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CAS 76497-13-7

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Sultamicillin

Description:
Sultamicillin is a semisynthetic antibiotic that combines ampicillin and sulbactam, designed to enhance its efficacy against beta-lactamase-producing bacteria. It is classified as a beta-lactam antibiotic and is primarily used to treat various bacterial infections, particularly those caused by susceptible strains of bacteria. Sultamicillin exhibits a broad spectrum of activity against both gram-positive and gram-negative organisms. Its mechanism of action involves inhibiting bacterial cell wall synthesis, leading to cell lysis and death. The presence of sulbactam helps to protect ampicillin from degradation by beta-lactamases, enzymes produced by certain bacteria that confer resistance to penicillin antibiotics. Sultamicillin is typically administered orally and is well-absorbed in the gastrointestinal tract. It is important to note that, like other antibiotics, its use should be guided by susceptibility testing to avoid the development of resistance. Adverse effects may include gastrointestinal disturbances, allergic reactions, and alterations in liver function tests. Overall, sultamicillin is a valuable option in the treatment of infections where beta-lactamase activity is a concern.
Formula:C25H30N4O9S2
InChI:InChI=1S/C25H30N4O9S2/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18/h5-9,14-18,21H,10-11,26H2,1-4H3,(H,27,31)/t14-,15-,16-,17+,18+,21-/m1/s1
InChI key:InChIKey=OPYGFNJSCUDTBT-PMLPCWDUSA-N
SMILES:C(OCOC(=O)[C@@H]1N2[C@](S(=O)(=O)C1(C)C)(CC2=O)[H])(=O)[C@@H]3N4[C@@]([C@H](NC([C@H](N)C5=CC=CC=C5)=O)C4=O)(SC3(C)C)[H]
Synonyms:
  • ({[(2S)-6-{[(2S)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl}oxy)methyl (2S)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide
  • ({[(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl}oxy)methyl (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, [[(3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)carbonyl]oxy]methyl ester, [2S-[2α(2R*,5S*),5α,6β(S*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, [[(3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl)carbonyl]oxy]methyl ester, S,S-dioxide, [2S-[2α(2R*,5S*),5α,6β(S*)]]-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, [[[(2S,5R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methyl ester, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, [[[(2S,5R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methyl ester, (2S,5R,6R)-
  • Cp 49952
  • Sultancillin alkali
  • Unacid PD
  • Unasyn
  • See more synonyms
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