cefpodoxime

Names

[ Name ]:
cefpodoxime

[Synonym ]:
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(methyloxy)imino]acetyl}amino)-3-[(methyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Cefpodoxime Acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-1-oxoethyl]amino]-3-(methoxymethyl)-8-oxo-, (6R,7R)-
(6R,7R)-7-{[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
cefpodoxime
cefpodoxima
U 76253A
(6R-(6a,7b(Z)))-7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
Cefpodoxime Proxetil EP Impurity A
Cefpodoxime Proxetil Impurity 1

Biological Activity

[Description]:

Cefpodoxime (Cefpodoxime acid) is a potent antibiotic active against gram-positive and gram-negative bacteria. Cefpodoxime inhibits the majority of cells in microbial populations. Cefpodoxime can be used for acute otitis media, sinusitis and tosillopharyngitis research[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Cefpodoxime (Cefpodoxime acid) inhibits gram-negative anaerobic rods (Bacteroidaceae) with MIC values of 0.125-4 mg/L. Cefpodoxime inhibits Veillonella parvula with MIC values of 0.25-8 mg/L. Cefpodoxime inhibits Peptostreptococcus micros, Peptostreptococcus asaccharolyticus and Ruminococcus bromii with MIC values of <2 mg/L[1]. Cefpodoxime (Cefpodoxime acid) inhibits bacterial populations of S. pneumoniae and S. pyogenes. cfu[2].

[In Vivo]

Cephalosporins (2.5-50 mg/kg; p.o.; every 8 hours; for 48 hours) have good curative effect in mice[3]. Animal Model: Female Swiss CD1 mice[3] Dosage: 2.5, 5, 10, 25, 40 and 50 mg/kg Administration: Oral administration; every 8 hours; for 48 hours Result: Efficacy was obtained with values of >350.

[References]

[1]. Werner H, et, al. Comparative in vitro activity of cefpodoxime against anaerobes other than Bacteroides fragilis. Infection. 1991 Sep-Oct;19(5):377-9.

[2]. Valentini S, et, al. In-vitro evaluation of cefpodoxime. J Antimicrob Chemother. 1994 Mar;33(3):495-508.

[3]. Pérez-Trallero E, et, al. Prediction of in-vivo efficacy by in-vitro early bactericidal activity with oral beta-lactams, in a dose-ranging immunocompetent mouse sepsis model, using strains of Streptococcus pneumoniae with decreasing susceptibilities to penicillin. J Chemother. 2001 Apr;13(2):118-25.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Melting Point ]:
200-202ºC

[ Molecular Formula ]:
C₁₅H₁₇N₅O₆S₂

[ Molecular Weight ]:
427.455

[ Exact Mass ]:
427.062012

[ PSA ]:
209.98000

[ LogP ]:
0.94

[ Index of Refraction ]:
1.780

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H317-H334

[ Precautionary Statements ]:
P261-P280-P342 + P311

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
42/43

[ Safety Phrases ]:
22-36/37-45

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Isolation of Escherichia coli strains with AcrAB-TolC efflux pump-associated intermediate interpretation or resistance to fluoroquinolone, chloramphenicol and aminopenicillin from dogs admitted to a university veterinary hospital.

J. Vet. Med. Sci. 76(7) , 937-45, (2014)

Understanding the prevalence of antimicrobial-resistance and the relationship between emergence of resistant bacteria and clinical treatment can facilitate design of effective treatment strategies. We...

Increase in resistance to extended-spectrum cephalosporins in Salmonella isolated from retail chicken products in Japan.

PLoS ONE 10(2) , e0116927, (2015)

Extended-spectrum β-lactamase (ESBL)-producing Salmonella are one of the most important public health problems in developed countries. ESBL-producing Salmonella strains have been isolated from humans ...

Cephalosporinases associated with outer membrane vesicles released by Bacteroides spp. protect gut pathogens and commensals against β-lactam antibiotics.

J. Antimicrob. Chemother. 70(3) , 701-9, (2015)

To identify β-lactamase genes in gut commensal Bacteroides species and to assess the impact of these enzymes, when carried by outer membrane vesicles (OMVs), in protecting enteric pathogens and commen...