arabinofuranosylcytosine
Cytarabin
1.beta.-D-Arabinosylcytosine
Alexan
MLS003389283
688007-26-3
Cytosine, .beta.-D-arabinoside
1.beta.-Arabinofuranasylcytosine
Arabinosylcytosine
Cytosine arabinose
1.beta.-D-Arabinofuranosylcytosine
4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Cytosine, 1-.beta.-D-arabinosyl-
Cytosine-.beta.-D-arabinofuranoside
1-.beta.-D-Arabinofaranosylcytosine
Cylocide
NSC 63878
Cytosine, 1-.beta.-D-arabinofuranosyl-
1-Arabinofuranosylcytosine
Iretin
[2'-13C]CYTIDINE
alpha-Cytidine
1-.beta.-D-Arabinofuranosyl-4-amino-2(1H)pyrimidinone
Cytosine-beta-D-arabinofuranoside
NCI-C04728
Cytarabine-13C3
MLS002702869
4-Amino-1-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
SMR001549941
4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidine
Cytosine beta-D-arabinofuranoside;Cytosine Arabinoside;Ara-C
Cytosine beta-D-riboside;Cytosine-1-beta-D-ribofuranoside
1-.beta.-D-Arabinofuranosylcytosine
NSC287459
CYTARABINE, Cytarabine (Cytosine 1-b-D-arabinofuranoside), CYTIDINE
AC-1075
4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one
4-amino-1-ss-D-arabinofuranosyl-2(1H)pyrimidinone-13C3; Cytosine-ss-D-arabinofuranoside-13C3;
Cytosine beta-D-arabinofuranoside hydrochloride;Cytosine Arabinoside hydrochloride;Ara-C hydrochloride
U-19920 A
U 19920
CHEMBL78
ChemDiv1_027335
MolMap_000003
Oprea1_593929
Oprea1_858801
SCHEMBL149563
Cytosine .beta.-D-arabinoside
HMS664K11
Cytosine-1-b-D-arabinofuranoside
DTXSID80859078
1-.beta.-Arabinofuranosylcytosine
1-.beta.-D-Ribofuranosylcytosine
UHDGCWIWMRVCDJ-UHFFFAOYSA-N
HMS3371G12
HMS3393K19
HMS3428O03
HMS3655P13
4-amino-1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
ALBB-021997
CHX-3311
NSC20258
BBL028243
NSC249004
STK391124
AKOS001590380
AKOS017259253
Cytosine-1-.beta.-D-arabinofuranoside
NSC-249004
SMP2_000209
NCGC00015258-02
NCGC00015258-03
NCGC00015258-04
NCGC00015258-05
NCGC00094638-01
NCGC00094638-02
NCGC00094638-03
NCGC00094638-04
AS-12090
DA-72509
NCI60_012951
SY004943
SY005417
DB-124991
WLN: T6NVNJ DZ A-BT5OTJ CQ DQ E1Q
AB01273973-01
EN300-1073140
L001298
SR-01000597029
SR-01000597029-1
2(1H)-Pyrimidinone, 4-amino-1.beta.-D-ribofuranosyl-
4-Amino-1-.beta.-D-arabinofuranosyl-2(1H)-pyrimidinon
4-Amino-1-.beta.-d-arabinofuranosyl-2(1H)-pyrimidinone
2(1H)-Pyrimidinone, 4-amino-1.beta.-D-arabinofuranosyl-
4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one