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C7118

Sigma-Aldrich

Cefdinir

≥97.0% (HPLC)

Synonym(s):

syn-7-[2-(2-amino-4-thiazolyl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid, BMY-28488, FK-482, [6R-[6α-7beta(Z)]]-7-[[(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C14H13N5O5S2
CAS Number:
91832-40-5
Molecular Weight:
395.41
UNSPSC Code:
51284103
NACRES:
NA.85

Quality Level

200

assay

≥97.0% (HPLC)

form

powder or crystals

pKa 

9.70

mp

170 °C

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

room temp

InChI

1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1

InChI key

RTXOFQZKPXMALH-GHXIOONMSA-N

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General description

Chemical structure: ß-lactam

Application

An advanced-generation, cephalosporin antibiotic. Used for its excellent and well balanced antibacterial activities against gram-positive and gram-negative bacteria.
Cefdinir was used to study bacterial infections caused by Staphylococcus aureus and Neisseria gonorrhoeae and the horizontal transfer of the ftsI gene in H. influenzae.[1][2][3]

Biochem/physiol Actions

Cefdinir is an advanced generation amino-2-thiazolyl cephalosporin effective against Gram-positive and Gram-negative bacteria. It acts by disrupting the synthesis of the peptidoglycan layer of bacterial cell walls. It is also known to inhibit human neutrophil myeloperoxidases.[4]

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
118M4780V
077M4778V
116M4814V
046M4798V
095M4806V

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Visual diagnosis: four infants who have red, "bloody" stools.
Jill Lowers et al.
Pediatrics in review, 30(4), 146-149 (2009-04-03)
D R Guay
The Annals of pharmacotherapy, 34(12), 1469-1477 (2001-01-06)
To review the antimicrobial activity, pharmacokinetics, clinical efficacy, and tolerability of cefdinir, an expanded-spectrum oral cephalosporin. Literature was identified by a MEDLINE search (January 1983-November 1999) of the medical literature, review of English-language literature and bibliographies of these articles, and
Joy Chen et al.
Journal of general internal medicine, 23(11), 1914-1916 (2008-08-30)
Drug-induced hepatotoxicity is well recognized but can cause some diagnostic problems, particularly if not previously reported. The present case involves a 22-year-old male who presented with jaundice and elevated liver enzymes after a course of cefdinir (Omnicef) for streptococcal pharyngitis.
Caroline M Perry et al.
Drugs, 64(13), 1433-1464 (2004-06-24)
Cefdinir (Omnicef) is an oral third-generation cephalosporin with good in vitro activity against many pathogens commonly causative in community-acquired infections. The drug provides good coverage against Haemophilus influenzae, Moraxella catarrhalis and penicillin-susceptible Streptococcus pneumoniae, the most common respiratory tract pathogens.
Indi Trehan et al.
The New England journal of medicine, 368(5), 425-435 (2013-02-01)
Severe acute malnutrition contributes to 1 million deaths among children annually. Adding routine antibiotic agents to nutritional therapy may increase recovery rates and decrease mortality among children with severe acute malnutrition treated in the community. In this randomized, double-blind, placebo-controlled
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