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Diclofenac

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Identification
Molecular formula
C14H11Cl2NO2
CAS number
15307-79-6
IUPAC name
2-(2,4-dichlorophenyl)-2-hydroxy-acetic acid
State
State

In its pure form, Diclofenac is typically in a solid-state at room temperature, appearing as a crystalline powder.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
305.50
Boiling point (Kelvin)
578.70
General information
Molecular weight
296.15g/mol
Molar mass
296.1490g/mol
Density
1.5841g/cm3
Appearence

Diclofenac appears as a white or slightly yellowish crystalline powder. It is practically insoluble in water but easily soluble in organic solvents such as ethanol and methanol, which contributes to its appearance in pharmaceutical formulations.

Comment on solubility

Solubility of 2-(2,4-dichlorophenyl)-2-hydroxy-acetic acid

The solubility of 2-(2,4-dichlorophenyl)-2-hydroxy-acetic acid (often referred to as Diclofenac) is influenced by several factors that can affect its behavior in different solvents. Here’s a closer look at its solubility characteristics:

  • Polar Solvents: This compound is typically more soluble in polar solvents like water, which is attributed to the presence of its hydroxyl (-OH) group enhancing intermolecular interactions.
  • Non-Polar Solvents: In contrast, it exhibits limited solubility in non-polar solvents such as hexane or benzene due to weaker van der Waals forces.
  • Solvent pH: The solubility can also be affected by the pH of the solution; under acidic conditions, it remains largely undissociated, while in neutral to basic conditions, dissociation can increase its solubility.
  • Temperature Influence: As with many organic acids, an increase in temperature can enhance solubility due to increased molecular movement and reduced intermolecular attractions.

In summary, the solubility of 2-(2,4-dichlorophenyl)-2-hydroxy-acetic acid is significantly enhanced in polar media while being substantially lower in non-polar environments. This characteristic can be crucial for its applications in pharmaceutical formulations and other chemical processes.

Interesting facts

Interesting Facts about 2-(2,4-Dichlorophenyl)-2-hydroxy-acetic Acid

2-(2,4-Dichlorophenyl)-2-hydroxy-acetic acid, often referred to as a key active ingredient in various pharmaceutical products, is notable for several reasons:

  • Pharmaceutical Relevance: This compound is primarily known for its role as a non-steroidal anti-inflammatory drug (NSAID). It is widely used in the treatment of conditions such as arthritis, providing relief from pain and inflammation.
  • Mechanism of Action: The compound works by inhibiting the enzymes responsible for the production of prostaglandins, which are compounds that mediate inflammation and pain. This mechanism highlights the intricate biochemical pathways that govern physiological responses.
  • Structure-Activity Relationship: The presence of the dichlorophenyl group significantly enhances the compound's efficacy. Understanding how structural modifications influence activity is a crucial aspect of medicinal chemistry.
  • Environmental Aspects: As with many pharmaceuticals, there are ongoing studies concerning the environmental impact of this compound, particularly in wastewater and soil systems. Research on its degradation and ecological consequences is vital for sustainable practices.
  • Research Interest: Current studies are exploring potential new applications for 2-(2,4-dichlorophenyl)-2-hydroxy-acetic acid beyond its traditional uses, including its potential role in cancer research.

As a student or scientist examining this compound, one can appreciate not only its chemical and biological properties but also the broader implications it has within pharmacology and environmental science. The continuous exploration of its capabilities fosters an understanding of how chemistry can lead directly to medical advancements.

Synonyms
2,4-Dichloromandelic acid
7554-78-1
MANDELIC ACID, 2,4-DICHLORO-
NSC 409412
Benzeneacetic acid, 2,4-dichloro-alpha-hydroxy-
BRN 2728753
UNII-ZO0484O865
2,4-Dichloro-alpha-hydroxybenzeneacetic acid
NSC-409412
ZO0484O865
(2,4-dichlorophenyl)(hydroxy)acetic acid
DTXSID10905057
3-10-00-00479 (Beilstein Handbook Reference)
BENZENEACETIC ACID, 2,4-DICHLORO-.ALPHA.-HYDROXY-
DTXCID401334163
Benzeneacetic acid, 2,4-dichloro-alpha-hydroxy-(9CI)
2-(2,4-dichlorophenyl)-2-hydroxyacetic acid
MFCD01715904
NSC409412
SCHEMBL1513247
YBOCBYSVZOREGT-UHFFFAOYSA-N
HAA55478
AKOS005265521
SY314674
DB-191428
2-(2,4-dichlorophenyl)-2-hydroxyaceticacid
EN300-1982779
Q27295791