Amoxicillin trihydrate

• CAT Number: I004317
• CAS Number: 61336-70-7
• Molecular Formula: C16H19N3O5S • 3H2O
• Molecular Weight: 419.4
• Purity: ≥95%
• Synonyms: (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, trihydrate
• Target: Antibacterial
• Solubility: 10 mM in DMSO
• Storage: Room temperature
• IUPAC Name: (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
• InChI: InChI=1S/C16H19N3O5S.3H2O/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;;;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);3*1H2/t9-,10-,11+,14-;;;/m1.../s1
• InChIKey: MQXQVCLAUDMCEF-CWLIKTDRSA-N
• SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C.O.O.O

Amoxicillin trihydrate (CAT: I004317) is a widely used antibiotic belonging to the penicillin class. It is a bacteriolytic agent, meaning it kills bacteria by interfering with their cell wall synthesis. Amoxicillin inhibits the transpeptidase enzyme, which is responsible for cross-linking the peptidoglycan chains in the bacterial cell wall. This disruption weakens the cell wall, leading to cell lysis and bacterial death. Amoxicillin is effective against a wide range of Gram-positive and Gram-negative bacteria, making it useful for treating various infections, including respiratory tract infections, urinary tract infections, and skin infections.

Reference

1. http://en.wikipedia.org/wiki/Amoxicillin
2.Expert Opin Drug Saf. 2009 Jan;8(1):111-8. doi: 10.1517/14740330802527984.Amoxicillin and amoxicillin plus clavulanate: a safety review.Salvo F(1), De Sarro A, Caputi AP, Polimeni G.

Despite the considerable number of newer antibacterials made available over the past decades, amoxicillin, alone or in combination with clavulanic acid, still accounts among the most widely used antibacterial agents. Although they are often considered 'twin drugs', they are different both in terms of antibacterial activities and of safety profile. It is well documented that the clavulanate component may cause adverse reactions by itself, thus exposing patients to further, and sometimes undue, risks. Although amoxicillin/clavulanate should be considered as an alternative agent only for the treatment of resistant bacteria, evidence shows that it is often used also when a narrow-spectrum antibiotic would have been just as effective. This prescription habit may have serious consequences in terms of patients' safety, as well as in terms of the development of bacterial resistance.