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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H17F2N6O7S2.Na
Molecular Weight 518.448
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLOMOXEF SODIUM

SMILES

[Na+].[H][C@]12OCC(CSC3=NN=NN3CCO)=C(N1C(=O)[C@]2(NC(=O)CSC(F)F)OC)C([O-])=O

InChI

InChIKey=PPPZBOLFWGINKN-YLCXCWDSSA-M
InChI=1S/C15H18F2N6O7S2.Na/c1-29-15(18-8(25)6-31-13(16)17)11(28)23-9(10(26)27)7(4-30-12(15)23)5-32-14-19-20-21-22(14)2-3-24;/h12-13,24H,2-6H2,1H3,(H,18,25)(H,26,27);/q;+1/p-1/t12-,15+;/m1./s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://adisinsight.springer.com/drugs/800003964 http://evanigma.zapto.org:8081/wikipedia_en_medicine_2016-01/A/Flomoxef.html http://www.rad-ar.or.jp/siori/english/kekka.cgi?n=33753

Flomoxef is a cephamycin antibiotic with a difluoromethylthio-acetamido group at the 7-beta position of the cephem nucleus, commonly used for postoperative prophylaxis. Flomoxef has activity against epidermides, streptococci, propionibacteria, and both methicillin-resistant and -susceptible Staphylococcus aureus. Flomoxef exhibits a broad spectrum of antibacterial activity against G(+), G(-) and even anaerobes such as Staphylococcus sp., Escherichia coli, and Bacteroides sp., and it can be used singly to treat infection caused by aerobes and anaerobes (Mixed infection) effectively. Flomoxef belongs to the cephamycin, so it is very stable against β-lactamase as well as Extended Spectrum β-lactamase (ESBL), a novel resistance induced by Enterobacteriaceae. There is no Oxyimino group in the structure of Flomoxef, so it won’t derive ESBL and it is also effective for the treatment to ESBL infection. No disulfiram-like reaction and less incidence of vitamin K deficiency than that of Latamoxef. Marketed in Japan as FLUMARIN.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
FLUMARIN

Approved Use

This medicine is an oxacephem antibiotic and has an antibacterial effect by inhibiting bacterial cell wall synthesis. It is usually used for the treatment of a wide range of bacterial infections including surgical infections, respiratory infections, urinary tract infections, intra-abdominal infections, biliary tract infections, obstetric and gynecologic infections, otorhinolaryngologic infections, etc.
Curative
FLUMARIN

Approved Use

This medicine is an oxacephem antibiotic and has an antibacterial effect by inhibiting bacterial cell wall synthesis. It is usually used for the treatment of a wide range of bacterial infections including surgical infections, respiratory infections, urinary tract infections, intra-abdominal infections, biliary tract infections, obstetric and gynecologic infections, otorhinolaryngologic infections, etc.
Curative
FLUMARIN

Approved Use

This medicine is an oxacephem antibiotic and has an antibacterial effect by inhibiting bacterial cell wall synthesis. It is usually used for the treatment of a wide range of bacterial infections including surgical infections, respiratory infections, urinary tract infections, intra-abdominal infections, biliary tract infections, obstetric and gynecologic infections, otorhinolaryngologic infections, etc.
PubMed

PubMed

TitleDatePubMed
Cervical discitis associated with spinal epidural abscess caused by methicillin-resistant staphylococcus aureus.
1996 Jan
Patents

Sample Use Guides

The usual dose is 1 to 2 g daily in two divided doses. In general, for adults, the medicine is administered by intravenous injection or intravenous drip infusion daily in 2 divided doses. For children, it is administered by intravenous injection or intravenous drip infusion daily in 3 or 4 divided doses. For premature infants and neonates within 3 days after birth, it is administered by intravenous injection or intravenous drip infusion daily in 2 or 3 divided doses. For premature infants and neonates on the 4th day or later after birth, it is administered by intravenous injection or intravenous drip infusion daily in 3 or 4 divided doses. In case of intractable and/or severe infections, for adults, the medicine is administered by intravenous injection or intravenous drip infusion daily in 2 to 4 divided doses, and for premature infants, neonates and children, the medicine is administered by intravenous injection or intravenous drip infusion daily in 3 or 4 divided doses.
Route of Administration: Intravenous
In Vitro Use Guide
The distribution of MIC's of Flomoxef against Escherichia coli and Salmonella spp. ranged from 0.05 to 0.78 ug/ml and from 0.05 to 0.39 ug/ml, respectively.
Name Type Language
FLOMOXEF SODIUM
MART.   WHO-DD  
Common Name English
Flomoxef sodium [WHO-DD]
Common Name English
FLUMARIN
Brand Name English
FLOMOXEF SODIUM SALT
MI  
Common Name English
FLOMOXEF SODIUM [JAN]
Common Name English
5-OXA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((((DIFLUOROMETHYL)THIO)ACETYL)AMINO)-3-(((1-(2-HYDROXYETHYL)-1H-TETRAZOL-5-YL)THIO)METHYL)-7-METHOXY-8-OXO-, SODIUM SALT (1:1), (6R,7R)-
Common Name English
FLOMOXEF SODIUM SALT [MI]
Common Name English
6315 S SHIONOGI
Code English
FLOMOXEF SODIUM [MART.]
Common Name English
7R-7-(2-(DIFLUOROMETHYLTHIO)ACETAMIDO)-3-(1-(2-HYDROXYETHYL)-1H-TETRAZOL-5-YLTHIOMETHYL)-7-METHOXY-1-OXA-3-CEPHEM-4-CARBOXYLIC ACID SODIUM
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID20239158
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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DRUG BANK
DBSALT002108
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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SMS_ID
100000086970
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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PUBCHEM
23679966
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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FDA UNII
445HIB8XNF
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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MERCK INDEX
m5406
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
PRIMARY Merck Index
EVMPD
SUB02203MIG
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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ChEMBL
CHEMBL15413
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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CAS
92823-03-5
Created by admin on Fri Dec 15 18:57:11 GMT 2023 , Edited by admin on Fri Dec 15 18:57:11 GMT 2023
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