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Celecoxib

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Identification
Molecular formula
C17H14F2N2O2S
CAS number
169590-42-5
IUPAC name
N-[(2,6-difluorophenyl)methyl]-4-sulfamoyl-benzamide
State
State

At room temperature, Celecoxib is in a solid state, specifically as a crystalline powder.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
249.00
Boiling point (Kelvin)
522.15
General information
Molecular weight
381.37g/mol
Molar mass
381.3730g/mol
Density
1.6690g/cm3
Appearence

Celecoxib appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of N-[(2,6-difluorophenyl)methyl]-4-sulfamoyl-benzamide

The solubility of N-[(2,6-difluorophenyl)methyl]-4-sulfamoyl-benzamide (C17H14F2N2O2S) can be understood through several key characteristics:

  • Apolar interactions: The compound contains non-polar components, notably from the aromatic rings, which can limit solubility in polar solvents.
  • Polarity factors: The presence of the sulfonamide group (–SO2NH2) can enhance solubility in polar solvents, while the fluorinated phenyl moiety may introduce additional solubility complexities.
  • Hydrogen bonding: The ability of the –NH and –SO2 groups to participate in hydrogen bonding may allow for increased solubility in solvents capable of such interactions.
  • pH dependence: The solubility may vary with pH, especially for compounds with acidic or basic functional groups, as the ionization state can dramatically affect their solubility in aqueous solutions.

In summary, one may expect limited solubility in water while potentially finding better solubility in organic solvents such as DMSO or ethanol. As with many pharmaceutical compounds, understanding the solubility profile is crucial for determining the appropriate conditions for use and formulation.

Interesting facts

Interesting Facts about N-[(2,6-Difluorophenyl)methyl]-4-sulfamoyl-benzamide

N-[(2,6-difluorophenyl)methyl]-4-sulfamoyl-benzamide is a fascinating compound that falls into the category of sulfonamide derivatives, which are known for their diverse applications in medicinal chemistry. Here are some intriguing aspects of this compound:

  • Pharmaceutical Relevance: Many sulfonamides are well-known for their antibacterial properties and have been historically significant in the development of antibiotics.
  • Fluorine Substitution: The presence of fluorine atoms in the phenyl group can enhance the lipophilicity and metabolic stability of the compound, making it potentially more effective in therapeutic applications.
  • Mechanism of Action: Sulfamoyl groups are often involved in the inhibition of dihydropteroate synthase, which is crucial in bacterial folate synthesis, thus providing a pathway for antibacterials.
  • Structure-Activity Relationship: The structural modification of this compound, particularly the difluorophenyl group, could be a subject of study to explore how variations influence both biological activity and pharmacokinetics.

As scientists continue to explore the nuances of compounds like N-[(2,6-difluorophenyl)methyl]-4-sulfamoyl-benzamide, they uncover new possibilities for therapeutic interventions. The combination of fluorinated aromatic systems and sulfonamide moieties represents a critical area of research in drug development.

In the words of a noted pharmacologist: "The modification of existing frameworks often leads to the discovery of novel pharmacological agents." This compound exemplifies such innovative chemical research.

Synonyms
n-(2,6-diflouro-benzyl)-4-sulfamoyl-benzamide
N-[(2,6-difluorophenyl)methyl]-4-sulfamoylbenzamide
n-(2,6-difluoro-benzyl)-4-sulfamoyl-benzamide
F6B
N-((2,6-difluorophenyl)methyl)-4-sulfamoylbenzamide
2,6-difluoro-SBB
SCHEMBL678297
BDBM12019
1g48
1g53
DB03844
PD007190
NS00069141
Q27094717
4-(AMINOSULFONYL)-N-[(2,6-DIFLUOROPHENYL)METHYL]-BENZAMIDE