SANFETRINEM

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9661036 | https://adisinsight.springer.com/drugs/800006681https://adisinsight.springer.com/drugs/800002101 | https://www.ncbi.nlm.nih.gov/pubmed/7840571

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

Title	Date	PubMed
In vitro activity of the tribactam GV104326 against gram-positive, gram-negative, and anaerobic bacteria.	1994 Oct	7840571
Sanfetrinem and sanfetrinem-cilexetil: disposition in rat and dog.	1997 Jul	9253146
In vivo antibacterial activities of sanfetrinem cilexetil, a new oral tricyclic antibiotic.	1998 Jul	9661036
Carboxylesterases, a key factor in evaluating potential genotoxicity of Trinem antibiotics.	2000 Jan	10640530
[Sanfetrinem, the member of trinems--in vitro activity against Klebsiella pneumoniae producing ESBL].	2006	16871970

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

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Name

Type

Language

SANFETRINEM

Official Name

English

sanfetrinem [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C260