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CAS 4697-36-3

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Carbenicillin

Description:
Carbenicillin is a semi-synthetic antibiotic belonging to the penicillin class, primarily used to treat infections caused by certain Gram-negative bacteria. It is characterized by its ability to inhibit bacterial cell wall synthesis, which is a crucial mechanism for its antibacterial activity. Carbenicillin is particularly effective against Pseudomonas aeruginosa and other Enterobacteriaceae. The compound is typically administered in its sodium salt form to enhance solubility and bioavailability. Its chemical structure features a beta-lactam ring, which is essential for its antibacterial properties, along with a carboxyl group that differentiates it from other penicillins. Carbenicillin is generally well-tolerated, but like other antibiotics, it may cause allergic reactions in some individuals. It is important to note that resistance to carbenicillin can develop, necessitating careful use and consideration of susceptibility testing in clinical settings. Overall, carbenicillin remains a valuable option in the treatment of specific bacterial infections, particularly in cases where other antibiotics may be less effective.
Formula:C17H18N2O6S
InChI:InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
InChI key:InChIKey=FPPNZSSZRUTDAP-UWFZAAFLSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(C(C(O)=O)C3=CC=CC=C3)=O)C2=O)(SC1(C)C)[H]
Synonyms:
  • (2S,5R,6R)-6-[(2-Carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (α-Carboxybenzyl)penicillin
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((carboxyphenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta))-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(carboxyphenylacetyl)amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
  • 6-(alpha-Carboxyphenylacetamido)penicillanic acid
  • 6-(α-Carboxyphenylacetamido)penicillanic acid
  • Carbenicilina
  • See more synonyms
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