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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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.

Originator

Approval Year

PubMed

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
Record UNII
0S36458I44
Record Status Validated (UNII)
Record Version