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Clopidogrel

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Identification
Molecular formula
C16H16ClNO2S
CAS number
120202-66-6
IUPAC name
[6-[2-chloro-1-[(1-methyl-4-propyl-pyrrolidine-2-carbonyl)amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] dihydrogen phosphate
State
State

At room temperature, Clopidogrel exists as a crystalline solid.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
321.82g/mol
Molar mass
321.8240g/mol
Density
1.3910g/cm3
Appearence

Clopidogrel is typically encountered as a white to off-white crystalline powder.

Comment on solubility

Solubility of [6-[2-chloro-1-[(1-methyl-4-propyl-pyrrolidine-2-carbonyl)amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] dihydrogen phosphate

The solubility of this complex compound, [6-[2-chloro-1-[(1-methyl-4-propyl-pyrrolidine-2-carbonyl)amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] dihydrogen phosphate, depends on various factors including its structural attributes and the nature of interactions in the solvent environment.

Key points regarding its solubility include:

  • Polarity: Given the presence of multiple hydroxyl (–OH) groups and the dihydrogen phosphate component, the compound likely exhibits a high degree of polarity, facilitating solubility in polar solvents like water.
  • Hydrogen Bonding: The presence of hydroxyl groups enhances hydrogen bonding capabilities, which can lead to a significant interaction with solvent molecules, subsequently increasing solubility.
  • Chlorine Substitution: The inclusion of a chlorine atom may influence solubility based on steric hindrance and electronic effects, potentially affecting the compound's interaction with the solvent.
  • Hydrophobic Interactions: The alkyl substituents, such as propyl and methyl groups, introduce hydrophobic characteristics that may hinder solubility in non-polar solvents, promoting solubility primarily in aqueous environments.

Understanding the solubility of such a complex structure can often require practical experimentation, as theoretical predictions may not always accurately reflect real-world behaviors. In summary, while this compound may demonstrate favorable solubility in polar solvents, factors like temperature, pH, and concentration should be carefully controlled to obtain consistent results.

Interesting facts

Interesting Facts About the Compound

This fascinating compound, with its intricate structure, is a prime example of how complexity in chemical design can lead to potential therapeutic applications. Known for its unique functional groups and stereochemistry, it reflects a combination of organic chemistry and medicinal potential.

Key Features

  • Synthetic Potential: The compound showcases various reactive sites that can be modified further, providing avenues for the development of novel drugs.
  • Biological Relevance: The presence of a pyrrolidine moiety suggests that it may interact with biological systems in significant ways, especially in neurochemistry.
  • Chirality: With its multiple chiral centers, this compound may exist in several stereoisomeric forms, which can lead to varying biological activities—a crucial concept in drug design.
  • Functional Groups: The compound contains both hydroxyl (-OH) and dihydrogen phosphate (-H₂PO₄) groups, which can affect solubility and reactivity, impacting how the compound interacts in biological environments.

Research Implications

Scientists are continually exploring the avenues that this type of compound might offer:

  • Therapeutic Uses: Its unique structure may lead to the discovery of treatments for neurological disorders given its relation to brain chemistry.
  • Encapsulation and Delivery: The compound could be investigated as a carrier for drug delivery systems due to the presence of functional groups facilitating complexation with active pharmaceutical ingredients.
  • Structure-Activity Relationship (SAR): Understanding how variations in structure influence activity can guide future modifications to enhance efficacy.

In conclusion, this compound serves as an excellent exemplar of the intricate dance between structure and function, crucial for advancing our understanding of medicinal chemistry. Its potential, still unfolding in scientific literature, continues to inspire innovative research approaches.

Synonyms
DTXSID80860321
Methyl 7-chloro-6,7,8-trideoxy-6-((1-methyl-4-propylprolyl)amino)-2-O-phosphono-1-thiooctopyranoside
methyl 7-chloro-6,7,8-trideoxy-6-[(1-methyl-4-propylprolyl)amino]-2-O-phosphono-1-thiooctopyranoside
RefChem:1089517
DTXCID40210308
ST075182
C18H34ClN2O8PS
7-Epi clindamycin 2-phosphate
CHEBI:201756
AKOS015960484
NCGC00389304-01
[6-[2-chloro-1-[(1-methyl-4-propyl-pyrrolidine-2-carbonyl)amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] dihydrogen phosphate
AC-11380
DB-046536
[(2R,3R,4S,5R,6R)-6-[(1S,2S)-2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulanyloxan-3-yl] dihydrogen phosphate
6-{2-chloro-1-[(1-methyl-4-propylpyrrolidin-2-yl)carbonylamino]propyl}-4,5-dih ydroxy-2-methylthio(2H-3,4,5,6-tetrahydropyran-3-yl) dihydrogen phosphate
Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-L-2-pyrrolidinecarboxamido)-1-thio-Lthreo-alpha-D-galacto-octopyranoside 2-(dihydrogen phosphate)