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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H13N5O5S2
Molecular Weight 395.414
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFDINIR

SMILES

NC1=NC(=CS1)C(=N\O)\C(=O)N[C@H]2[C@H]3SCC(C=C)=C(N3C2=O)C(O)=O

InChI

InChIKey=RTXOFQZKPXMALH-GHXIOONMSA-N
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

HIDE SMILES / InChI

Description

Cefdinir is an extended-spectrum, semisynthetic cephalosporin, for oral administration. As with other cephalosporins, bactericidal activity of cefdinir results from inhibition of cell wall synthesis. Cefdinir is stable in the presence of some, but not all, β-lactamase enzymes. Cefdinir is indicated for the treatment of: Community-Acquired Pneumonia, Acute Exacerbations of Chronic Bronchitis, Acute Maxillary Sinusitis, Pharyngitis/Tonsillitis and Uncomplicated Skin and Skin Structure Infections. Side effects include diarrhea, vaginal infections or inflammation, nausea, headache, and abdominal pain. Concomitant administration of 300-mg cefdinir capsules with 30 mL Maalox® TC suspension reduces the rate (Cmax) and extent (AUC) of absorption by approximately 40%. As with other β-lactam antibiotics, probenecid inhibits the renal excretion of cefdinir.

CNS Activity

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of estrogen administration on activities of testosterone 5alpha-reductase, alkaline phosphatase and arginase in the ventral and the dorsolateral prostates of rats.
1975 Aug
Successful steroid therapy for cefdinir-induced acute tubulointerstitial nephritis with progressive renal failure.
2001 Feb
A comparison of 5 days of therapy with cefdinir or azithromycin in children with acute otitis media: a multicenter, prospective, single-blind study.
2005 Jun
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Human organic anion transporter hOAT3 is a potent transporter of cephalosporin antibiotics, in comparison with hOAT1.
2005 Oct 1
A favorable response to steroid therapy in a child with drug-associated acute vanishing bile duct syndrome and skin disorder.
2008 Apr
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis.
2015 May 18
Patents

Sample Use Guides

In Vivo Use Guide
The total daily dose for all infections is 600 mg. Once-daily dosing for 10 days is as effective as BID dosing. Usual Adult Dose for Pneumonia: 300 mg orally every 12 hours for 10 to 14 days Acute exacerbations of chronic bronchitis: 300 mg orally every 12 hours for 5 to 10 days or 600 mg orally every 24 hours for 10 days Acute maxillary sinusitis: 300 mg orally every 12 hours or 600 mg orally every 24 hours for 10 days
Route of Administration: Oral
In Vitro Use Guide
Cefdinir had a much higher MIC90 against genotypic penicillin-resistant Streptococcus pneumoniae (gPRSP) than cefditoren and cefcapene (8 mg/L cefdinir vs. 1 mg/L cefditoren and cefcapene).
Name Type Language
CEFDINIR
INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
CEFDINIR [JAN]
Common Name English
CEFDINIR [WHO-DD]
Common Name English
FK-482
Code English
CEFDINIR [VANDF]
Common Name English
CEFDINIR [USP-RS]
Common Name English
CI-983
Code English
CEFDINIR [USAN]
Common Name English
CEFDINIR [INN]
Common Name English
5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-(((2-AMINO-4-THIAZOLYL) (HYDROXYIMINO)ACETYL)AMINO)-3-ETHENYL-8-OXO-, (6R-(6.ALPHA.,7.BETA.(Z)))-
Common Name English
(6R,7R)-7-(((2Z)-(2-AMINO-4-THIAZOLYL)(HYDROXYIMINO)ACETYL)AMINO)-3-ETHENYL-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID
Systematic Name English
CEFDINIR [MART.]
Common Name English
CEFDINIR [ORANGE BOOK]
Common Name English
CEFZON
Brand Name English
CEFDINIR ANHYDROUS
Common Name English
(-)-(6R,7R)-7-(2-(2-AMINO-4-THIAZOLYL)GLYOXYLAMIDO)-8-OXO-3-VINYL-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 72-(Z)-OXIME
Common Name English
CEFDINIR [MI]
Common Name English
BMY-28488
Code English
OMNICEF
Brand Name English
CEFDINIR [USP]
Common Name English
SYN-7-(2-(2-AMINO-4-THIAZOLYL)-2-HYDROXYIMINOACETAMIDO)-3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID
Common Name English
FK 482
Code English
Classification Tree Code System Code
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
WHO-ATC J01DD15
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
LIVERTOX 161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NCI_THESAURUS C357
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
WHO-VATC QJ01DD15
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000175488
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
NDF-RT N0000011161
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
Code System Code Type Description
RXCUI
25037
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY RxNorm
ChEMBL
CHEMBL927
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
EPA CompTox
91832-40-5
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
MESH
C056814
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
MERCK INDEX
M3191
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY Merck Index
LactMed
91832-40-5
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
CAS
91832-40-5
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
INN
6408
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
WIKIPEDIA
Cefdinir
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
PUBCHEM
6915944
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
NCI_THESAURUS
C28914
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
EVMPD
SUB07386MIG
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY
DRUG BANK
DB00535
Created by admin on Mon Oct 21 19:50:40 UTC 2019 , Edited by admin on Mon Oct 21 19:50:40 UTC 2019
PRIMARY