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Diflunisal

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Identification
Molecular formula
C13H8F2O3
CAS number
22494-42-4
IUPAC name
5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid
State
State

Diflunisal is typically a solid at room temperature. It remains stable under normal conditions of use and storage.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
274.00
Boiling point (Kelvin)
547.15
General information
Molecular weight
250.20g/mol
Molar mass
250.1990g/mol
Density
1.5700g/cm3
Appearence

Diflunisal usually appears as a white to creamy-white crystalline powder. It is tasteless and odorless, making it easy to handle in a laboratory setting.

Comment on solubility

Solubility of 5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid

The solubility of 5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid (C13H8F2O3), also known as a difluorophenyl derivative, can be influenced by a few key factors:

  • Polarity: Its significant polar –OH (hydroxyl) group enhances solubility in polar solvents such as water.
  • Intermolecular Interactions: The presence of fluorine substituents may introduce dipole-dipole interactions and hydrogen bonding, which can impact solubility.
  • Solvent Type: This compound tends to be more soluble in organic solvents (e.g., ethanol, methanol) compared to nonpolar solvents due to increased compatibility.

In summary, while 5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid exhibits reasonable solubility in polar solvents mainly due to its hydroxyl group, the degree of solubility can vary significantly with the choice of solvent. As a general rule, the more polar the solvent, the higher the solubility of this compound.

Interesting facts

Interesting Facts about 5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid

5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid, often referred to by its more simplified name, is an intriguing compound within the realm of organic chemistry. Here are some fascinating insights into this molecule:

  • Pharmaceutical Applications: This compound belongs to a class of substances that have shown potential as non-steroidal anti-inflammatory drugs (NSAIDs), making them significant in pharmacological research.
  • Fluorine Substitution: The presence of fluorine atoms greatly influences the compound's chemical properties, enhancing its lipophilicity and, consequently, its ability to penetrate biological membranes.
  • Structure-Activity Relationship (SAR): Scientists are continually investigating how variations in structure, such as the positioning of functional groups (like the hydroxyl group), affect the biological activity of compounds like this one.
  • Environmental Relevance: The environmental impacts of fluorinated compounds are a critical consideration in chemistry, as their persistence in ecosystems can have unforeseen consequences.
  • Research Interest: With ongoing studies into new synthetic methods and potential applications, this compound represents a dynamic area of research within medicinal chemistry.

As noted in the literature, "the modification of phenolic compounds through halogenation often results in compounds with enhanced biological activity." This principle underscores the significance of 5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid in both academic and applied chemistry, shaping advances in drug development and environmental science.

In conclusion, 5-(2,4-difluorophenyl)-2-hydroxy-benzoic acid exemplifies how chemical structure directly impacts functionality, revealing the intricate connections between chemical composition and biological implications.

