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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H18F2N6O7S2
Molecular Weight 496.466
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLOMOXEF

SMILES

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

InChI

InChIKey=UHRBTBZOWWGKMK-DOMZBBRYSA-N
InChI=1S/C15H18F2N6O7S2/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)/t12-,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H18F2N6O7S2
Molecular Weight 496.466
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:42:10 UTC 2023
Edited
by admin
on Fri Dec 15 15:42:10 UTC 2023
Record UNII
V9E5U5XF42
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLOMOXEF
INN   MI   WHO-DD  
INN  
Official Name English
FLOMOXEF [MI]
Common Name English
Flomoxef [WHO-DD]
Common Name English
flomoxef [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C357
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
WHO-VATC QJ01DC14
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
WHO-ATC J01DC14
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
Code System Code Type Description
CAS
99665-00-6
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
EPA CompTox
DTXSID5048845
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
MERCK INDEX
m5406
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY Merck Index
FDA UNII
V9E5U5XF42
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
MESH
C045693
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
SMS_ID
100000081015
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
WIKIPEDIA
FLOMOXEF
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
ChEMBL
CHEMBL15413
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
PUBCHEM
65864
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
INN
5935
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
NCI_THESAURUS
C65693
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
EVMPD
SUB07646MIG
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
CHEBI
135813
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
DRUG BANK
DB11935
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
DRUG CENTRAL
1179
Created by admin on Fri Dec 15 15:42:10 UTC 2023 , Edited by admin on Fri Dec 15 15:42:10 UTC 2023
PRIMARY
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