CAS 74849-93-7|Cefpiramide sodium

Introduction:Basic information about CAS 74849-93-7|Cefpiramide sodium, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCefpiramide sodium
CAS Number74849-93-7Molecular Weight635.63
Density/Boiling Point/
Molecular FormulaC25H24N8NaO7S2Melting Point/
MSDS/Flash Point/

Names

Namecefpiramide sodium
SynonymMore Synonyms

Cefpiramide sodium BiologicalActivity

DescriptionCefpiramide sodium (SM-1652; Wy-44635) is a new Pseudomonas-active cephalosporin with a broad spectrum of antibacterial activity.IC50 value:Target: antibacterial agentCefpiramide was moderately susceptible to hydrolysis by a variety of beta-lactamases from Gram-negative bacilli. cefpiramide was more active against Acinetobacter spp. and Pseudomonas spp. Like most other cephalosporins, cefpiramide inhibited methicillin-susceptible staphylococci, non-enterococcal streptococci, Neisseria gonorrhoeae, N. meningitidis and beta-lactamase-negative Haemophilus influenzae [1]. Pharmacokinetic studies in mice showed that cefpiramide attained a peak serum concentration of 12 micrograms/ml and a serum half-life of 40 min, which are higher than attained by cefoperazone with values of 4 micrograms/ml and 18 min. These factors may have caused the combined cefpiramide-gentamicin therapy to result in significantly improved survival rates in mice as well as in higher bactericidal titers than the cefoperazone-gentamicin combination [2].Cefpiramide inhibited many Pseudomonas aeruginosa resistant to carbenicillin, piperacillin, and cefotaxime, but it was less active than ceftazidime and cefsulodin. Cefpiramide inhibited staphylococci and streptococci and had appreciable activity against Streptococcus faecalis and Listeria moncytogenes [3].
Related CatalogSignaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
References

[1]. Barry AL, et al. Cefpiramide: comparative in-vitro activity and beta-lactamase stability. J Antimicrob Chemother. 1985 Sep;16(3):315-25.

[2]. Fu KP, et al. Therapeutic efficacy of cefpiramide and cefoperazone alone and in combination with gentamicin against pseudomonal infections in neutropenic mice. Chemotherapy. 1986;32(2):166-72.

[3]. Neu HC, et al. The in vitro activity and beta-lactamase stability of cefpiramide compared with other beta-lactam antibiotics. Diagn Microbiol Infect Dis. 1985 Nov;3(6):479-88.

Chemical & Physical Properties

Molecular FormulaC25H24N8NaO7S2
Molecular Weight635.63
PSA266.19000
InChIKeyRIWWMGQFMUUYIY-ALLHVENQSA-N
SMILESCc1cc(=O)c(C(=O)NC(C(=O)NC2C(=O)N3C(C(=O)O)=C(CSc4nnnn4C)CSC23)c2ccc(O)cc2)c[nH]1.[Na+]
Storage condition-20℃

Synonyms

Cefpiramide sodium
SM 1652
Suncefal
Cefpriamide free acid
Antibiotic SM 1652
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2R)-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]amino](4-hydroxyphenyl)acetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-,monosodium salt,(6R,7R)
Cefpiran
Sodium (6R,7R)-7-[[(2R)-2-(4-hydroxyphenyl)-2-[(6-methyl-4-oxo-1H-pyridine-3-carbonyl)amino]acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Sepatren
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