Compound ID | 294

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FR 21818

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Staphylococcus aureus, Enterococcus faecalis , Escherichia coli, Klebsiella pneumoniae, Haemophilus influenzae, and Pseudomonas aeruginosa
Description: Semisynthetic compound of 1 beta-methyl carbapenem type with pyrazoliomethyl pyrrolidine side chain; after injection in monkeys, the maintenance in the blood plasma is longer compared to biapenem whereas injection into rats for 2 weeks showed no severe side effects.; Tawara S, Matsumoto S, Matsumoto Y, et al. FR21818, a new parenteral carbapenem: preclinical evaluation of (2) in vivo antibacterial activity, pharmacokinetics and toxicity. 35th-Intersci-Conf-Antimicrobial-Agents-Chemother 1995; 138.
Institute where first reported: Fujisawa Pharm. Co., Japan
Year first mentioned: 1995
Development status: Experimental
Chemical structure(s):
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Molecular weight: 487.01
Iso. SMILES: CC1[C@H]2[C@H](C(=O)N2C(=C1SC3CC(NC3)CC4=CC=[N+](N4C)C(C)O)C(=O)O)C(C)O.[Cl-]
InChI Key: QMYUMIVUHQXKRQ-QGZCDWIBSA-N
Can. SMILES: CC1[C@H]2[C@@H](C(C)O)C(=O)N2C(=C1SC3CC(CC4=CC=[N+](C(C)O)N4C)NC3)C(=O)O.[Cl-]
InChI: InChI=1S/C21H30N4O5S.ClH/c1-10-17-16(11(2)26)20(28)25(17)18(21(29)30)19(10)31-15-8-13(22-9-15)7-14-5-6-24(12(3)27)23(14)4;/h5-6,10-13,15-17,22,26-27H,7-9H2,1-4H3;1H/t10?,11?,12?,13?,15?,16-,17+;/m1./s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/134692314
Citation: https://www.sciencedirect.com/science/article/pii/0960894X9500380C

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