Compound ID | 1939

Ticarcillin

Class: Beta-lactam (carboxypenicillin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive and some Gram-negative bacteria including Pseudomonas aeruginosa, but vulnerable to beta-lactamases
Description: Semisynthetic penicillin, derived from 6-aminopenicillanic acid (6-APA). Combination with clavulanic acid developed. Parenteral application
Year first mentioned: 1963
Development status: Approved, off-patent, not available in most countries
Chemical structure(s):
Canonical SMILES: CC1(C)[C@H](C(=O)O)N2C(=O)[C@H]([C@H]2S1)NC(=O)[C@@H](C3=CSC=C3)C(=O)O
Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CSC=C3)C(=O)O)C(=O)O)C
InChI: InChI=1S/C15H16N2O6S2/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t7-,8-,9+,12-/m1/s1
InChI Key: OHKOGUYZJXTSFX-KZFFXBSXSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/36921
External links:
Guide to Pharmacology: ticarcillin
Main Source: https://pubmed.ncbi.nlm.nih.gov/7002527/
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/7038341/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6475694/
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