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Lamivudine

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Identification
Molecular formula
C8H11N3O3S
CAS number
134678-17-4
IUPAC name
4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
State
State

At room temperature, Lamivudine is in a solid state.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
291.50
Boiling point (Kelvin)
564.65
General information
Molecular weight
229.26g/mol
Molar mass
229.2600g/mol
Density
1.6940g/cm3
Appearence

Lamivudine appears as a white to off-white crystalline solid. It is often used in a powdered form for pharmaceutical preparations.

Comment on solubility

Solubility of 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one (C8H11N3O3S)

The solubility of 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one in various solvents is an important characteristic to consider for its practical applications. Here are some key points regarding its solubility:

  • Water Solubility: This compound is expected to exhibit a moderate level of solubility in water due to the presence of hydrophilic functional groups such as hydroxymethyl and amine.
  • Organic Solvents: It may show varying solubility in polar organic solvents like methanol and ethanol, thanks to its polar nature.
  • Solubility Influences: Several factors can impact its solubility, including:
    1. Temperature: Solubility generally increases with temperature.
    2. pH Levels: The ionization of amine groups may enhance solubility in acidic or basic solutions.
  • Practical Implications: Understanding the solubility can guide formulations in pharmaceuticals or biochemical research, as it influences bioavailability and compound interaction rates.
  • Polar Nature: The compound's structure suggests that its solubility might be significant in polar environments, which is essential for biological activity.

In conclusion, the solubility of 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one is influenced by various factors, making it a compound of interest for further studies in different solvent systems.

Interesting facts

Interesting Facts about 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one

This intriguing compound belongs to a class of molecules known for their biologically active properties, particularly in pharmacology. Here are some fascinating insights:

  • Pharmaceutical Potential: The compound's structure suggests that it may play a role in the development of antiviral or anticancer agents, often serving as a scaffold for creating more complex and potent drugs.
  • Oxathiolane Influence: The presence of the oxathiolane ring has been noted in several nucleoside analogs, enhancing the compound's potential as an inhibitor of viral replication.
  • Hydroxymethyl Group: This functional group contributes to the compound's solubility and reactivity, making it a versatile candidate for modification in medicinal chemistry.
  • Amino Group Role: The amino group (-NH2) is vital in establishing hydrogen bonds, significantly increasing the compound's interaction with biological targets.
  • Research Interest: Due to its structural uniqueness and potential biological applications, researchers are actively exploring its synthesis methodologies and reactivity patterns.

As highlighted by the scientific community, "The exploration of such compounds not only expands our understanding of chemical diversity but also opens new avenues for therapeutic intervention." The continuing studies surrounding this compound may lead to groundbreaking discoveries in the fields of medicine and biochemistry.

Synonyms
141434-39-1
MLS003373964
4-amino-1-(2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one
4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
DTXSID10274412
CIS-LAMIVUDINE
CHEMBL141
NSC620753
4-Amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
cis-BCH-189
cid_60825
SCHEMBL465678
DTXCID40225891
DTXSID30861328
HMS3393D21
HMS3655K21
Pharmakon1600-01503839
BCP06203
GFA08622
BDBM50039162
NSC760061
STL450993
2-(3-Chloro-phenoxy)-propionic acid
AKOS025312824
AB07588
CCG-213211
SB60468
4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-1,2-dihydropyrimidin-2-one
NCI60_006139
SMR001496981
beta-L-2'',3''-dideoxy-3''-thiacytidine
(-)-beta-2'',3''-dideoxy-3''-thiacytidine
EN300-295527
AB01563290_01
(-)-beta-L-2'',3''-dideoxy-3''-thiacytidine
BRD-A02309928-001-04-1
F2173-0438
4-Amino-1-((S)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one
4-Amino-1-(2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one
(R)-4-Amino-1-((R)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one
1-(5-Hydroxy-4-mercapto-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-4-imino-1,4-dihydropyrimidin-2-ol
4-Amino-1-((1S,3R)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one
4-Amino-1-((2R,5S)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one
4-Amino-1-((2S,5R)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one
4-Amino-1-(2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-on(3TC,Lamivudine)
4-Amino-1-(2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one (3TC)
4-Amino-1-(2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one [(2S,5R)-BCH-189]
4-Amino-1-(2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one [BCH-189]
4-amino-1-(2-hydroxymethyl-1,3-oxathiolan-5-yl)-1,2-dihydro-2-pyrimidinone
4-amino-1-((2R,5S)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-1H-pyrimidin-2-one hydrochloride