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Codeine Tartrate

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Identification
Molecular formula
C18H21NO3·C4H6O6
CAS number
523-12-8
IUPAC name
(4S,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol;(2R,3R)-2,3-dihydroxybutanedioic acid
State
State

At room temperature, codeine tartrate typically exists as a solid.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
563.58g/mol
Molar mass
563.5820g/mol
Density
1.3400g/cm3
Appearence

Codeine tartrate is a white to off-white crystalline powder. It is soluble in water and alcohol, exhibiting the typical appearance of small crunched crystals or crystalline powder form.

Comment on solubility

Solubility of the Compound

The solubility of the compound, known as (4S,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol; (2R,3R)-2,3-dihydroxybutanedioic acid, can be influenced by several factors:

  • Polarity: The presence of hydroxyl (-OH) groups in the structure suggests that the compound is likely to exhibit some degree of polarity, which may enhance its solubility in aqueous environments.
  • Hydrogen Bonding: The two hydroxyl groups can form hydrogen bonds with water molecules, potentially increasing solubility.
  • Structural Complexity: The intricate structure of the isoquinoline derivative might hinder solubility in certain organic solvents, despite the polar nature of other functional groups.
  • pH Sensitivity: The dihydroxybutanedioic acid component may alter solubility depending on the pH of the solution, as it can exist in different ionic forms.
  • Temperature: Increased temperatures often enhance the solubility of solids in liquids, which might apply here as well.

In conclusion, while the presence of polar functional groups hints at potential solubility in water, the overall solubility profile is likely to be complex and dependent on environmental conditions. As stated, “solubility is a multifaceted property,” and understanding it requires consideration of not just chemical structure but also the medium in which the compound is placed.

Interesting facts

About (4S,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

This intriguing compound, part of a class of complex natural products, displays a unique fused-ring structure that contributes to its biological significance and potential therapeutic applications. Its stereochemistry is particularly fascinating, as the specific configuration of its chiral centers enables it to exhibit a wide range of biological activities. Some interesting aspects include:

  • Natural Origin: Compounds of this nature are often derived from plant sources, indicating a long-standing relationship between nature and pharmacology.
  • Biological Activity: Many members of its structural family are known to display activities such as antioxidant, anti-inflammatory, and antimicrobial properties, highlighting the potential for medicinal applications.
  • Synthetic Challenges: The complexity of its structure presents challenges for synthetic chemists, making it a target for developing novel synthetic techniques and strategies.

Quotes from notable scientists emphasize the importance of molecular diversity in drug discovery, as it allows researchers to explore multiple pathways to finding effective treatments.

About (2R,3R)-2,3-dihydroxybutanedioic acid

Commonly known as tartaric acid, this compound is widespread in nature, particularly in grapes and bananas, and has fascinating applications in various fields:

  • Food Industry: Tartaric acid is extensively used in baking powder as a stabilizing agent, helping to improve the texture and flavor of baked goods.
  • Chemical Reagent: It serves as an important reagent in organic synthesis, particularly for the resolution of chiral compounds due to its ability to form diastereomeric salts.
  • Cultural Significance: Tartaric acid has historical roots in winemaking, where it plays a role in the clarification and stabilization of wine, making it an essential ingredient in viniculture.

This compound, with its dual hydroxyl groups, showcases the interplay between structure and function in organic molecules, making it a model of study in both chemistry and food science.