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Key Documents

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:
51101500
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

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.
An advanced-generation, cephalosporin antibiotic. Used for its excellent and well balanced antibacterial activities against gram-positive and gram-negative bacteria.

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.

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Janet R Casey et al.
Drugs, 72(15), 1991-1997 (2012-10-09)
10 days of amoxicillin/clavulanic acid high dose and 5 days of cefdinir have been the preferred first- or second-line antibiotics for treatment of children with acute otitis media (AOM) since 2004, as recommended by the American Academy of Pediatrics in
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
M T Labro et al.
Journal of immunology (Baltimore, Md. : 1950), 152(5), 2447-2455 (1994-03-01)
Cefdinir, a new oral 2-amino-5-thiazolyl cephalosporin, inhibited the luminol-amplified chemiluminescence (LACL) response of human neutrophils stimulated by PMA but not opsonized zymosan, in a concentration-dependent but not time-dependent manner. The LACL response to opsonized zymosan in cytochalasin B-treated neutrophils was
Helio S Sader et al.
Expert review of anti-infective therapy, 5(1), 29-43 (2007-02-03)
Cefdinir is an oral third-generation cephalosporin (also known as an advanced-spectrum or generation cephem) with good in vitro activity against the pathogens responsible for community-acquired respiratory tract infections and uncomplicated skin and skin structure infections. The drug distributes very well
D R Guay
The Pediatric infectious disease journal, 19(12 Suppl), S141-S146 (2001-01-06)
Oral second and third generation cephalosporins are undergoing continuing research and development in the arena of pediatric infectious disease in an attempt to fill voids created by existing agents in the quest for the "ideal" antimicrobial. This paper reviews the
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