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Linezolid

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Identification
Molecular formula
C16H20N5O4
CAS number
165800-03-3
IUPAC name
[(7R,8S)-11-amino-7-methoxy-12-methyl-5-methylsulfonyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
State
State

Linezolid is typically found in a solid state at room temperature, often distributed in tablet or powder form for medical use.

Melting point (Celsius)
176.70
Melting point (Kelvin)
449.85
Boiling point (Celsius)
622.15
Boiling point (Kelvin)
895.30
General information
Molecular weight
337.36g/mol
Molar mass
337.3630g/mol
Density
1.4758g/cm3
Appearence

Linezolid appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of [(7R,8S)-11-amino-7-methoxy-12-methyl-5-methylsulfonyl-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 compound is influenced by several factors related to its molecular structure. In general:

  • Polarity: The presence of amino and methoxy groups increases polarity, suggesting increased solubility in polar solvents such as water.
  • Functional Groups: The methylsulfonyl and carbamate functional groups also contribute to potential solubility by enabling interactions through hydrogen bonding.
  • Molecular Weight: With a relatively high molecular weight, solubility may be limited in non-polar solvents, indicating preference for polar environments.
  • pH Dependency: Solubility may vary with pH, particularly due to its amino group which can be protonated, enhancing solubility in acidic conditions.

In summary, the solubility of [(7R,8S)-11-amino-7-methoxy-12-methyl-5-methylsulfonyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate is expected to be greater in polar solvents. Its diverse functional groups and structural complexity will play a significant role in determining precise solubility characteristics.

Interesting facts

Interesting Facts about the Compound

This complex compound, known for its unique molecular structure and functional groups, has garnered significant attention in the field of medicinal chemistry. Here are some fascinating details:

  • Stereochemistry: The specific stereochemistry of this compound, indicated by the R and S configurations, plays a crucial role in its biological activity. These configurations determine how the compound interacts with biological systems, influencing its effectiveness.
  • Functional Groups: The presence of multiple functional groups, such as the amino, methoxy, and methylsulfonyl groups, contributes to the compound's reactivity and properties. These groups are often responsible for the modulation of biological activities, making them targets for drug design.
  • Potential Applications: Compounds with similar structures are frequently investigated for their therapeutic potential. This compound might be explored in studies related to antibiotic properties and anti-cancer activity due to its intricate structure.
  • Complexity of Synthesis: The synthesis of such compounds is often challenging, requiring advanced synthetic techniques. This complexity can lead to explorations of novel synthetic pathways that may have implications beyond the compound itself.
  • Scientific Research: Studies on this compound can contribute to a better understanding of drug-receptor interactions, potentially paving the way for more effective therapeutic agents in the future.

Overall, this compound exemplifies the intricate relationship between molecular structure and biological function, representing a rich area for investigation in both chemistry and pharmaceuticals.

Synonyms
BRN 0904646
5091-31-6
Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-methylsulfonyl-, carbamate
DTXSID50965175
[6-Amino-1-(methanesulfonyl)-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl hydrogen carbonimidate