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CAS 26889-93-0

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L-Amoxicillin

Description:
L-Amoxicillin is a semisynthetic antibiotic belonging to the penicillin class, primarily used to treat bacterial infections. It is characterized by its broad-spectrum activity against various gram-positive and gram-negative bacteria. The molecular structure of L-Amoxicillin includes a beta-lactam ring, which is essential for its antibacterial activity, and a phenolic hydroxyl group that enhances its stability against gastric acid, allowing for oral administration. It is typically administered in the form of its trihydrate salt, which improves solubility. L-Amoxicillin works by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. It is often prescribed for respiratory tract infections, urinary tract infections, and skin infections, among others. The substance is generally well-tolerated, but potential side effects may include gastrointestinal disturbances and allergic reactions. Its pharmacokinetics involve rapid absorption, with peak plasma concentrations occurring within a few hours post-administration, and it is primarily excreted unchanged in the urine. Overall, L-Amoxicillin is a vital therapeutic agent in modern medicine.
Formula:C16H19N3O5S
InChI:InChI=1S/C16H19N3O5S/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)/t9-,10+,11-,14+/m0/s1
InChI key:InChIKey=LSQZJLSUYDQPKJ-BBGACYKPSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@@H](N)C3=CC=C(O)C=C3)=O)C2=O)(SC1(C)C)[H]
Synonyms:
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-, stereoisomer
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2S)-amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, [2S-[2a,5a,6b(R*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-,stereoisomer (8CI)
  • <span class="text-smallcaps">L</span>-Amoxicillin
  • L-Amoxicillin
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