Skip to main content

Ceftriaxone

ADVERTISEMENT
Identification
Molecular formula
C18H16N8O7S3
CAS number
73384-59-5
IUPAC name
(3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxymethyl 6-[(2-amino-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
State
State

At room temperature, Ceftriaxone is typically in a solid state as a powder. However, it is converted into a liquid form when dissolved in the appropriate solvent for medicinal use.

Melting point (Celsius)
0.00
Melting point (Kelvin)
0.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
554.58g/mol
Molar mass
554.5760g/mol
Density
1.5700g/cm3
Appearence

Ceftriaxone is typically a white to slightly yellow crystalline powder. It is supplied as a sodium salt and is often used in its powdered form for preparing injectable solutions. Its solubility in water is a noteworthy characteristic, making it suitable for intravenous and intramuscular use.

Comment on solubility

Solubility of (3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxymethyl 6-[(2-amino-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

The compound C18H16N8O7S3 is characterized by several functional groups that significantly influence its solubility profile. Here are some key considerations regarding its solubility:

  • Polarity: The presence of multiple carbonyl groups (C=O) and amino groups (NH2) contributes to a higher polarity, which can enhance solubility in polar solvents such as water.
  • Hydrogen Bonding: The compound's potential to form hydrogen bonds with water molecules may lead to increased solubility, particularly in aqueous environments.
  • Effect of Carbon Chains: The presence of alkyl chains, specifically the dimethyl groups, may introduce hydrophobic characteristics, which could negate some of the solubility benefits offered by its polar groups.
  • Solvent Compatibility: In general, compounds with similar functional characteristics tend to dissolve more readily in similar types of solvents. Therefore, the compound might demonstrate greater solubility in organic solvents that are also polar.

In conclusion, the solubility of this complex bicyclic compound can be anticipated to vary significantly depending on the solvent system utilized. While the presence of polar functional groups suggests that it may be soluble in polar solvents, the hydrophobic influences from the hydrocarbon chains might limit its solubility in highly polar media. Experimentation would be essential to establish precise solubility parameters.

Interesting facts

Interesting Facts about 3,3-Dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxymethyl 6-[(2-amino-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

This compound, known for its complex structure, belongs to a category of compounds that feature a bicyclic arrangement. Such compounds are significant in medicinal chemistry due to their potential pharmacological activities. Here are some fascinating aspects of this intriguing compound:

  • Versatile Applications: Compounds of this type are often explored for their use as antibacterial agents, with some demonstrating efficacy against drug-resistant strains of bacteria.
  • Structural Diversity: The presence of both azabicyclic and thiazolidine frameworks contributes to its structural complexity, making it an interesting subject for researchers investigating structure-activity relationships.
  • Functional Groups: The compound contains multiple functional groups, including both amines and carbonyls, which are known to play crucial roles in biological activity.
  • Synthetic Challenges: The synthesis of such multi-functional compounds often involves intricate synthetic pathways, requiring advanced techniques in organic synthesis.
  • Research Potential: As new therapeutic targets are identified, the exploration of analogs based on this compound could lead to the discovery of novel drugs catered to specific diseases.

In the words of a renowned chemist, “The beauty of organic compounds lies not just in their structure but in the myriad of possibilities they present for innovative solutions.” Indeed, this compound epitomizes such complexity and potential.

As research continues in medicinal chemistry, compounds like this one will remain pivotal in paving the way for future discoveries in drug development and therapeutic interventions.

Synonyms
6-Aminopenicillanic acid (Penicin), derivative of
({6-[2-Amino(phenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl}oxy)methyl 3,3-dimethyl-4,4,7-trioxo-4lambda~6~-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,[[[(2S,5R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methylester, (2S,5R,6R)-
SCHEMBL14626369
DTXSID80861055
BCP09489
AKOS015960343
AC-7625
AG-684/21187016
(3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxymethyl 6-[(2-amino-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
[6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 3,3-dimethyl-4,4,7-trioxo-4??-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate