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Penicillin G

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Identification
Molecular formula
C16H18N2O4S
CAS number
61-33-6
IUPAC name
3,3-dimethyl-6-[[2-(methyleneamino)-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
State
State

Penicillin G is generally found in a solid state at room temperature. However, due to its applications, it is often reconstituted into an aqueous solution for pharmaceutical use.

Melting point (Celsius)
214.00
Melting point (Kelvin)
487.20
Boiling point (Celsius)
507.30
Boiling point (Kelvin)
780.50
General information
Molecular weight
334.39g/mol
Molar mass
334.3900g/mol
Density
1.4000g/cm3
Appearence

Penicillin G appears as a white to off-white crystalline powder. It is generally odorless, though it may have a slight medicinal smell. It is water-soluble, forming clear, colorless to slightly yellow solutions.

Comment on solubility

Solubility of 3,3-dimethyl-6-[[2-(methyleneamino)-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

The solubility of the compound C16H18N2O4S, known as 3,3-dimethyl-6-[[2-(methyleneamino)-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, can be influenced by several factors, including chemical structure and environmental conditions. Typically, this compound may exhibit:

  • Moderate Solubility in Water: The presence of carboxylic acid functional groups often enhances solubility in aqueous solutions.
  • Solubility in Organic Solvents: Given its complex structure and non-polar regions, it may dissolve well in organic solvents like ethanol or dimethyl sulfoxide (DMSO).

To further understand its solubility characteristics, it's essential to consider:

  • The pH of the solution: A lower pH may protonate some amine groups, altering solubility.
  • Temperature: Increased temperatures generally enhance solubility for many organic compounds.
  • Interactions with other solutes: The presence of salts or other solubilizers might promote or hinder solubility.

As a summary, while predicting the exact solubility behavior can be challenging, evaluating the compound in various solvent systems and conditions will provide better insights into its solubility profile. As the old saying goes, “Like dissolves like,” meaning understanding polarity and functional groups is key.

Interesting facts

Interesting Facts About 3,3-Dimethyl-6-[[2-(Methyleneamino)-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

This compound represents a fascinating example of a bicyclic structure that is of particular interest in the study of organic chemistry and medicinal chemistry. Its complex arrangement highlights how subtle changes in molecular composition can lead to significant variations in pharmacological activity. Here are some notable points about this intriguing compound:

  • Bicyclic Economy: The structure features a unique bicyclo[3.2.0] framework, which is less commonly found in nature, making it a valuable subject for structural analysis and experimental synthesis.
  • Pharmacological Potential: The presence of the thia and azabicyclic units suggests potential applications in pharmaceuticals, particularly in the development of antimicrobial agents or enzyme inhibitors.
  • Methyleneamino Influence: The methyleneamino group linked to the phenylacetyl moiety may enhance the reactivity, opening up pathways for further chemical modification that can lead to tailored bioactivity.
  • Structure-Activity Relationship (SAR): This compound provides a beneficial model for studying SAR, where modifications can be made to see how they affect biological activity, thus aiding drug design efforts.

In the words of famed chemist Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” This compound is a perfect illustration of how exploring complex chemical structures can lead to innovative ideas in drug development and organic synthesis. Its intriguing properties present an exciting opportunity for research and experimentation.

Moreover, the interplay of the various functional groups in this compound serves as an excellent educational tool for chemistry students, who can learn about reaction mechanisms, chirality, and the significance of stereochemistry in drug efficacy.

Synonyms
(2S,5R,6R)-3,3-Dimethyl-6-((R)-2-(methyleneamino)-2-phenylacetamido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Micinovo; Pravacilin; Rastomycin K; Ruticina
Spectrum_001425
Spectrum2_000541
Spectrum3_001493
Spectrum4_000157
Spectrum5_001753
BSPBio_003105
KBioGR_000634
KBioSS_001905
DivK1c_000383
SPBio_000581
SCHEMBL1650135
CHEMBL1619690
KBio1_000383
KBio2_001905
KBio2_004473
KBio2_007041
KBio3_002605
DTXSID80859977
NINDS_000383
AKOS024374962
IDI1_000383
Q6584200
3,3-Dimethyl-6-[2-(methylideneamino)(phenyl)acetamido]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid