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Cefaclor

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Identification
Molecular formula
C15H14N2O5S
CAS number
53994-73-3
IUPAC name
3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid
State
State

At room temperature, Cefaclor is typically in a solid state as a crystalline powder.

Melting point (Celsius)
92.00
Melting point (Kelvin)
365.15
Boiling point (Celsius)
386.50
Boiling point (Kelvin)
659.60
General information
Molecular weight
368.39g/mol
Molar mass
368.3910g/mol
Density
1.4905g/cm3
Appearence

Cefaclor appears as a white to off-white crystalline powder. It does not have a distinctive odor and is generally sold as a dehydrated form for enhanced shelf-life stability. The material can form a solution when dissolved in water, often for medicinal or laboratory use.

Comment on solubility

Solubility of 3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid

The solubility of 3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid is influenced by both its molecular structure and the functional groups present within the compound. This particular amino acid derivative exhibits unique solubility properties:

  • Polarity: The presence of multiple polar functional groups, such as the carboxylic acid and amine, may enhance solubility in polar solvents like water.
  • Hydrophobic Interactions: The benzyl group and phenylacetyl moiety contribute hydrophobic characteristics, potentially decreasing solubility in aqueous environments.
  • Temperature Dependence: Solubility often increases with temperature; thus, elevated temperatures may facilitate greater solubility of this compound in solvents.
  • pH Effects: The ionization state of the carboxylic acid can be affected by pH, leading to variations in solubility profiles in different pH environments.

In general, one might expect that while 3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid could exhibit some level of solubility in polar solvents due to its functional groups, the overall hydrophobic nature of the benzyl and phenylacetyl portions could lead to limited solubility in purely aqueous solutions.

Thus, it would be prudent to explore multiple solvents when attempting to dissolve this compound, keeping in mind the balance between hydrophilic and hydrophobic interactions that dictate its solubility behavior.

Interesting facts

Interesting Facts about 3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid

3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid is a fascinating compound with significant implications in both medicinal chemistry and organic synthesis. Here are some key points that highlight its relevance:

  • Biological Activity: The structure of this compound suggests potential biological activity. It may be investigated for its role as a pharmacophore, owing to the presence of the amine and acid functionalities which could interact with biological targets.
  • Sulfanyl Group: The incorporation of a benzylsulfanyl group may enhance the lipophilicity of the molecule, improving its ability to cross biological membranes and interact with cellular targets.
  • Applications in Drug Development: Compounds with similar structures have been employed as intermediates in drug synthesis. The specific substitution patterns can lead to diverse pharmacological profiles.
  • Research Interest: The unique arrangement of the phenylacetyl and amino groups presents opportunities for further modifications and analog synthesis, potentially leading to new derivatives with improved efficacy.
  • Chiral Center: The compound contains a chiral center, allowing for the exploration of stereochemistry in biological activity. This is particularly important as different stereoisomers can exhibit varying levels of activity.
  • Structure-Activity Relationship (SAR): Understanding how changes in structure influence activity is key in medicinal chemistry, making this compound a desirable candidate for SAR studies.

In conclusion, 3-benzylsulfanyl-2-[(2-phenylacetyl)amino]propanoic acid is a compound with intriguing properties and potential therapeutic applications. Its unique structure and functional groups make it an interesting subject for research and a useful building block in the development of new pharmaceutical agents.

Synonyms
L-3-(Benzylthio)-N-(phenylacetyl)alanine
5411-82-5
CHEMBL5184438
PA-S-Benzyl-L-cysteine
BRN 3217334
NSC4226
ALANINE, 3-(BENZYLTHIO)-N-(PHENYLACETYL)-, L-
4-09-00-01648 (Beilstein Handbook Reference)
DTXSID20969004
NSC-4226
BDBM50604549
S-Benzyl-N-(1-hydroxy-2-phenylethylidene)cysteine