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CAS 85960-17-4

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Imipenem-cilastatin sodium

Description:
Imipenem-cilastatin sodium is a combination antibiotic used primarily for the treatment of severe bacterial infections. Imipenem is a broad-spectrum beta-lactam antibiotic belonging to the carbapenem class, effective against a wide range of Gram-positive and Gram-negative bacteria, including many resistant strains. Cilastatin is a renal dehydropeptidase inhibitor that prevents the degradation of imipenem in the kidneys, thereby enhancing its efficacy and reducing nephrotoxicity. The compound is typically administered intravenously and is known for its rapid bactericidal action. Its mechanism of action involves the inhibition of bacterial cell wall synthesis, leading to cell lysis and death. Imipenem-cilastatin sodium is often reserved for serious infections, such as those caused by multidrug-resistant organisms, and is commonly used in hospital settings. The combination is generally well-tolerated, though it may cause side effects such as gastrointestinal disturbances and allergic reactions. As with all antibiotics, appropriate use is crucial to prevent the development of resistance.
Formula:C16H26N2O5S·C12H17N3O4S·Na
InChI:InChI=1S/C16H26N2O5S.C12H17N3O4S.Na/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21;1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17;/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23);5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19);/b12-6-;;/t10-,11+;6-,7-,9-;/m11./s1
InChI key:InChIKey=XWIKEETXNRMEDP-KJWPAVRRSA-N
SMILES:C(N/C(=C\CCCCSC[C@@H](C(O)=O)N)/C(O)=O)(=O)[C@@H]1C(C)(C)C1.[Na].C(O)(=O)C=1N2[C@@]([C@@]([C@@H](C)O)(C2=O)[H])(CC1SCCNC=N)[H]
Synonyms:
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-, [5R-[5α,6α(R*)]]-, mixt. with [R-[R*,S*-(Z)]]-7-[(2-amino-2-carboxyethyl)thio]-2-[[(2,2-dimethylcyclopropyl)carbonyl]amino]-2-heptenoic acid monosodium salt
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-, (5R,6S)-, mixt. with (2Z)-7-[[(2R)-2-amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-2-heptenoic acid sodium salt (1:1)
  • 2-Heptenoic acid, 7-[[(2R)-2-amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-, monosodium salt, (2Z)-, mixt. contg.
  • Zienam
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 6-[(1R)-1-hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-, (5R,6S)-, mixt. with (2Z)-7-[[(2R)-2-amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-2-heptenoic acid monosodium salt
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