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Oxacillin

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Identification
Molecular formula
C19H19N3O5S
CAS number
66-79-5
IUPAC name
[(4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
State
State

At room temperature, oxacillin is typically found as a solid, particularly in its sodium salt form. This solid state allows for ease of handling and formulation in pharmaceutical settings.

Melting point (Celsius)
152.50
Melting point (Kelvin)
425.60
Boiling point (Celsius)
244.60
Boiling point (Kelvin)
517.80
General information
Molecular weight
401.44g/mol
Molar mass
401.4300g/mol
Density
1.3000g/cm3
Appearence

Oxacillin typically appears as a white or off-white crystalline powder. It is often supplied in a form ready for pharmaceutical use, specifically as a sodium salt for injection preparations.

Comment on solubility

Solubility of [(4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

The solubility of this complex chemical compound can be quite intriguing due to its unique structure. Generally, the solubility of a compound depends on several factors including polarity, intermolecular interactions, and the presence of functional groups. Here is an overview of the potential solubility characteristics:

  • Polarity: The presence of polar functional groups in the compound, such as -OH (hydroxyl group) and -OCH3 (methoxy group), suggests that the compound may exhibit moderate to high solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxyl group can form hydrogen bonds with solvent molecules, which enhances solubility in aqueous solutions.
  • Solvent Choice: Conversely, the overall non-polar characteristics due to the hydrophobic centers in the structure could lead to lower solubility in non-polar solvents.
  • Temperature Effects: Typically, solubility increases with temperature. Hence, heating might improve the solubility of this compound in various solvents.
  • pH Influence: The solubility may also vary with pH, potentially increasing in basic conditions due to the ionization of functional groups.

In conclusion, while it is difficult to generalize the exact solubility of [(4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate without specific experimental data, its polar and functional characteristics lend it to being reasonably soluble in suitable solvents.

Interesting facts

Interesting Facts About [(4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate

This fascinating compound boasts extensive applications and intriguing properties that make it a subject of interest in both medicinal and synthetic chemistry. Here are some of the key highlights:

  • Structural Complexity: The unique tetracyclic structure of this compound showcases the intricate interplay of multiple rings and functional groups. Its architecture contributes to its biological activity.
  • Biological Significance: Compounds of this type often exhibit interesting pharmacological properties. For example, they may interact with specific receptors in the body, providing insights into potential therapeutic applications.
  • Synthetic Pathways: Chemistry students and professionals often find the synthesis of such structurally complex molecules to be a challenging yet rewarding endeavor. Understanding the synthetic processes can pave the way for innovation in drug design.
  • Analytical Techniques: Characterizing this compound requires advanced techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography. Each method can reveal important insights into the compound’s structure and behavior.
  • Research Applications: Ongoing research may explore the potential of this compound in treating various diseases, showcasing the importance of enantiomeric forms and their effects on biological systems.

Overall, the study of [(4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate not only broadens our understanding of complex chemical entities but also fuels the advancement of modern medicinal chemistry. As one researcher aptly stated, "The study of such compounds is a testament to the limitless possibilities within the realm of organic synthesis."

Synonyms
MITOMYCIN B
4055-40-7
HSDB 3419
UNII-VT1IGL3D7V
VT1IGL3D7V
CHEBI:85416
MITOMYCIN B [MI]
MITOMYCIN B [HSDB]
[(4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
MITOMYCIN IMPURITY C [EP IMPURITY]
Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-8-(hydroxymethyl)-6-methoxy-1,5-dimethyl-, 8-carbamate
[(1aS,8R,8aR,8bS)-8a-hydroxy-6-methoxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
AZIRINO(2',3':3,4)PYRROLO(1,2-A)INDOLE-4,7-DIONE, 8-(((AMINOCARBONYL)OXY)METHYL)-1,1A,2,8,8A,8B-HEXAHYDRO-8A-HYDROXY-6-METHOXY-1,5-DIMETHYL-, (1AS,8R,8AR,8BS)-
Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-8-(hydroxymethyl)-6-methoxy-1,5-dimethyl-, 8-carbamate
MITOMYCIN IMPURITY C (EP IMPURITY)
NSC75987
((1aS,8R,8aR,8bS)-8a-hydroxy-6-methoxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno(2',3':3,4)pyrrolo(1,2-a)indol-8-yl)methyl carbamate
((4S,6S,7R,8R)-7-hydroxy-11-methoxy-5,12-dimethyl-10,13-dioxo-2,5-diazatetracyclo(7.4.0.02,7.04,6)trideca-1(9),11-dien-8-yl)methyl carbamate
Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, 8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-6-methoxy-1,5-dimethyl-, [1aR-(1a.alpha.,8.alpha.,8a.alpha.,8b.alpha.)]-
Azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione, 8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-6-methoxy-1,5-dimethyl-, [1aR-(1a.alpha.,8.beta.,8a.alpha.,8b.alpha.)]-
AZIRINO(2',3':3,4)PYRROLO(1,2-A)INDOLE-4,7-DIONE, 1,1A,2,8,8A,8B-HEXAHYDRO-8A-HYDROXY-8-(HYDROXYMETHYL)-6-METHOXY-1,5-DIME///
AZIRINO(2',3':3,4)PYRROLO(1,2-A)INDOLE-4,7-DIONE, 8-(((AMINOCARBONYL)OXY)METHYL)-1,1A,2,8,8A,8B-HEXAHYDRO-8A-HYDROXY-6-MET///
Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 8-(((aminocarbonyl)oxy)methyl)-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-6-methoxy-1,5-dimethyl-, (1aR-(1aalpha,8alpha,8aalpha,8balpha))-
Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 8-(((aminocarbonyl)oxy)methyl)-1,1a,2,8,8a,8b-hexahydro-8a-hydroxy-6-methoxy-1,5-dimethyl-, (1aR-(1aalpha,8beta,8aalpha,8balpha))-
Azirino(2',3':3,4)pyrrolo(1,2a)indole4,7dione, 1,1a,2,8,8a,8bhexahydro8ahydroxy8(hydroxymethyl)6methoxy1,5dimethyl, 8carbamate
uzuuqcbcwdbycg-uhfffaoysa-n
SCHEMBL783139
CHEMBL323536
UZUUQCBCWDBYCG-DQRAMIIBSA-N
DTXSID001318185
Q22252155