21649-57-0
Chemical Structure
Carfecillin sodium
Synonym(s): BRL-3475 sodium; Carbenicillin phenyl sodium
- CAS No.: 21649-57-0
- Formula:C23H21N2NaO6S
- Molecular Weight:476.48
IUPAC Name: sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(3-oxo-3-phenoxy-2-phenylpropanamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
InChIKey: JXSBZDNBNJTHBJ-JPZUGYNPSA-M
SMILES: O=C(O[Na])[C@H](N1C2=O)C(C)(S[C@@]1([C@@H]2NC(C(C(OC3=CC=CC=C3)=O)C4=CC=CC=C4)=O)[H])C
Biological Activity: Carfecillin sodium (BRL-3475 sodium; Carbenicillin phenyl sodium) is an orally active β-lactam Antibiotic and a prodrug of Carbenicillin (HY-B0525). Carfecillin sodium is a competitive reversible inhibitor of mouse brain striatal Neprilysin, with an IC50 of 207 nM, and induces opioid receptor-mediated analgesia. Carfecillin sodium is hydrolyzed by nonspecific esterases to release Carbenicillin, and possesses intrinsic antibacterial activity in its unhydrolyzed form, with enhanced activity against Gram-negative bacilli after hydrolysis. Carfecillin sodium is effective against various intraperitoneal bacterial infections in mice and experimental pyelonephritis caused by Pseudomonas aeruginosa, Proteus mirabilis, and Escherichia coli JT415; it also shows efficacy in a rat urinary tract infection model. Carfecillin sodium can be used in research related to bacterial infections[1][2][3][4].
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Carfecillin sodium | Carfecillin sodium (BRL-3475 sodium; Carbenicillin phenyl sodium) is an orally active β-lactam Antibiotic and a prodrug of Carbenicillin (HY-B0525). Carfecillin sodium is a competitive reversible inhibitor of mouse brain striatal Neprilysin, with an IC50 of 207 nM, and induces opioid receptor-mediated analgesia. Carfecillin sodium is hydrolyzed by nonspecific esterases to release Carbenicillin, and possesses intrinsic antibacterial activity in its unhydrolyzed form, with enhanced activity against Gram-negative bacilli after hydrolysis. Carfecillin sodium is effective against various intraperitoneal bacterial infections in mice and experimental pyelonephritis caused by Pseudomonas aeruginosa, Proteus mirabilis, and Escherichia coli JT415; it also shows efficacy in a rat urinary tract infection model. Carfecillin sodium can be used in research related to bacterial infections. | |||||||||||||||||||||
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References
- [1]. Williams PS, et al. Novel inhibitors of enkephalin-degrading enzymes I: inhibitors of enkephalinase by penicillins. Journal of enzyme inhibition. 1989 Jan 1;3(2):91-101.
- [2]. Basker MJ, et al. Carfecillin: antibacterial activity in vitro and in vivo. Chemotherapy. 1977;23(6):424-35. [Content Brief]
- [3]. Paape MJ, et al. Pharmacologie enhancement or suppression of phagocytosis by bovine neutrophils. American journal of veterinary research. 1991 Feb 1;52(2):363-6.
- [4]. Paape MJ, et al. Pharmacologic enhancement or suppression of phagocytosis by bovine neutrophils. American journal of veterinary research. 1991 Feb;52(2):363-6.
