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CAS 19379-33-0

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L-Ampicillin

Description:
L-Ampicillin is a semi-synthetic penicillin antibiotic that is effective against a variety of bacterial infections. It belongs to the class of beta-lactam antibiotics and is characterized by its ability to inhibit bacterial cell wall synthesis, which ultimately leads to cell lysis and death. L-Ampicillin is typically administered orally or intravenously and is known for its broad-spectrum activity against both Gram-positive and some Gram-negative bacteria. The compound is soluble in water, which facilitates its use in various formulations. Its chemical structure includes a beta-lactam ring and a thiazolidine ring, contributing to its antibacterial properties. L-Ampicillin is commonly used to treat infections such as respiratory tract infections, urinary tract infections, and meningitis. However, resistance to ampicillin has been observed in some bacterial strains, necessitating careful consideration of its use in clinical settings. As with all antibiotics, it is important to use L-Ampicillin judiciously to minimize the development of resistance and ensure its continued efficacy.
Formula:C16H19N3O4S
InChI:InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10+,11-,14+/m0/s1
InChI key:InChIKey=AVKUERGKIZMTKX-BBGACYKPSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@@H](N)C3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H]
Synonyms:
  • (2S,5R,6R)-6-[[(2S)-2-Amino-2-phenylacetyl]amino]-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, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, <span class="text-smallcaps">L</span>-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, L- (8CI)
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(R*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2S)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2S)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • <span class="text-smallcaps">L</span>-(+)-Ampicillin
  • Ampicillin impurity 1/Ampicillin?EP?impurity?B
  • L-Ampicillin
  • Ampicillin Impurity 2(Ampicillin EP Impurity B)
  • See more synonyms
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