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CAS 70797-11-4

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Cefpiramide

Description:
Cefpiramide is a broad-spectrum cephalosporin antibiotic, primarily used for its antibacterial properties against a variety of Gram-positive and Gram-negative bacteria. It is characterized by its beta-lactam structure, which is essential for its mechanism of action, as it inhibits bacterial cell wall synthesis. Cefpiramide is typically administered via injection and is effective in treating serious infections, including those caused by resistant strains. The compound exhibits good stability against certain beta-lactamases, which enhances its efficacy against resistant bacteria. Its pharmacokinetics involve distribution throughout body tissues, with a relatively long half-life, allowing for less frequent dosing. Common side effects may include gastrointestinal disturbances and allergic reactions, similar to other antibiotics in its class. Cefpiramide is often used in clinical settings for severe infections, particularly in hospitalized patients, and is subject to careful monitoring due to potential resistance development. As with all antibiotics, appropriate use is crucial to minimize the risk of resistance and ensure therapeutic effectiveness.
Formula:C25H24N8O7S2
InChI:InChI=1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1
InChI key:InChIKey=PWAUCHMQEXVFJR-PMAPCBKXSA-N
SMILES:C(O)(=O)C=1N2[C@@]([C@H](NC([C@H](NC(=O)C=3C(O)=CC(C)=NC3)C4=CC=C(O)C=C4)=O)C2=O)(SCC1CSC=5N(C)N=NN5)[H]
Synonyms:
  • (6R)-7-{[(2R)-2-(4-hydroxyphenyl)-2-{[(6-methyl-4-oxo-1,4-dihydropyridin-3-yl)carbonyl]amino}acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[[(2R)-2-[[(4-Hydroxy-6-methyl-3-pyridinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-{[(2R)-2-(4-hydroxyphenyl)-2-{[(6-methyl-4-oxo-1,4-dihydropyridin-3-yl)carbonyl]amino}acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-{[(4-hydroxyphenyl){[(6-methyl-4-oxo-1,4-dihydropyridin-3-yl)carbonyl]amino}acetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-[6α,7β(R*)]]-
  • Cefpiramide acid
  • Cefpiramide
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