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Details

Stereochemistry MIXED
Molecular Formula C23H28N4O11S
Molecular Weight 568.554
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFUROXIME PIVOXETIL

SMILES

[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C3=CC=CO3)C(=O)OC(C)OC(=O)C(C)(C)OC

InChI

InChIKey=MGYPWVCKENORQX-KMMUMHRISA-N
InChI=1S/C23H28N4O11S/c1-11(38-21(31)23(2,3)33-4)37-20(30)16-12(9-36-22(24)32)10-39-19-15(18(29)27(16)19)25-17(28)14(26-34-5)13-7-6-8-35-13/h6-8,11,15,19H,9-10H2,1-5H3,(H2,24,32)(H,25,28)/b26-14-/t11?,15-,19-/m1/s1

HIDE SMILES / InChI
Cefuroxime Pivoxetil is an ester prodrug of cefuroxime, a semisynthetic, broad-spectrum, beta-lactamase-resistant, second-generation cephalosporin with antibacterial activity. Cefuroxime binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Atom, atom-type, and total nonstochastic and stochastic quadratic fingerprints: a promising approach for modeling of antibacterial activity.
2005 Apr 15
Patents

Patents

Name Type Language
CEFUROXIME PIVOXETIL
USAN  
USAN  
Official Name English
CCI-23628
Code English
CCI 23628
Code English
CEFUROXIME PIVOXETIL [USAN]
Common Name English
5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 3-(((AMINOCARBONYL)OXY)METHYL)-7-((2-FURANYL(METHOXYIMINO)ACETYL)AMINO)-8-OXO-, 1-(2-METHOXY-2-METHYL-1-OXOPROPOXY)ETHYL ESTER, (6R-(6.ALPHA.,7.BETA.(Z)))-
Common Name English
1-HYDROXYETHYL (6R,7R)-7-(2-(2-FURYL)GLYOXYLAMIDO)-3-(HYDROXYMETHYL)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLATE, 7^2-(Z)-(O-METHYLOXIME), 3-CARBAMATE 1-(2-METHOXY-2-METHYLPROPIONATE)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C357
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
Code System Code Type Description
CAS
100680-33-9
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
PUBCHEM
6321417
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID5022776
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL1697786
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
FDA UNII
LR90117565
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
DRUG CENTRAL
567
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
NCI_THESAURUS
C76178
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY
USAN
X-73
Created by admin on Fri Dec 15 16:35:00 GMT 2023 , Edited by admin on Fri Dec 15 16:35:00 GMT 2023
PRIMARY