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Penicillin G sodium

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Identification
Molecular formula
C16H17N2NaO4S
CAS number
69-57-8
IUPAC name
disodium;(2S,5R,6R)-6-[(2-carboxylato-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
State
State

At room temperature, Penicillin G sodium is typically a solid in the form of a crystalline powder.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
771.80
Boiling point (Kelvin)
1 045.00
General information
Molecular weight
372.40g/mol
Molar mass
372.3960g/mol
Density
1.3400g/cm3
Appearence

Penicillin G sodium appears as a white or off-white crystalline powder. It is odorless or may have a faint characteristic odor.

Comment on solubility

Solubility of Disodium; (2S,5R,6R)-6-[(2-carboxylato-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

The solubility of the compound disodium; (2S,5R,6R)-6-[(2-carboxylato-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate is influenced by several factors, making it a unique entity within the realm of chemical compounds.

Factors Influencing Solubility:

  • Ionic Nature: The presence of disodium cations and carboxylate groups typically enhances solubility in water due to its ionic characteristics.
  • Polar Functional Groups: The molecule contains multiple polar functional groups, which allows for hydrogen bonding and interactions with water molecules.
  • Structural Complexity: The bicyclic structure may limit solubility in non-polar solvents due to steric hindrance and lower surface area for solvation.

As a general observation, compounds featuring the carboxylate group often demonstrate increased solubility in aqueous environments. This is attributed to their ability to undergo ion-dipole interactions with water. In the case of our compound, it is likely to exhibit enhanced solubility in alkaline solutions, where the presence of sodium ions can assist in stabilizing the molecular structure.

However, caution should be exercised when considering solubility in various solvents:

  • Highly soluble in: Water, due to ionic and polar characteristics.
  • Moderately soluble in: Alcohols, depending on the specific structure.
  • Poorly soluble in: Non-polar solvents, such as hexane or benzene.

In summary, the solubility of disodium; (2S,5R,6R)-6-[(2-carboxylato-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate is primarily facilitated by its ionic character and polar groups, allowing it to effectively dissolve in water and other similar solvents.

Interesting facts

Interesting Facts about Disodium (2S,5R,6R)-6-[(2-carboxylato-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

This compound is a fascinating example of a complex bicyclic structure, exhibiting unique properties due to its specific configuration and functional groups. Here are some key points to consider:

Structural Highlights

  • Bicyclic Framework: The compound features a distinct bicyclic system that contributes to its bioactivity and chemical behavior.
  • Chiral Centers: With multiple chiral centers, this compound presents interesting stereochemical considerations that can affect its interactions and efficacy.
  • Functional Diversity: The presence of carboxylate groups and a phenyl-acetyl moiety leads to a wide range of potential reactivity.

Applications and Importance

  • Pharmaceutical Relevance: Compounds with similar structures are often investigated for their pharmacological properties, including antibiotic and anti-inflammatory activities.
  • Research Potential: This compound may serve as a valuable candidate for further research into novel therapeutic agents.
  • Synthetic Challenges: The synthesis of such complex molecules can present significant challenges in organic chemistry, making it an intriguing topic for chemists.

Quote from the Literature

"The intricate design of bicyclic compounds like disodium (2S,5R,6R)-6-[(2-carboxylato-2-phenyl-acetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate not only highlights the creativity in molecular architecture but also points to the untapped potential waiting to be explored within their unique frameworks."

In conclusion, the disodium derivative of this particularly complex bicyclic compound illustrates the intersection of chemistry with potential biomedical applications. As researchers continue to delve into the chemical properties and applications of such compounds, significant advancements in drug discovery and development may emerge.

Synonyms
Carbenicillin disodium
4800-94-6
Carbenicillin disodium salt
carbenicillin sodium
Pyocianil
Hyoper
Fugacillin
Gripenin
Piopen
Pyoclox
Sodium carbenicillin
Disodium carbenicillin
Carbenicilline disodium
alpha-Carboxybenzylpenicillin disodium salt
Carboxybenzylpenicillin sodium
BRL-2064
NSC-111071
GS 3159 disodium salt
CP-15-639-2
alpha-Carboxybenzylpenicillin sodium salt
Disodium alpha-carboxybenzylpenicillin
BRL 2064
EINECS 225-360-8
NSC 111071
UNII-9TS4B3H261
DTXSID6045820
CHEBI:34609
9TS4B3H261
N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)-hept-6-yl)-2-phenylmalonamic acid disodium salt
DTXCID4025820
Carbenicillin disodium [USAN:USP]
Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-, disodium salt
Carbenicillin disodium (USAN:USP)
CARBENICILLIN SODIUM (MART.)
CARBENICILLIN SODIUM [MART.]
disodium 6beta-(2-carboxylato-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylate
CARBENICILLIN DISODIUM (USP IMPURITY)
CARBENICILLIN DISODIUM [USP IMPURITY]
disodium (2S,5R,6R)-6-((carboxylato(phenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate
disodium (2S,5R,6R)-6-{[carboxylato(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]-hept-6-yl)-2-phenylmalonamic acid disodium salt
Disodium, Carbenicillin
225-360-8
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((CARBOXYPHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO, DISODIUM SALT, (2S-(2alpha,5alpha,6beta))
Geopen
Carbecin
Microcillin
Pyopen
Anabactyl
MFCD00077683
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, disodium salt,(2S,5R,6R)-
CP 15639-2
Carbenicillin sodium (JAN)
Carbenicillin (disodium)
Carbenicillin Disodium (90%)
CARBENICILLIN SODIUM [JAN]
disodium;(2S,5R,6R)-6-[(2-carboxylato-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
sodium (2S,5R,6R)-6-(2-carboxylato-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS-4800-94-6
Carbenicillin disodium [USAN]
Prestwick_29
NCGC00094607-01
Geopen (TN)
SCHEMBL54797
Carbenicillin disodium (USP)
SPECTRUM1500160
CHEMBL606260
HMS502E17
4697-36-3 (non-salt)
HMS1920I19
HMS2091O21
Tox21_111304
CCG-38928
s3179
CARBENICILLIN DISODIUM [VANDF]
AKOS016001461
Tox21_111304_1
AC09915
CARBENICILLIN DISODIUM [WHO-DD]
CARBENICILLIN DISODIUM SALT [MI]
NCGC00022579-05
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, disodium salt, (2S-(2alpha,5alpha,6beta))-
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo, disodium salt, (6S-(2alpha,5alpha,6beta))-
AS-11636
Disodium (2S-(2alpha,5alpha,6beta))-6-(carboxylatophenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate
CARBENICILLIN DISODIUM [ORANGE BOOK]
SW220220-1
D02190
F14953
Q27116177
Carbenicillin disodium, meets USP testing specifications
Carbenicillin disodium salt, 89.0-100.5% anhydrous basis
Carbenicillin disodium salt, BioReagent, plant cell culture tested
Carbenicillin sodium, European Pharmacopoeia (EP) Reference Standard
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((CARBOXYPHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO, DISODIUM SALT, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.))
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-, sodium salt, (2S,5R,6R)- (1:2)
sodium(2S,5R,6R)-6-(2-carboxylato-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate