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Mitoxantrone

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Identification
Molecular formula
C22H28N4O6
CAS number
65271-80-9
IUPAC name
19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
State
State

At room temperature, Mitoxantrone is typically available as a solid.

Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
524.20
Boiling point (Kelvin)
797.35
General information
Molecular weight
444.49g/mol
Molar mass
444.4520g/mol
Density
1.4200g/cm3
Appearence

Mitoxantrone is generally a dark blue to dark green, crystalline solid. It is often available in various formulations for medical use.

Comment on solubility

Solubility of 19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

The solubility of the compound C22H28N4O6, commonly referred to as 19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo structure, can be quite intricate due to its complex chemical structure. Several factors influence its solubility, and an understanding of these can provide insights into its behavior in various solvents.

Key Factors Affecting Solubility:

  • Polarity: The presence of polar functional groups, such as hydroxyl (–OH) and carbonyl (C=O) groups, suggests that this compound may exhibit moderate polarity. This could enhance its solubility in polar solvents like water and alcohols.
  • Molecular Weight: With a relatively high molecular weight, solubility may be limited in certain solvents, particularly in non-polar environments.
  • Hydrogen Bonding: The hydroxyl group can form hydrogen bonds, which could facilitate solubility in protic solvents.
  • Structural Complexity: The pentacyclic structure may hinder effective packing in a solid-state, affecting dissolution rates in solution.

In summary, while C22H28N4O6 has potential solubility in polar solvents due to its functional groups, its overall solubility characteristics will depend significantly on the interactions with the solvent. As with many complex organic compounds, empirical solubility testing is crucial to determine exact solubility profiles.

Interesting facts

Interesting Facts About 19-Ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

This compound is intriguing not only for its complex structure but also for its potential applications in various fields, including medicinal chemistry and materials science. Here are some compelling facts about this fascinating molecule:

  • Structure Complexity: The compound has a unique pentacyclic framework which makes it particularly interesting to chemists. The presence of multiple cyclic systems often leads to interesting chemical properties and reactivity.
  • Biological Activity: Compounds with similar structural frameworks have been studied for their biological activities, demonstrating potential as therapeutic agents in the treatment of various diseases, including cancer and infectious diseases.
  • Synthetic Challenges: The synthesis of this complex molecule can be quite challenging, often requiring multiple steps of functionalization and cyclization, showcasing the skill and creativity of synthetic chemists.
  • Cross-Disciplinary Applications: Beyond its biological relevance, this compound could also find uses in materials science for developing advanced polymers or nanotechnology due to its unique electronic properties.
  • Historical Context: The study of diaza compounds has evolved significantly since their discovery, and this compound exemplifies the advances made in understanding their synthesis and reactivity.

In conclusion, 19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione stands as a testament to the complexity and beauty of organic chemistry. The ongoing research and exploration of its properties may unveil even more exciting applications in the future.

Synonyms
31456-25-4
CHEMBL276820
(+/-)Campathecin
NSC302991
19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
4-ETHYL-4-HYDROXY-3,4,12,14-TETRAHYDRO-1H-PYRANO[3'4'
(+/-)-Camptothecine;20(RS)-Camptothecin;dl-Camptothecin
TNP00113
()Campathecin
4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
(+/-)-Camptothecin
(.+-.)-Camptothecin
Camptothecine, (+-)-
Maybridge1_007381
Neuro_000041
CAMPTOTHECIN (+)-
Oprea1_815005
4-ETHYL-4-HYDROXY-3,4,12,14-TETRAHYDRO-1H-PYRANO[3'4':6,7]INDOLIZINO[1,2-B]QUINOLINE-3,14-DIONE
SCHEMBL2298909
CHEBI:91620
HMS562H11
DTXSID30274373
VSJKWCGYPAHWDS-UHFFFAOYSA-N
HMS3267I18
4-ETHYL-4-HYDROXY-1,12-DIHYDRO-4H-2-OXA-6,12A-DIAZA-DIBENZO[B,H]FLUORENE-3,13-DIONE
EDC61637
LSM-1442
BDBM50045363
AKOS015895425
BCP9000476
NSC-302991
SMP2_000016
NCI60_002559
Camptothecin, Camptotheca acuminata - CAS 2114454
()-Camptothecine;20(RS)-Camptothecin;dl-Camptothecin
BRD-A30437061-001-01-9
BRD-A30437061-001-04-3
Q27163449
4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]-indolizino[1,2-b]quinolin-3,14(4H,12H)-dione
(20R)-4-Ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione
(20RS)-4-Ethyl-4-hydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione
(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
1H-Pyrano[3',7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione-, 4-ethyl-4-hydroxy-, (+-)-
4-ethyl-4-hydroxy-3,4,12,14-tetrahydro-1H-pyrano[3'',4'':6,7]indolizino[1,2-b]quinoline-3,14-dione