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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H23N9O4S3
Molecular Weight 525.628
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEFOTIAM

SMILES

[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC4=CSC(N)=N4)C(O)=O

InChI

InChIKey=QYQDKDWGWDOFFU-IUODEOHRSA-N
InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1

HIDE SMILES / InChI

Description

Cefotiam is a third generation beta-lactam cephalosporin antibiotic. It has broad spectrum activity against Gram positive and Gram negative bacteria. It does not have activity against Pseudomonas aeruginosa. The bactericidal activity of cefotiam results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
CEFOTIAM
Curative
CEFOTIAM

Cmax

ValueDoseCo-administeredAnalytePopulation
124.6 mg/L
2 g single, intravenous
CEFOTIAM serum
Homo sapiens
18.8 mg/kg
2 g single, intravenous
CEFOTIAM unknown
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
171.7 mg × h/L
2 g single, intravenous
CEFOTIAM serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.5 h
2 g single, intravenous
CEFOTIAM serum
Homo sapiens
2.2 h
2 g single, intravenous
CEFOTIAM unknown
Homo sapiens

Doses

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Oral Prophylaxis of surgical infections; Susceptible infections Adult: 200-400 mg bid. Parenteral Prophylaxis of surgical infections; Susceptible infections Adult: As hydrochloride: Up to 6 g daily IV/IM in divided doses according to severity of infection. As hexetil hydrochloride: 200-400 mg bid.
Route of Administration: Other
In Vitro Use Guide
In time-kill studies, Cefotiam had high bactericidal activity against Staphylococcus epidermidis strains with low Cefotiam MIC (< or = 2.0 microg/ml), regardless of whether they were mecA positive.