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Amoxicillin

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Identification
Molecular formula
C16H19N3O5S
CAS number
26787-78-0
IUPAC name
6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
State
State

Amoxicillin is generally found in the form of a solid powder at room temperature, used commonly in oral suspension or tablet form.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
278.00
Boiling point (Kelvin)
551.15
General information
Molecular weight
365.41g/mol
Molar mass
365.4050g/mol
Density
1.6000g/cm3
Appearence

Amoxicillin is a white crystalline powder. It is freely soluble in water and sparingly soluble in ethanol (96%). The compound has a slightly bitter taste.

Comment on solubility

Solubility of 6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (C16H19N3O5S)

The solubility of 6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is influenced by various factors, primarily due to its complex structure, which contains multiple functional groups.

Some key points regarding its solubility include:

  • Polarity: The presence of polar functional groups, such as amino and hydroxyl groups, enhances the compound's ability to dissolve in polar solvents like water.
  • Hydrogen Bonding: The compound can form hydrogen bonds with solvent molecules, which may significantly improve solubility in aqueous solutions.
  • Hydrophobic Regions: The presence of hydrophobic groups, despite their ability to engage in hydrogen bonding, can limit solubility in non-polar solvents.
  • pH Sensitivity: The solubility might also vary with pH, as the carboxylic acid group can ionize, increasing solubility in basic conditions.

In summary, while this compound does show potential for solubility owing to its polar characteristics, the extent of its solubility can be quite variable based on the solvent's properties and the surrounding conditions. Therefore, it is essential to consider these factors when studying or utilizing this compound in different environments.

Interesting facts

Interesting Facts about 6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

This complex compound is a part of the larger class of pharmacologically active molecules known for their broad range of therapeutic potential. Here are some compelling highlights:

  • Multi-faceted Structure: The compound features a unique bicyclic structure that incorporates a thiazolidine ring, a feature that can enhance its biological activity.
  • Biological Significance: The presence of the amino and hydroxyl groups suggests possible interactions with biological targets, making it an interesting candidate for drug design.
  • Research Insights: Scientific studies indicate that compounds with similar structures may exhibit antibacterial or antiviral properties. "Chemistry is the garden where we cultivate new drugs," as emphasized in recent research discussions.
  • Synthetic Challenges: The synthesis of such a complex molecule presents various challenges but also opportunities for advancements in medicinal chemistry methods.
  • Therapeutic Potential: The combination of its acyl and amine groups signifies that this compound could be a prototype for developing novel therapeutics, possibly influencing drug discovery paradigms.

In conclusion, the intricate design and potential applications of this compound elevate its significance in the field of medicinal chemistry. Researchers and students alike are encouraged to explore the depths of its biology and chemistry.

Synonyms
Moxacin
Amoxicillin (trihydrate)
Amoxycillin (trihydrate)
6-{[amino(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Amoxicillin-13C2,15N(MixtureofDiastereomers)
Amoxicillin-13C2,15N
SCHEMBL226659
DTXSID50860378
HMS3372L05
HEC00299
STL140785
AKOS005715796
.alpha.-Amino-p-hydroxybenzylpenicillin
AC-15069
DB-015558
D-(.alpha.-Amino-p-hydroxybenzyl)penicillin
NS00008883
D-(-)-.alpha.-Amino-p-hydroxybenzylpenicillin
EN300-296143
D-(-)-.alpha.-Amino-p-hydroxybenzyl penicillin
WLN: T45 ANV ESTJ CMVYZR DQ& F1 F1 GVQ
6-[D-(-)-p-Hydroxy-.alpha.-aminobenzyl]penicillin
6-(p-Hydroxy-.alpha.-aminophenylacetamido)penicillanic acid
6[D(-).alpha.-Amino-p-hydroxyphenylacetamido]penicillanic acid
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3-dimethyl-7-oxo- [2S[2.alpha.,5.alpha.,6.beta.(S*)]]
6-(2-amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid
6-[2-Amino(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
6-[D-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid