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Vincristine

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Identification
Molecular formula
C46H56N4O10
CAS number
57-22-7
IUPAC name
methyl 11-acetoxy-12-ethyl-4-(16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl)-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
State
State

At room temperature, vincristine is typically in a solid state as a powder, though it is often handled as a solution when used pharmaceutically.

Melting point (Celsius)
267.00
Melting point (Kelvin)
540.15
Boiling point (Celsius)
503.00
Boiling point (Kelvin)
776.15
General information
Molecular weight
824.98g/mol
Molar mass
824.9840g/mol
Density
1.3000g/cm3
Appearence

Vincristine is often presented as a white to off-white powder or a crystalline solid. It may appear as a lyophilized cake when provided in its pharmaceutical formulation.

Comment on solubility

Solubility of Methyl 11-acetoxy-12-ethyl-4-(16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl)-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

The solubility of a compound often influences its practical applications and behavior in various environments. For C46H56N4O10, the intricate structure suggests a complex solubility profile:

  • Polarity: Given the presence of both hydroxy (-OH) and methoxy (-OCH3) functional groups, the compound may exhibit polar characteristics that enhance its solubility in polar solvents such as water.
  • Nonpolar Characteristics: The extensive carbon framework hints at nonpolar traits, indicating potential solubility in organic solvents like ethanol, acetone, or chloroform.
  • Hydrogen Bonding: The hydroxy groups may participate in hydrogen bonding, further promoting solubility in polar solvents but possibly hindering solubility in nonpolar environments.
  • Temperature Influence: The solubility could also vary with temperature, necessitating consideration of conditions during experiments or applications.

In summary, the solubility of C46H56N4O10 is likely influenced by its complex interplay of polar and nonpolar groups. Understanding this balance is crucial for effectively utilizing this compound in both laboratory and industrial settings.

Interesting facts

Interesting Facts About Methyl 11-Acetoxy-12-ethyl-4-(16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl)-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

This fascinating compound belongs to a class of complex organic molecules that exhibit a multitude of chemical functionalities. It is particularly noteworthy for its intricate structural design which allows for various applications in the fields of medicinal chemistry and organic synthesis. Here are some key points of interest:

  • Structural Complexity: This compound features a highly branched carbon skeleton, making it a strong representative of multi-cyclic structures. The extensive frameworks often indicate potential biological activity.
  • Potential Biological Activity: Compounds with such intricate structures often exhibit unique pharmacological properties, making them valuable in the development of new therapeutic agents.
  • Functional Groups: The presence of multiple functional groups, such as acetoxy and methoxy, indicates that this molecule may be involved in various chemical reactions, enhancing its usability in synthetic pathways.
  • Nitrogen Atoms: The incorporation of nitrogen into the structure (diaza groups) not only influences the reactivity but may also play a critical role in enhancing the biological properties of the compound.
  • Synthetic Challenges: Due to its complex architecture, synthesizing this compound can be both challenging and rewarding, requiring advanced techniques and a deep understanding of organic chemistry.

In the words of a famed chemist, "The beauty of chemistry lies in its complexity and the endless possibilities that come with synthesizing novel compounds." This compound is a perfect illustration of that beauty, encapsulating the intricacies of organic synthesis and the potential for groundbreaking discoveries.

Overall, the methyl 11-acetoxy-12-ethyl derivative stands out as a compelling subject of study for chemists and biologists alike, paving the way for future research aimed at exploring its full potential.

Synonyms
Vinorelbine base
71486-22-1
methyl 4-(acetyloxy)-15-[4-ethyl-8-(methoxycarbonyl)-1,3,6,7,8,9-hexahydro-2,6-methanoazecino[4,3-b]indol-8-yl]-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
Navelbine
CHEBI:93786
DTXSID20860926
LSM-4297
STL450984
AKOS030228758
Q27165488
methyl 11-acetyloxy-12-ethyl-4-(16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl)-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate