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Doxorubicin

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Identification
Molecular formula
C27H29N1O11
CAS number
23214-92-8
IUPAC name
N-[3-[[4-(dimethylamino)phenyl]methyl]-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxy-pyridine-2-carboxamide
State
State

At room temperature, doxorubicin is typically found in its solid crystalline form. However, it is often handled as a solution when used for medical treatments.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
850.00
Boiling point (Kelvin)
1 123.15
General information
Molecular weight
579.99g/mol
Molar mass
579.9940g/mol
Density
1.6000g/cm3
Appearence

Doxorubicin appears as a dark red, crystalline powder. It is commonly used after reconstitution into a bright red liquid solution for medical applications.

Comment on solubility

Solubility of N-[3-[[4-(dimethylamino)phenyl]methyl]-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxy-pyridine-2-carboxamide

The solubility of this complex compound can be influenced by various factors due to its intricate structure. Generally, we can observe the following characteristics:

  • Polarity: Given the presence of functional groups, such as dimethylamino and carboxamide, the compound exhibits polar characteristics, which may enhance its solubility in polar solvents.
  • Hydrogen Bonding: The hydroxyl group and carboxamide contribute to potential hydrogen bonding, thereby increasing solubility in water or other protic solvents.
  • Hydrophobic Regions: The extensive hydrocarbon chains and phenyl groups introduce hydrophobic character, which could limit solubility in highly polar environments and favor solubility in nonpolar solvents.
  • Molecular Weight: With a high molecular weight, the solubility may be further decreased in some solvents due to steric hindrance and the inability to interact effectively.

In summary, while the presence of polar functional groups suggests that the compound could be soluble in polar solvents, its hydrophobic components and substantial molecular weight might pose challenges in achieving significant solubility, particularly in less polar or nonpolar solvents. Therefore, understanding the solvent environment is vital for predicting solubility outcomes effectively.

Interesting facts

Interesting Facts About N-[3-[[4-(dimethylamino)phenyl]methyl]-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxy-pyridine-2-carboxamide

This compound is a complex organic molecule characterized by its intricate structure and unique properties. Here are some fascinating facts to consider:

  • Structural Complexity: This molecule features multiple functional groups and rings, showcasing the high degree of structural diversity that can be achieved in organic chemistry.
  • Diverse Applications: The compound has potential applications in pharmacology due to its rich structure, which may provide interesting pharmacophoric elements.
  • Dimethylamino Group: The presence of a dimethylamino group makes this compound interesting, as such groups are known to influence biological activity and solubility.
  • Taxonomy of Complex Chemistry: This compound is an exemplary candidate for studies in supramolecular chemistry, potentially demonstrating unique binding interactions and properties.
  • Colorimetric Abilities: The chromophoric aspects might allow for investigations into its light-absorbing characteristics, paving the way for studies in photochemistry.

Scientists often explore such compounds through various methodologies like spectroscopy, chromatography, and synthesis to unveil their potential applications and underlying mechanics.

As an aspiring chemist, one should appreciate how the combinations of different groups can modify molecular properties. The challenge and excitement of synthesizing compounds like this are what drives innovation in the field of chemistry!

Synonyms
Mikamycin B
3131-03-1
Vernamycin B alpha
Vernamycin B.alpha.
YGXCETJZBDTKRY-UHFFFAOYSA-N
BCP31526
AKOS032945091
NS00040645
Virginiamycin S1, 4-[4-(dimethylamino)-N-methyl-L-phenylalanine]-
Ostreogrycin B;Mikamycin B;Vernamycin BA;Mikamycin IA;Streptogramin B