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Febuxostat

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Identification
Molecular formula
C16H16FN3OS
CAS number
144060-53-7
IUPAC name
6-(4-fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]thiazole
State
State

Febuxostat is a solid at room temperature.

Melting point (Celsius)
199.50
Melting point (Kelvin)
472.65
Boiling point (Celsius)
531.30
Boiling point (Kelvin)
804.45
General information
Molecular weight
316.37g/mol
Molar mass
316.3730g/mol
Density
1.4138g/cm3
Appearence

Febuxostat appears as an off-white to pale-yellow crystalline powder.

Comment on solubility

Solubility of 6-(4-fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]thiazole

The compound 6-(4-fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]thiazole (C16H16FN3OS) exhibits some intriguing solubility characteristics that are influenced by several factors.

Influencing Factors:

  • Polarity: The presence of both the fluorophenyl and pyridyl groups contributes to the overall polarity of the molecule, which can affect its solubility in polar solvents.
  • Functional Groups: The thiazole ring and nitrogen atoms offer opportunities for interactions with solvents, particularly in protic solvents.
  • Hydrophobic Regions: The aromatic parts of the molecule suggest that the compound may have hydrophobic properties, potentially limiting solubility in aqueous solutions.

In general, one might expect this compound to have:

  • Better solubility in organic solvents such as dimethyl sulfoxide (DMSO), methanol, or ethanol.
  • Limited solubility in water due to its larger hydrophobic component.

Testing is essential to determine its solubility profile in various solvents, as it may impact its bioavailability and effectiveness in applications. As the saying goes, "like dissolves like," meaning polar solvents will likely dissolve polar solutes effectively, while non-polar solvents will not.

In summary, while the structural features of 6-(4-fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]thiazole hint at interesting solubility properties, empirical testing will be crucial to define its behavior in different environments.

Interesting facts

Interesting Facts about 6-(4-Fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]thiazole

This compound is a fascinating member of the imidazo-thiazole class, known for its multifaceted biological activity. The structural integrity of this compound allows for intriguing interactions at the molecular level, making it a target of interest in medicinal chemistry.

Key Features

  • Diverse Pharmacological Activities: Compounds within this class have been shown to exhibit multiple activities, including anti-cancer, anti-inflammatory, and antimicrobial properties.
  • Fluorine Substitution: The presence of a fluorine atom enhances lipophilicity and metabolic stability, often resulting in improved bioavailability compared to non-fluorinated counterparts.
  • Pyridine Ring: The attachment of the pyridine moiety contributes to the compound's electron-deficient character, which can be crucial for receptor binding and catalytic processes.

Applications in Research

Due to its promising properties, this compound is extensively studied in the field of drug development. Research has shown that it could potentially serve as:

  • A novel lead compound for the design of new cancer therapies.
  • A scaffold for synthesizing derivatives aimed at improving selectivity and efficacy against specific biological targets.

Quote from the Field

As scientists continue to explore the structural nuances of such compounds, one might say: "Understanding the design and interaction of imidazo-thiazoles can unlock new therapeutic avenues in contemporary medicine."

The study of this compound not only sheds light on its potential medicinal uses but also highlights the interdisciplinary nature of modern chemistry, bridging organic synthesis with pharmacology.

Synonyms
skf-86002
72873-74-6
Skf 86002
SK&F 86002
6-(4-Fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)imidazo(2,1-b)thiazole
SKF86002
6-(4-fluorophenyl)-5-(pyridin-4-yl)-2,3-dihydroimidazo[2,1-b]thiazole
SK&F 86002-A(2)
9R6QDF1UO7
4-[6-(4-fluorophenyl)-2H,3H-imidazo[2,1-b][1,3]thiazol-5-yl]pyridine
6-(4-fluorophenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole
MFCD00869367
SK&F-86002
Imidazo[2,1-b]thiazole,6-(4-fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)-
CHEMBL313417
DTXSID70223168
6-(4-Fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]-thiazole
Imidazo(2,1-b)thiazole, 6-(4-fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)-
KSF-86002
6-(4-fluorophenyl)-5-(4-pyridyl)-2,3-dihydroimidazo[2,1-b]thiazole
C16H12FN3S
4-(6-(4-fluorophenyl)-2H,3H-imidazo(2,1-b)(1,3)thiazol-5-yl)pyridine
Imidazo[2,1-b]thiazole, 6-(4-fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)-
5-(4-Pyridyl)-6-(4-fluorophenyl)-2,3-dihydroimidazo(2,1-b)-thiazole
UNII-9R6QDF1UO7
SCHEMBL146947
GTPL6040
SCHEMBL9436165
BDBM14832
CHEBI:93705
DTXCID70145659
YOELZIQOLWZLQC-UHFFFAOYSA-N
HMS3229O12
BCP14402
EX-A1033
GI98581X
HSCI1_000251
NSC756493
AKOS016004898
CCG-206882
CS-3880
NSC-756493
SDCCGGSK-0000295.P001
SDCCGSBI-0086786.P004
SKF-86002?
NCGC00092295-02
NCGC00092295-07
NCGC00092295-08
AC-35305
AS-72647
HY-12511
SK-86002
DB-074637
SKF-86002, >=98% (HPLC), solid
AB01092382-01
BRD-K96809896-001-01-9
BRD-K96809896-300-02-3
Q27088814
SKF-86002 - CAS 72873-74-6
6-(4-fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)-Imidazo[2,1-b]thiazole
3-(4-fluorophenyl)-2-pyridin-4-yl-6-thia-1,4-diazabicyclo[3.3.0]octa-2,4-diene
635-291-9