Cefpodoxime

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Cefpodoxime
Category Antibiotics
Catalog number BBF-03948
CAS 80210-62-4
Molecular Weight 427.46
Molecular Formula C15H17N5O6S2
Purity ≥95%

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BBF-03948 150 mg $199 In stock

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Description

Cefpodoxime is a third-generation cephalosporin antibiotic. It is active against most gram-positive and gram-negative organisms.

Specification

Related CAS 82619-04-3 (sodium salt) 87239-81-4 (Cefpodoxime proxetil)
Synonyms Cefpodoximum
Storage Store at -20°C, Under Inert Atmosphere
IUPAC Name (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Canonical SMILES COCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
InChI InChI=1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1
InChI Key WYUSVOMTXWRGEK-HBWVYFAYSA-N
Source Synthetic

Properties

Appearance Brown Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Melting Point 200-202°C
Density 1.78 g/cm3
Solubility Soluble in DMSO

Reference Reading

1. Cefpodoxime proxetil: a new, broad-spectrum, oral cephalosporin
C M Paap, P J Godley, E C Chocas Ann Pharmacother . 1993 Nov;27(11):1369-77. doi: 10.1177/106002809302701111.
Objective:To discuss the chemistry, pharmacokinetics, spectrum of activity, clinical trials, adverse effects, drug interactions, and dosage guidelines of cefpodoxime proxetil.Data sources:Literature was identified through a MEDLINE search from 1988 to the present and from review of bibliographies in that literature.Study selection:Data were limited to comparative trials published in the English literature. Although many studies were conducted in Japan, the results often were available only in Japanese or partly in English. As these studies could not be completely evaluated, they are not included in this review.Data synthesis:Cefpodoxime exhibits good activity against many gram-positive and gram-negative organisms. In clinical trials, cefpodoxime was similar in both clinical and bacteriologic efficacy to amoxicillin, cefaclor, amoxicillin/clavulanate, and penicillin in the treatment of respiratory and urinary tract infections. It also appeared effective in the treatment of skin and soft tissue infections, although no comparative trials have been performed. Cefpodoxime is well tolerated by children and is effective in the treatment of otitis media and pharyngitis. It has a similar adverse effect profile to that of other penicillins and cephalosporins, with gastrointestinal effects being most common.Conclusions:Cefpodoxime demonstrates good in vitro activity against pathogens frequently associated with respiratory tract, urinary tract, and skin and tissue infections. It has not demonstrated greater efficacy than the other antibiotics to which it has been compared. The available published clinical trials are fraught with methodologic, statistical, and evaluative flaws. Thus, further trials comparing cefpodoxime with established treatments, as well as the newer cephalosporins, are needed before its place in therapy can be established.
2. Cefpodoxime proxetil
Abdullah A Al-Badr, Gamal A E Mostafa, Yazeed H Al-Otaibi Profiles Drug Subst Excip Relat Methodol . 2019;44:1-165. doi: 10.1016/bs.podrm.2019.02.001.
A comprehensive profile of cefpodoxime proxetil including the nomenclatures, formulae, elemental composition, appearance, uses, and applications. The methods which were developed for the preparation of the drug substance and their respective schemes are outlined. The physical characteristics of the drug including the ionization constant, solubility, X-ray powder diffraction pattern, differential scanning calorimetry, thermal behavior, and spectroscopic studies are included. The methods which were used for the analysis of the drug substance in bulk drug and/or in pharmaceutical formulations includes the compendial, spectrophotometric, electrochemical and the chromatographic methods. The other studies which was carried out on this drug substance are including the drug stability, pharmacokinetics, bioavailability, drug evaluation, comparison and several compiled reviews. Finally, more than two hundred references are listed at the end of this profile.
3. Cefpodoxime
Limited information indicates that cefpodoxime produces low levels in milk and is not be expected to cause any adverse effects in breastfed infants. Occasionally disruption of the infant's gastrointestinal flora, resulting in diarrhea or thrush have been reported with cephalosporins, but these effects have not been adequately evaluated. Cefpodoxime is acceptable in nursing mothers.

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