Compound ID | 1939

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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
Highest developmental phase: Approved by FDA in 1976
Development status: Discontinued
Reason Dropped: Better alternatives available and decrease in global demand
Chemical structure(s):
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Molecular weight: 384.43
Iso. 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 Key: OHKOGUYZJXTSFX-KZFFXBSXSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/36921
Guide to Pharmacology: ticarcillin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/7038341/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6475694/
  • https://pubmed.ncbi.nlm.nih.gov/7002527/

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