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Clopidogrel

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Identification
Molecular formula
C16H16ClNO2
CAS number
120202-66-6
IUPAC name
but-2-enedioic acid;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine
State
State

At room temperature, Clopidogrel is typically found as a solid powder.

Melting point (Celsius)
176.00
Melting point (Kelvin)
449.15
Boiling point (Celsius)
456.60
Boiling point (Kelvin)
729.75
General information
Molecular weight
419.90g/mol
Molar mass
419.9030g/mol
Density
1.3900g/cm3
Appearence

Clopidogrel is a white to off-white powder. It is practically insoluble in water, but freely soluble in methanol and dichloromethane.

Comment on solubility

Solubility of But-2-enedioic Acid and Its Derivative

Solubility is a critical aspect to consider when evaluating chemical compounds, and it can vary significantly depending on the nature of the compound. In the case of but-2-enedioic acid (also known as maleic acid), it is known to be moderately soluble in water, making it a useful compound in various chemical applications. Factors influencing its solubility include:

  • Hydrogen Bonding: But-2-enedioic acid can form hydrogen bonds with water molecules, promoting solubility.
  • Polarity: Being a polar molecule, it interacts well with polar solvents like water.
  • Temperature: Increased temperatures generally enhance solubility for most compounds, including this acid.

On the other hand, the compound derived from it, (2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine, presents a more complex picture. Its solubility may vary considerably due to the presence of both polar and non-polar groups:

  • Polar Functional Groups: The ethoxy group can interact with polar solvents.
  • Non-Polar Characteristics: The phenyl rings may hinder solubility in polar solvents, leading to lower overall solubility.
  • Hydrophobic Interactions: Increased hydrophobic regions can result in reduced solubility.

Overall, while but-2-enedioic acid is moderately soluble in water, its derivative's solubility will depend on the balance between its polar and non-polar attributes, making predictions more complex. As a rule of thumb, compounds that are more polar tend to have higher solubility in polar solvents, whereas non-polar compounds tend to be more soluble in non-polar solvents. This underscores the importance of analyzing individual molecular structures to determine their solubility behavior.

Interesting facts

Interesting Facts about But-2-enedioic Acid

But-2-enedioic acid, commonly known as fumaric acid, is a fascinating compound with a variety of applications and properties that make it a topic of interest in both chemistry and biochemistry. Here are some noteworthy facts:

  • Biological Importance: Fumaric acid plays a crucial role in the metabolic pathway of the Krebs cycle, which is essential for cellular respiration in living organisms. This makes it a key intermediate in the production of energy.
  • Potential Therapeutic Uses: Research indicates that fumaric acid derivatives have potential in treating various conditions, including psoriasis and multiple sclerosis. Its ability to modulate the immune system has been a focus of many studies.
  • Culinary Context: Fumaric acid is sometimes utilized as a food additive due to its pleasant sour taste. It can enhance flavor in various food products, including beverages and confections.
  • Polymeric Applications: The compound is involved in the production of unsaturated polyester resins, making it valuable in the plastics industry. Its reactivity can create various polymeric materials, broadening its industrial applications.
  • Synthesis and Derivatives: The synthesis of fumaric acid can be achieved through several methods, including the maleic acid isomerization process. The ability to generate derivatives expands its use in organic synthesis and pharmaceutical applications.

In summary, but-2-enedioic acid or fumaric acid is more than just a simple dicarboxylic acid; it is an integral part of life sciences, with its presence spanning across medicine, food, and industrial applications. As the renowned chemist Linus Pauling once said, "The best way to have a good idea is to have lots of ideas." Fumaric acid epitomizes this philosophy by continuously inspiring innovative research across diverse scientific fields.

Synonyms
C25H30ClNO5
SCHEMBL41468
orb1310894
but-2-enedioic acid;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine
but-2-enedioic acid;(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine