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Quinine

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Identification
Molecular formula
C20H24N2O2
CAS number
130-95-0
IUPAC name
O1-(4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl) O4-methyl 2-hydroxy-2-(4-hydroxy-4-methyl-pentyl)butanedioate
State
State

At room temperature, quinine exists as a solid. It is usually encountered as its salt forms, such as quinine sulfate or quinine hydrochloride, which are commonly used in medicinal applications and have improved solubility in water.

Melting point (Celsius)
177.00
Melting point (Kelvin)
450.15
Boiling point (Celsius)
219.00
Boiling point (Kelvin)
492.15
General information
Molecular weight
324.43g/mol
Molar mass
324.4320g/mol
Density
1.3250g/cm3
Appearence

Quinine typically appears as a white crystalline alkaloid, often forming needle-like structures when crystallized. It is known for its ability to fluoresce under ultraviolet light. This fluorescence can manifest as a blue to blue-green hue. Quinine is hygroscopic, meaning that it attracts and retains moisture from its surroundings.

Comment on solubility

Solubility of O1-(4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl) O4-methyl 2-hydroxy-2-(4-hydroxy-4-methyl-pentyl)butanedioate

The solubility of the compound with the formula C20H24N2O2 is influenced by its complex structure, which contains both hydrophobic and hydrophilic functional groups. To understand its solubility profile, consider the following key points:

  • Hydrophilicity: The presence of hydroxyl (-OH) groups enhances solubility in polar solvents such as water.
  • Hydrophobicity: The larger hydrophobic regions of the structure can limit solubility in polar solvents, indicating a balance that affects overall solubility.
  • Solvent Interaction: This compound may demonstrate better solubility in organic solvents like ethanol or DMSO due to its complex non-polar characteristics.
  • Temperature Dependence: Solubility often increases with temperature, which may be beneficial for applications requiring dissolution.

As a general observation, one might say: "The ability of a compound to dissolve is a dance between its polar and non-polar characteristics." To fully assess solubility, experimental studies in various solvents are advisable for precise understanding.


Interesting facts

Interesting Facts about O1-(4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl) O4-methyl 2-hydroxy-2-(4-hydroxy-4-methyl-pentyl)butanedioate

This compound is a fascinating example of the diversity within organic chemistry, showcasing a complex structure that combines multiple functional groups and rings. Here are some intriguing insights:

  • Structural Complexity: The compound features a unique pentacyclic framework, which is noteworthy for its intricate connections and the presence of multiple cycles.
  • Functional Diversity: With the inclusion of methoxy, hydroxy, and carboxyl groups, the functional versatility of this compound presents potential for varied biochemical interactions.
  • Potential Applications: Given its complex structure, this compound may be of interest in pharmaceutical development, particularly in drug design for targeting specific biological pathways.
  • Natural Product Inspiration: Compounds similar to this one often arise from natural product chemistry, where intricate structures derived from plants or microorganisms can lead to novel therapeutic agents.
  • Research Opportunities: The unique configuration of the molecule suggests a strong potential for research into its synthetic pathways and reactions, making it a subject of study for both budding and established chemists.

Quotes from scientists often highlight the wonders of structural chemistry: "The more complex the structure, the more potential it has for unique functionalities." This statement resonates profoundly with the study of such fascinating compounds.

The exploration of such compounds not only enhances our understanding of chemical interactions but also opens doors to new formulations and synthesizing methods in chemistry. In conclusion, the compound stands as a testament to the vast array of molecules that chemistry can produce and their potential impact on various scientific fields.

Synonyms
Cephalotaxine, 4-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester), [3(R)]-
1-O-(4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl) 4-O-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate
Neuro_000075
SCHEMBL93487
CHEMBL175858
DTXSID10860379
HYFHYPWGAURHIV-UHFFFAOYSA-N
BCP28190
Omacetaxine mepesuccinate; CGX-635
LS-15269
4H-Cyclopenta[a][1,3]dioxolo[4,5-h]pyrrolo[2,1-b][3]benzazepine,cephalotaxine deriv.
Cephalotaxine, 4-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester)
Cephalotaxine, 4-methyl-, 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate
O~3~-[2,6-Dihydroxy-2-(2-methoxy-2-oxoethyl)-6-methylheptanoyl]cephalotaxine