Ro 13-9904/001, a novel potent and long-acting parenteral cephalosporin.

Reiner, R.; Weiss, U.; Brombacher, U.; Lanz, P.; Montavon, M.; Furlenmeier, A.; Angehrn, Peter; Probst, Peter

doi:10.7164/antibiotics.33.783

Cited by 71 publications

(37 citation statements)

References 2 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Here, the 3-lactam treatments administered at usual doses (20 mg/kg) (2,4,26,27,29) demonstrated less efficacy than classic treatments such as gentamicin or doxycycline. Therefore, a treatment can be considered really successful when administration of the drug leads to a decrease in the growth kinetics curves and not merely to a significant difference between treated and nontreated groups of mice.…”

Section: Resultsmentioning

confidence: 93%

Failure of beta-lactam antibiotics and marked efficacy of fluoroquinolones in treatment of murine Yersinia pseudotuberculosis infection

Lemaitre

Mazigh

Scavizzi

1991

Antimicrob Agents Chemother

View full text Add to dashboard Cite

Section: Resultsmentioning

confidence: 93%

Failure of beta-lactam antibiotics and marked efficacy of fluoroquinolones in treatment of murine Yersinia pseudotuberculosis infection

Lemaitre

Mazigh

Scavizzi

1991

Antimicrob Agents Chemother

View full text Add to dashboard Cite

“…The precipitated trifluoroacetate of the desired product was collected by filtration, and washed with a mixture of Et2O and w-hexane (1 : 2, 40 ml). The above trifluoroacetate and NaHCO3 (68 mg, 0.81 him) were dissolved in H2O (5 ml), and the solution was treated with column chromatography on Sephadex LH-20 (eluent; H2O), and then lyophilized to give 140mg (90%) oflb as a white solid: IR (KBr) cm"1 1750; TO NMR(D2O) d 1.28 (3H, t, /= 7Hz, CH2C#3), 3 The spectral data and yield of various derivatives (1) are listed in Table 7.…”

Section: Determination Of Antibacterial Activitymentioning

confidence: 99%

Studies on cephalosporin antibiotics. II. Synthesis, antibacterial activity and oral absorption of 3-alkoxycarbonylmethoxy-7.BETA.-((Z)-2-(2-aminothiazol-4-yl)-2-(O-substituted oxyimino)acetamido)cephalosporins.

Yokoo

Goi²,

Onodera³

et al. 1988

J. Antibiot.

View full text Add to dashboard Cite

“…(1, CTX), cefmenoxime2) (2, CMX), ceftizoxime3) (3, CZX) and ceftriaxone4) (4,CTRX). However their activity against Pseudomonas aeruginosa is relatively weak.…”

Section: Many Cephalosporins With a 2-(2-aminothiazol-4-yl)-2-methoxymentioning

confidence: 99%

Synthesis and antimicrobial activity of cephalosporins with a 1-pyridinium substituent carrying a 5-membered heterocycle at the C-3 position.

et al. 1987

View full text Add to dashboard Cite

A series of potent antimicrobial agents have been prepared. These derivatives are cephalosporins carrying a pyridine ring substituted with a heterocycle in the C-3 position. Some of them showed excellent activity not only against Gram-negative organisms including Pseudomonas aeruginosa but also against Gram-positive ones. In view of their biological (1, CTX), cefmenoxime2) (2, CMX), ceftizoxime3) (3, CZX) and ceftriaxone4) (4, CTRX). However their activity against Pseudomonas aeruginosa is relatively weak. On the other hand, cefsulodin5) (5, CFS) and ceftazidime6) (6, CAZ) which are reported to be effective against pseudomonal infections bear a 1-pyridinium group at the C-3 position. These observations prompted the authors to prepare a new series of cephalosporins with 2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido and 1-pyridinium groups at the C-7 and C-3 positions, respectively.In this report, we describe the synthesis, physico-chemical properties and antimicrobial activities of cephalosporins with 5-membered heterocyclic rings such as imidazole, oxazole and pyrazole etc, in the pyridinium group (8a~8j), as shown in Scheme 1. ChemistryPyridine derivatives each substituted with a 5-membered heterocyclic ring (7a~7j) were prepared according to the literature7~13). The desired compounds (8a~8j) were prepared by reacting the above pyridine derivatives with 7/3-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid or its salt (1) in the presence of Nal. In the reaction of 7b with 1, besides the desired compound (8b), its isomer (9) was obtained.Sometypical compoundswere crystallized from aqueous sulfuric acid solution to give crystals of their sulfate salts, all of which, except the crystals of 8i, were found to have good stability, as shown inTable2. Biological Results and DiscussionThe minimuminhibitory concentrations (MICs) of the prepared cephalosporins (8a~8j) are given inTable1.

show abstract

Ro 13-9904/001, a novel potent and long-acting parenteral cephalosporin.

Cited by 71 publications

References 2 publications

Failure of beta-lactam antibiotics and marked efficacy of fluoroquinolones in treatment of murine Yersinia pseudotuberculosis infection

Failure of beta-lactam antibiotics and marked efficacy of fluoroquinolones in treatment of murine Yersinia pseudotuberculosis infection

Studies on cephalosporin antibiotics. II. Synthesis, antibacterial activity and oral absorption of 3-alkoxycarbonylmethoxy-7.BETA.-((Z)-2-(2-aminothiazol-4-yl)-2-(O-substituted oxyimino)acetamido)cephalosporins.

Synthesis and antimicrobial activity of cephalosporins with a 1-pyridinium substituent carrying a 5-membered heterocycle at the C-3 position.

Contact Info

Product

Resources

About