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Details

Stereochemistry EPIMERIC
Molecular Formula C23H33NO8
Molecular Weight 451.51
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SANFETRINEM CILEXETIL

SMILES

[H][C@]1([C@@H](C)O)C(=O)N2C(C(=O)OC(C)OC(=O)OC3CCCCC3)=C4[C@H](CCC[C@]4([H])[C@]12[H])OC

InChI

InChIKey=QFEICXCLIGZEJB-IRVPUMQPSA-N
InChI=1S/C23H33NO8/c1-12(25)17-19-15-10-7-11-16(29-3)18(15)20(24(19)21(17)26)22(27)30-13(2)31-23(28)32-14-8-5-4-6-9-14/h12-17,19,25H,4-11H2,1-3H3/t12-,13?,15+,16+,17-,19-/m1/s1

HIDE SMILES / InChI
Sanfetrinem cilexetil (formerly known as GV 118819), a beta-lactam antibiotic, is the oral prodrug of sanfetrinem. Experiments on rodents have revealed that sanfetrinem cilexetil had strong antibacterial activity in vitro and good pharmacokinetic behavior in mice. This drug was suitable for the treatment of infections caused by a variety of bacteria and participated in a phase II clinical trial. However, this study was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Automated assay for GV104326, a novel tribactam antibiotic, in human plasma by high-performance liquid chromatography and solid-phase extraction.
1994 Feb 4
Sanfetrinem and sanfetrinem-cilexetil: disposition in rat and dog.
1997 Jul
In vivo antibacterial activities of sanfetrinem cilexetil, a new oral tricyclic antibiotic.
1998 Jul
Carboxylesterases, a key factor in evaluating potential genotoxicity of Trinem antibiotics.
2000 Jan
[Sanfetrinem, the member of trinems--in vitro activity against Klebsiella pneumoniae producing ESBL].
2006

Sample Use Guides

In Vitro Use Guide
The activity of sanfetrinem was determined using a broth microdilution MIC method versus a large number of clinical isolates of Streptococcus pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis obtained in a recent 30-center United States surveillance study. The sanfetrinem MIC50 and MIC90 values for these three organism groups were 0.015 and 0.5 microgram/ml, 0.25, and 0.5 microgram/ml, and 0.015 and 0.03, respectively.
Name Type Language
SANFETRINEM CILEXETIL
USAN  
USAN  
Official Name English
SANFETRINEM CILEXETIL [USAN]
Common Name English
1-Hydroxyethyl (1S,5S,8aS,8bR)-1,2,5,6,7,8,8a,8b-octahydro-1-[(R)-1-hydroxyethyl]-5-methoxy-2-oxoazeto[2,1-a]isoindole-4-carboxylate, cyclohexyl carbonate (ester)
Common Name English
GV118819X
Code English
GV-118819X
Code English
Classification Tree Code System Code
NCI_THESAURUS C260
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
Code System Code Type Description
PUBCHEM
6918217
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107073
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY
NCI_THESAURUS
C152296
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY
FDA UNII
7322RJ9FZB
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID80109991
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY
USAN
HH-57
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY
CAS
141646-08-4
Created by admin on Fri Dec 15 15:55:36 GMT 2023 , Edited by admin on Fri Dec 15 15:55:36 GMT 2023
PRIMARY