Synonyms
diflunisal
22494-42-4
Dolobid
Flovacil
Fluniget
Fluodonil
Dolobis
Adomal
Flustar
5-(2,4-Difluorophenyl)salicylic acid
Algobid
Citidol
Noaldol
Reuflos
Unisal
5-(2,4-difluorophenyl)-2-hydroxybenzoic acid
Diflunisalum
MK-647
Diflusinal
MK 647
2-(Hydroxy)-5-(2,4-difluorophenyl)benzoic acid
2',4'-Difluoro-4-hydroxy-3-biphenylcarboxylic acid
Diflunisalum [INN-Latin]
MFCD00057834
[1,1'-Biphenyl]-3-carboxylic acid, 2',4'-difluoro-4-hydroxy-
2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid
EINECS 245-034-9
UNII-7C546U4DEN
5-(2,4-DIFLUOROPHENYL)-2-HYDROXY-BENZOIC ACID
NSC-756728
BRN 2654431
7C546U4DEN
2',4'-Difluoro-4-hydroxy-(1,1'-biphenyl)-3-carboxylic acid
(1,1'-Biphenyl)-3-carboxylic acid, 2',4'-difluoro-4-hydroxy-
DTXSID5022932
CHEBI:39669
2',4'-difluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
CHEMBL898
MLS000028678
DTXCID702932
Difludol
2',4'-Difluoro-4-hydroxy[1,1'-biphenyl]-3-carboxylic acid
3-BIPHENYLCARBOXYLIC ACID, 2',4'-DIFLUORO-4-HYDROXY-
NSC 756728
1286107-99-0
Diflunisal [USAN:USP:INN:BAN:JAN]
NCGC00016765-01
Dolisal
Dolobil
SMR000058723
CAS-22494-42-4
Diflunisalum (INN-Latin)
DIFLUNISAL (MART.)
DIFLUNISAL [MART.]
DIFLUNISAL (USP-RS)
DIFLUNISAL [USP-RS]
DIFLUNISAL (EP IMPURITY)
DIFLUNISAL [EP IMPURITY]
DIFLUNISAL (USP IMPURITY)
DIFLUNISAL [USP IMPURITY]
DIFLUNISAL (USP MONOGRAPH)
DIFLUNISAL [USP MONOGRAPH]
Diflunisal (USAN:USP:INN:BAN:JAN)
1FL
Dolobid (TN)
MK647
SR-01000003165
Diflunisal (JAN/USP/INN)
Prestwick_168
2',4'-difluoro-4-hydroxy-biphenyl-3-carboxylic acid
Diflunisal (Standard)
Spectrum_000962
DIFLUNISAL [MI]
Opera_ID_803
DIFLUNISAL [INN]
DIFLUNISAL [JAN]
Prestwick0_000039
Prestwick1_000039
Prestwick2_000039
Prestwick3_000039
Spectrum2_001012
Spectrum3_000392
Spectrum4_000513
Spectrum5_000901
DIFLUNISAL [USAN]
DIFLUNISAL [VANDF]
SCHEMBL4337
DIFLUNISAL [WHO-DD]
BSPBio_000137
BSPBio_002203
KBioGR_001085
KBioSS_001442
MLS001146895
BIDD:GT0063
DivK1c_000938
SPECTRUM1500245
SPBio_001163
SPBio_002058
Diflunisal, analytical standard
BPBio1_000151
GTPL7162
DIFLUNISAL [ORANGE BOOK]
HMS502O20
KBio1_000938
KBio2_001442
KBio2_004010
KBio2_006578
KBio3_001423
N02BA11
NINDS_000938
GLXC-20635
HMS1568G19
HMS1920G10
HMS2090C16
HMS2091M20
HMS2095G19
HMS3259G17
HMS3712G19
HMS3885H10
Pharmakon1600-01500245
BCP09905
Tox21_110598
BDBM50240510
CCG-40230
HY-18342R
NSC756728
s4609
AKOS005762917
Tox21_110598_1
DB00861
FD16025
KS-1346
NC00506
IDI1_000938
NCGC00016765-02
NCGC00016765-03
NCGC00016765-04
NCGC00016765-05
NCGC00016765-06
NCGC00016765-08
NCGC00016765-09
NCGC00022783-03
NCGC00022783-04
HY-18342
SY106650
SBI-0051347.P003
DB-045934
AB00051969
CS-0007468
D5875
NS00009099
C01691
D00130
AB00051969-12
AB00051969_13
EN300-3232727
2',4'-difluoro-4-hydroxybipheny-3-carboxylic acid
2'-4'-Difluoro-4-hydroxybiphenyl-3-carboxylic acid
Q2602750
SR-01000003165-2
SR-01000003165-3
BRD-K22031190-001-05-3
BRD-K22031190-001-13-7
BRD-K22031190-001-23-6
Diflunisal, European Pharmacopoeia (EP) Reference Standard
2',4'-Difluoro-4-hydroxy-(1',1-diphenyl)-3-carboxylic acid
Diflunisal, United States Pharmacopeia (USP) Reference Standard
2 inverted exclamation mark ,4 inverted exclamation mark -Difluoro-4-hydroxybiphenyl-3-carboxylic Acid
245-034-9