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Penicillin V

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Identification
Molecular formula
C16H18N2O5S
CAS number
87-08-1
IUPAC name
(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
State
State

Typically found in the solid state at room temperature. It is stable under ordinary conditions of use and storage, usually in powder form for pharmaceutical applications.

Melting point (Celsius)
214.00
Melting point (Kelvin)
487.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
350.39g/mol
Molar mass
350.3890g/mol
Density
1.5000g/cm3
Appearence

Penicillin V appears as a white crystalline powder. It is often found in a hydrated form which may influence its texture and handling. It typically has no significant odor and resembles many pharmaceutical compounds in its powder form.

Comment on solubility

Solubility of (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

The solubility of (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is influenced by several factors related to its chemical structure and functional groups. Generally, compounds with polar functional groups tend to have better solubility in polar solvents, such as water. In the case of this compound:

  • Polar Character: The presence of the carboxylic acid group (-COOH) significantly enhances its solubility in aqueous solutions, as this group can engage in hydrogen bonding with water.
  • Bicyclic Structure: The bicyclic nature can introduce steric constraints, potentially affecting solubility by limiting interactions with solvents.
  • Thia and Azabicyclic Features: The inclusion of sulfur and nitrogen in the bicyclic system may also contribute to unique solvation dynamics that could either aid or hinder solubility compared to more traditional organic compounds.

Regarding its actual solubility metrics, experimental data is often required to determine specific solubility ranges under various conditions including temperature and pH. To quote a key principle: "Like dissolves like." Thus, exploring the solvent environment is pivotal in predicting how well this compound will dissolve.

In conclusion, while the carboxylic acid group suggests potential for good solubility in water, the overall solubility of (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid will depend on a detailed examination of its structural interactions with solvents.

Interesting facts

Interesting Facts about (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, a fascinating compound in the realm of organic chemistry, embodies the intersection of complexity and utility. Here are some intriguing features:

  • Structural Uniqueness: This compound presents a distinctive bicyclic structure, which is not only visually striking but also a point of focus in the study of stereochemistry due to its chiral centers.
  • Biological Relevance: Compounds like this one are significant in pharmaceuticals. They are often examined for their potential as antibiotics or other therapeutic agents.
  • Synthetic Pathways: The synthesis of this compound can be quite complex, often involving multiple steps. It provides excellent case studies for students learning about carboxylic acid derivatives and their transformations.
  • Applications in Research: The compound is frequently used in medicinal chemistry and can serve as a precursor for the development of other more complex molecules.

As with many chemical compounds, the study of (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid not only deepens our understanding of chemical interactions but also paves the way for potential breakthroughs in drug development. Its intricate structure and potential applications keep it relevant in both academic and industrial settings.

In the words of a renowned chemist, "Every compound tells a story; it is our job to listen." This compound certainly has much to reveal!

Synonyms
PENICILLANIC ACID
87-53-6
(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
UNII-PIS09H0QIX
PIS09H0QIX
EINECS 201-750-3
Acid, Penicillanic
CHEBI:37806
2,2-dimethylpenam-3alpha-carboxylic acid
PENICILLANIC ACID [MI]
DTXSID90236038
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, (2S-cis)-
(2S-cis)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
(2S-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Penicillansaure
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-, (2S,5R)-
(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
SCHEMBL462651
CHEMBL325758
DTXCID90158529
NS00039201
EN300-25626764
Q27117271
(2S-CIS)-3,3-DIMETHYL-7-OXO-4-THIA-1- AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3- DIMETHYL-7-OXO-, (2S-CIS)-