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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H19NO5
Molecular Weight 281.3044
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SANFETRINEM

SMILES

[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C3[C@H](CCC[C@]3([H])[C@]12[H])OC

InChI

InChIKey=ICFDDEJRXZSWTA-KJFVXYAMSA-N
InChI=1S/C14H19NO5/c1-6(16)9-11-7-4-3-5-8(20-2)10(7)12(14(18)19)15(11)13(9)17/h6-9,11,16H,3-5H2,1-2H3,(H,18,19)/t6-,7+,8+,9-,11-/m1/s1

HIDE SMILES / InChI

Molecular Formula C14H19NO5
Molecular Weight 281.3044
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

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
In vitro activity of the tribactam GV104326 against gram-positive, gram-negative, and anaerobic bacteria.
1994 Oct
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:26:06 GMT 2023
Edited
by admin
on Sat Dec 16 17:26:06 GMT 2023
Record UNII
0S36458I44
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SANFETRINEM
INN  
INN  
Official Name English
sanfetrinem [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C260
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL316197
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
INN
7291
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
MESH
C104757
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
SMS_ID
100000084052
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107073
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
CAS
156769-21-0
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
NCI_THESAURUS
C73825
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
FDA UNII
0S36458I44
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
PUBCHEM
71452
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
EVMPD
SUB10441MIG
Created by admin on Sat Dec 16 17:26:07 GMT 2023 , Edited by admin on Sat Dec 16 17:26:07 GMT 2023
PRIMARY
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