Skip to main content

Cocaine hydrochloride

ADVERTISEMENT
Identification
Molecular formula
C17H22ClNO4
CAS number
53-21-4
IUPAC name
methyl (1R,2R,3S,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate;hydrochloride
State
State

At room temperature, cocaine hydrochloride is typically a solid in the form of a fine powder. It is hygroscopic, which means it can absorb moisture from the environment, potentially altering its texture if not stored properly.

Melting point (Celsius)
197.00
Melting point (Kelvin)
470.00
Boiling point (Celsius)
187.00
Boiling point (Kelvin)
460.00
General information
Molecular weight
339.82g/mol
Molar mass
339.8150g/mol
Density
1.2200g/cm3
Appearence

Cocaine hydrochloride appears as a white crystalline powder. It is often odorless and has a bitter, numbing taste. The compound is known for its crystalline structure, which can sometimes appear as flakes if improperly stored or tampered with.

Comment on solubility

Solubility of Methyl (1R,2R,3S,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; hydrochloride

The solubility of methyl (1R,2R,3S,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; hydrochloride (C17H22ClNO4) can be understood through its structural characteristics and ionic nature. This compound, being a hydrochloride salt, typically exhibits enhanced solubility in polar solvents, particularly water, due to the presence of the chloride ion.

Factors Influencing Solubility:

  • Ionic Nature: As a hydrochloride, it is expected to be more soluble in aqueous solutions compared to its base form.
  • Polarity: The benzoyloxy and carboxylate groups can also affect solubility, allowing for interactions with polar solvents.
  • Temperature: Like many compounds, increased temperature may improve solubility, allowing for greater dissolution rates.

In general, hydrochlorides like this one are characterized by the following traits:

  • Often soluble in water
  • Solvents such as methanol and ethanol may also effectively dissolve them
  • Nonpolar solvents are likely to provide poor solubility options

As noted, "the nature of the substituents plays a critical role in determining the solubility profile" of various compounds. Thus, understanding the specific interactions within this molecule is essential for predicting its solubility behavior in different environments.

Interesting facts

Interesting Facts about Methyl (1R,2R,3S,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; hydrochloride

This complex compound is an intriguing example of a bicyclic structure that holds potential applications in medicinal chemistry. Its unique stereochemistry, characterized by multiple chiral centers, makes it particularly interesting for synthesis and biological activity studies. Here are some key points to consider:

  • Chirality: The compound features several stereocenters, which means it can exist in multiple stereoisomeric forms. This is an essential aspect for compounds used in pharmaceuticals since the activity of a drug can significantly vary between different stereoisomers.
  • Medicinal Properties: Compounds of similar structures have been investigated for their biological activities. They may exhibit effects on neurotransmission and serve as potential candidates for treating various neurological disorders.
  • Functional Groups: The presence of a benzoyloxy group enhances the compound's reactivity and may influence its pharmacokinetic properties, such as absorption and metabolism.
  • The Bicyclic Framework: The bicyclic structure offers rigidity, which can stabilize certain conformations beneficial for interactions with biological targets, making it an attractive scaffold for drug design.
  • Research Significance: Compounds such as this one are often used in studies that aim to understand and develop new therapeutic agents, providing insight into structure-activity relationships.

In summary, the methyl (1R,2R,3S,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate; hydrochloride serves as a prime example of how intricate molecular frameworks can lead to substantial advancements in pharmaceutical research. Its unique features can potentially aid in the discovery of new treatments and create important discussions within the scientific community.

Synonyms
COCAINE.HCL
AKOS030242383