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Moclobemide

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Identification
Molecular formula
C13H17NO3
CAS number
71320-77-9
IUPAC name
[(7R,8S)-11-amino-5-butyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
State
State
Moclobemide is typically found as a solid at room temperature. As a medication, it is often supplied in tablet form for oral administration.
Melting point (Celsius)
146.50
Melting point (Kelvin)
419.70
Boiling point (Celsius)
548.30
Boiling point (Kelvin)
821.50
General information
Molecular weight
267.30g/mol
Molar mass
268.3290g/mol
Density
1.3586g/cm3
Appearence

Moclobemide is typically found as a white to off-white crystalline powder. It is manufactured as tablets for clinical use, which can vary in appearance depending on the manufacturing process but commonly are white or slightly colored. The powder itself is slightly soluble in water.

Comment on solubility

Solubility Insights

The compound [(7R,8S)-11-amino-5-butyl-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate exhibits unique solubility characteristics due to its complex molecular structure. Understanding its solubility is crucial for applications in various scientific fields. Here are some key points to consider:

  • Polarity: The presence of functional groups such as amino and methoxy contributes to the overall polarity of the molecule, which may enhance solubility in polar solvents.
  • Hydrogen Bonding: The ability of amino groups to form hydrogen bonds can significantly affect solubility, particularly in protic solvents.
  • Hydrophobic Interactions: The butyl group introduces hydrophobic characteristics, which could lead to reduced solubility in aqueous media but increased solubility in organic solvents.
  • pH Dependency: Changes in pH may influence the ionization of the amino group, thus altering its solubility profile.

In summary, the solubility of this compound is expected to vary widely depending on the solvent's nature and environmental conditions. As the old adage goes, "like dissolves like," highlighting the importance of matching the solvent properties with the compound's functional groups for optimal solubility.

Interesting facts

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

This compound is a fascinating example of the complexity that can arise in organic chemistry. Its structure reveals a unique tetracyclic framework that is often studied for its potential biochemical properties. Here are some engaging facts about this intriguing compound:

  • Synthetic Utility: The presence of multiple functional groups, including the carbamate moiety, suggests that this molecule could be a versatile building block in organic synthesis, potentially leading to various derivatives with biological activity.
  • Biological Significance: Compounds of this complexity often demonstrate interesting interactions with biological systems, making them valuable in pharmaceutical development. They may have applications in drug design, particularly in creating targeted therapies.
  • Chiral Centers: The compound features specific chiral centers (noted by the R and S configurations), which is crucial because chirality can significantly influence the pharmacological effects of a molecule.
  • Structural Inspiration: Scientists are continually inspired by complex natural products that exhibit similar structural motifs, leading to research into natural synthesis routes as well as bioactive compounds that can be derived from them.
  • Potential for Research: The intricate architecture of this compound opens avenues for extensive research in the fields of medicinal chemistry, natural product synthesis, and molecular biology.

In conclusion, compounds like this serve not just as chemical curiosities but as pivotal points for advancing our understanding of molecular interactions in biological systems. As noted by chemist Robert H. Grubbs, "In chemistry, we are always aiming for new structures and biological interactions."

Overall, this compound is a testament to both the beauty and complexity of organic molecules, with a promise of usefulness in scientific discovery and application.

Synonyms
16032-73-8
Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-1-butyl-8-(hydroxymethyl)-8a-methoxy-5-methyl-, carbamate (ester)
DTXSID60936275
(6-Amino-1-butyl-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