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Sulindac

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Identification
Molecular formula
C20H17FO3S
CAS number
38194-50-2
IUPAC name
2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic acid
State
State

At room temperature, sulindac is found in a solid state, available in the form of crystals or powder.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.00
Boiling point (Celsius)
645.10
Boiling point (Kelvin)
918.30
General information
Molecular weight
356.41g/mol
Molar mass
356.4110g/mol
Density
1.5170g/cm3
Appearence

Sulindac typically appears as a white to off-white crystalline powder. It can be odorless or may have a slight odor dependent on impurities. The consistency of the powder can vary from fine to slightly granular.

Comment on solubility

Solubility of 2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic acid

The solubility of 2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic acid, with the chemical formula C20H17FO3S, is influenced by several physicochemical properties. While precise solubility data can vary based on environmental conditions, the following factors are pivotal in assessing its solubility characteristics:

  • Polarity: The presence of functional groups, such as the carboxylic acid and sulfinyl moieties, can enhance water solubility. Generally, more polar compounds dissolve better in polar solvents.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvents can significantly affect its solubility. The carboxylic acid group (-COOH) can act as both a hydrogen bond donor and acceptor, which facilitates interactions with water.
  • Molecular Weight: With a molecular weight of approximately 358.4 g/mol, compounds of this size may have reduced solubility in water compared to smaller molecules.
  • Structural Complexity: The complex structure containing multiple aromatic rings and substituents also plays a crucial role in solubility, affecting packing efficiency and potential aggregation in solution.

While exact solubility values may not be readily available, it can be anticipated that this compound exhibits moderate solubility in organic solvents, such as methanol or DMSO, due to its extensive hydrophobic regions combined with polar functional groups. Understanding these factors is essential for applications involving this chemical compound, especially in pharmaceutical formulations where solubility can profoundly influence bioavailability.

Interesting facts

Interesting Facts about 2-[6-Fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic Acid

This intriguing compound belongs to a class of molecules that showcase the creative complexity of organic chemistry. With its unique structure, 2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic acid presents several noteworthy aspects:

  • Fluorine Influence: The presence of a fluorine atom can significantly enhance the biological activity of compounds, making them more potent in medicinal chemistry applications.
  • Sulfide Incorporation: The sulfinyl functional group (–S=O) contributes to the compound's electronic properties and can modify its reactivity, potentially leading to interesting antioxidant behavior.
  • Molecular Complexity: The indene moiety adds cyclic versatility, allowing for various interactions with other biomolecules, which is crucial in drug design and development.
  • Pharmacological Potential: Compounds similar to this one have been investigated for various biological activities, including anti-inflammatory and antitumor properties, highlighting the importance of structure-activity relationships in pharmacology.

As a point of interest, one might consider how the combination of these functional groups impacts the compound's overall activity and stability. As chemists continue to explore such derivatives, they unlock not just potentials for medicinal advancement but also gain insights into molecular interactions that are fundamental in biochemistry.

In conclusion, 2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic acid represents a captivating blend of structure, functionality, and potential, making it a worthy subject of study in both organic chemistry and pharmacology!

Synonyms
38194-50-2
Sulindac sulfoxide
2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylidene]inden-1-yl]acetic acid
32004-68-5
2-[6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylidene]-1-indenyl]acetic acid
5-fluoro-2-methyl-1-[[4-(methylsulphinyl)phenyl]methylene]-1H-indene-3-acetic acid
Sulindac,(S)
Spectrum_001026
Prestwick0_000073
Prestwick1_000073
Spectrum2_001326
Spectrum3_001365
Spectrum4_000876
KBioGR_001571
KBioGR_002320
KBioSS_001506
KBioSS_002322
SULINDAC RELATED COMPOUND A (20 MG) (TRANS-SULINDAC)
DivK1c_000601
SPBio_001451
SPBio_002206
CHEMBL3186192
KBio1_000601
KBio2_001506
KBio2_002320
KBio2_004074
KBio2_004888
KBio2_006642
KBio2_007456
KBio3_002110
KBio3_002800
(z)-5-fluoro-2-methyl-1-[[4-(methylsulfinyl)phenyl]methylene]-1h-indene-3-acetic acid
2-[(3Z)-6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylene]inden-1-yl]acetic acid
NINDS_000601
HMS3268A12
HMS3371P05
HMS3373P13
HMS3655F09
HMS3871N13
AKOS030228423
NCGC00015970-10
SY075375
Q27165533
5-fluoro-2-methyl-1-(p-methylsulfinylbenzylidene)-3-indenyl acetic acid
5-fluoro-2-methyl-1-(p-methylsulfinylbenzylidene)-3-indenylacetic acid
5-fluoro-2-methyl-1-(p-methylsulfinylbenzylidene)inden-3-acetic acid
5-fluoro-2-methyl-1-(p-methylsulfmylbenzylidene)-3-indenyl acetic acid
5-fluoro-2-methyl-1-(rho-methylsulfinylbenzylidene)-3-indenyl acetic acid
5-fluoro-2-methyl-1-(rho-methylsulfinylbenzylidene)-3-indenylacetic acid