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Cefotaxime

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Identification
Molecular formula
C16H17N5O7S2
CAS number
63527-52-6
IUPAC name
(6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
State
State
At room temperature, cefotaxime exists as a solid crystalline powder, often used in buffered solutions for medical applications.
Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
365.00
Boiling point (Kelvin)
638.15
General information
Molecular weight
455.46g/mol
Molar mass
455.4640g/mol
Density
1.4300g/cm3
Appearence
Cefotaxime is typically a pale yellow or light brown crystalline powder. It's soluble in water and slightly soluble in methanol, making it widely used in intravenous solutions. The powder form is often used for pharmaceutical preparations.
Comment on solubility

Solubility of (6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

This compound exhibits varying solubility characteristics depending on the environmental conditions. Consider the following factors that affect its solubility:

  • Polarity: The presence of charged or polar functional groups generally enhances solubility in polar solvents, such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds, particularly from the carbamoyl and carboxylate groups, can facilitate solubility in aqueous environments.
  • Concentration: Solubility can differ depending on the concentration of the solution, often exhibiting saturation points.
  • pH Levels: The solubility might be higher in certain pH conditions, influenced by the ionization of acidic or basic groups.
  • Temperature: Typically, an increase in temperature can enhance solubility due to increased molecular movements.

In summary, the solubility of this complex compound is significantly influenced by its unique molecular structure and external conditions. It is imperative to conduct specific solubility testing to accurately determine its behavior in different solvents, as "solubility is often a nuanced interplay of many factors." Understanding these aspects will not only facilitate its practical applications but also enhance our knowledge of its chemical behavior.

Interesting facts

Interesting Facts About (6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

This intriguing compound belongs to a class of molecules that exhibit a remarkable range of biological activities. Here are some fascinating details:

  • Pharmaceutical Potential: This compound is part of a family of substances that are synthesized with the aim of developing new pharmacological agents. Its unique structure potentially contributes to various therapeutic effects.
  • Antimicrobial Activity: Compounds with similar structures have been studied for their antimicrobial properties, making them candidates for treating infections caused by resistant pathogens.
  • Bioactivity: The presence of a thia ring and a bicyclic structure may provide specific interactions with biological targets, enhancing its efficacy as a bioactive molecule. This aspect makes it a subject of interest in medicinal chemistry.
  • Structure-Activity Relationship (SAR): Understanding how the modifications in its structure affect its biological activity can offer insights into designing more potent derivatives. Researchers often utilize this compound in studies of SAR.
  • Multifunctional Roles: The various functional groups present in this compound allow it to participate in multiple biological pathways, showcasing its potential for multitargeted therapy approaches.

As chemistry students or researchers delve into the world of complex organic compounds, this particular compound serves as a prime example of the intricate relationship between molecular structure and biological function. In the words of a famous chemist, "The great adventure in science is to discover the unknown and to create what has never been before." With compounds like this, the adventure continues.

Synonyms
CEFALONIUM
Cephalonium
5575-21-3
Cefalonio
Cefalonum
Cefalonium [INN]
Cefalonium [INN-Latin]
Cefalonio [INN-Spanish]
Lilly 41071
Cefalonium [INN:BAN]
EINECS 226-948-7
Cefalonium (BAN)
NSC-759292
BRN 4169337
DTXSID5045388
UNII-K2P920217W
CEFALONIUM [JAN]
CEPHALONIUM [MI]
(6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
CEFALONIUM [MART.]
CEPHALONIUM [GREEN BOOK]
DTXCID3025388
7-(alpha-Thienylacetamido)-3-(4-carbamoylpyridinomethyl)-3-cephem-4-carboxylic acid
NSC 759292
(6R,7R)-3-(4-(4-Carbamoyl-1-pyridiniomethyl)-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carboxylat
3-(4-Carbamoylpyridylmethyl)-8-oxo-7-(alpha-(thien-2-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-2carbonsaeure
Cefalonium (INN-Latin)
Cefalonio (INN-Spanish)
CEFALONIUM (MART.)
3-(4-Carbamoylpyridylmethyl)-8-oxo-7-(a-(thien-2-yl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
Pyridinium, 4-(aminocarbonyl)-1-[[(6R,7R)-2-carboxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, inner salt
Cepravin D.C.
(6R,7R)-3-((4-carbamoylpyridin-1-ium-1-yl)methyl)-8-oxo-7-((2-thiophen-2-ylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
(6R,7R)-3-((4-Carbamoylpyridinio)methyl)-8-oxo-7-(2-(2-thienyl)acetylamino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
(6R,7R)-3-[(4-Carbamoylpyridinio)methyl]-8-oxo-7-[2-(2-thienyl)acetylamino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Pyridinium, 4-(aminocarbonyl)-1-(((6R,7R)-2-carboxy-8-oxo-7-((2-thienylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt
226-948-7
Pyridinium, 4-carbamoyl-1-((2-carboxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-aza-bicyclo(4.2.0)oct-2-en-3-yl)methyl)-hydroxide, inner salt
41071
Cefalonium hydrate
K2P920217W
(6R,7R)-3-((4-Carbamoylpyridin-1-ium-1-yl)methyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Cephalonium hydrate
NCGC00016657-01
CAS-5575-21-3
Cepravin (veterinary)
Cepravin dry cow (TN)
SCHEMBL125252
5575-21-3 (Anhydrous)
CHEMBL2105567
CHEBI:95345
GTPL13609
FMZXNVLFJHCSAF-DNVCBOLYSA-N
HMS1571G13
HMS2098G13
Pharmakon1600-01505997
HY-B1252
Tox21_110548
1ST12008W
NSC759292
AKOS026749802
Tox21_110548_1
CCG-213999
DB11385
NCGC00179310-01
NCGC00179310-03
AC-38024
DA-51741
DA-62211
Pyridinium, 4-carbamoyl-1-((2-carboxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-aza-bicyclo(4.2.0)oct-2-en-3-yl)methyl)- hydroxide, inner salt
TS-07629
AB00513991
CS-0013045
NS00006696
D07634
G86208
AB00513991_02
Q5057218