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CAS 149951-16-6

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Lenapenem

Description:
Lenapenem is a synthetic carbapenem antibiotic that belongs to the beta-lactam class of antibiotics, known for its broad-spectrum activity against various Gram-positive and Gram-negative bacteria. It is characterized by its ability to inhibit bacterial cell wall synthesis, which is a crucial mechanism for its antibacterial action. Lenapenem is typically administered via injection and is used in the treatment of serious infections, particularly those caused by multidrug-resistant organisms. Its stability against beta-lactamases, enzymes produced by some bacteria that confer resistance to other antibiotics, enhances its effectiveness. The compound has a relatively low toxicity profile, making it suitable for use in clinical settings. Additionally, lenapenem's pharmacokinetics involve rapid distribution in body tissues, with a half-life that supports effective dosing regimens. As with other antibiotics, careful consideration of its use is essential to mitigate the risk of developing antibiotic resistance. Overall, lenapenem represents a valuable option in the arsenal against bacterial infections, particularly in challenging clinical scenarios.
Formula:C18H29N3O5S
InChI:InChI=1S/C18H29N3O5S/c1-8-14-13(9(2)22)17(24)21(14)15(18(25)26)16(8)27-10-6-11(20-7-10)12(23)4-5-19-3/h8-14,19-20,22-23H,4-7H2,1-3H3,(H,25,26)
InChI key:InChIKey=PZLOCBSBEUDCPF-UHFFFAOYSA-N
SMILES:C(O)(=O)C=1N2C(C(C(C)O)C2=O)C(C)C1SC3CC(C(CCNC)O)NC3
Synonyms:
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-3-[[(3S,5S)-5-[(1R)-1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-, (4R,5S,6S)-
  • (4R,5S,6S)-6-[(1R)-1-Hydroxyethyl]-3-[[(3S,5S)-5-[(1R)-1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • Lenapenem
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-[[5-[1-hydroxy-3-(methylamino)propyl]-3-pyrrolidinyl]thio]-4-methyl-7-oxo-, [4R-[3[3S*,5S*(R*)],4α,5β,6β(R*)]]-
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