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CAS 27025-49-6

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Carfecillin

Description:
Carfecillin is a semi-synthetic penicillin antibiotic that is primarily used for its antibacterial properties. It is characterized by its ability to inhibit bacterial cell wall synthesis, making it effective against a range of Gram-positive and some Gram-negative bacteria. The chemical structure of Carfecillin includes a beta-lactam ring, which is essential for its antimicrobial activity. It is often utilized in clinical settings for treating infections caused by susceptible organisms, particularly in cases where other antibiotics may be ineffective. Carfecillin is typically administered via injection and is known for its relatively low toxicity profile. However, like other antibiotics, it may cause allergic reactions in some individuals, and its use should be guided by susceptibility testing to ensure effectiveness against specific bacterial strains. Additionally, it is important to note that the emergence of antibiotic resistance can limit its clinical utility, necessitating careful consideration in prescribing practices.
Formula:C23H22N2O6S
InChI:InChI=1S/C23H22N2O6S/c1-23(2)17(21(28)29)25-19(27)16(20(25)32-23)24-18(26)15(13-9-5-3-6-10-13)22(30)31-14-11-7-4-8-12-14/h3-12,15-17,20H,1-2H3,(H,24,26)(H,28,29)/t15?,16-,17+,20-/m1/s1
InChI key:InChIKey=NZDASSHFKWDBBU-KVMCETHSSA-N
SMILES:C(O)(=O)[C@@H]1N2[C@@]([C@H](NC(C(C(OC3=CC=CC=C3)=O)C4=CC=CC=C4)=O)C2=O)(SC1(C)C)[H]
Synonyms:
  • (2S,5R,6R)-6-[(1,3-Dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2-carboxy-2-phenylacetamido)-3,3-dimethyl-7-oxo-, 6-phenyl ester
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]-
  • Malonamic acid, N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-2-phenyl-, 1-phenyl ester
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
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