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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H15FN2O4.CH4O3S
Molecular Weight 414.405
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PAZUFLOXACIN MESILATE

SMILES

CS(O)(=O)=O.C[C@H]1COC2=C(C(F)=CC3=C2N1C=C(C(O)=O)C3=O)C4(N)CC4

InChI

InChIKey=UDHGFPATQWQARM-FJXQXJEOSA-N
InChI=1S/C16H15FN2O4.CH4O3S/c1-7-6-23-14-11(16(18)2-3-16)10(17)4-8-12(14)19(7)5-9(13(8)20)15(21)22;1-5(2,3)4/h4-5,7H,2-3,6,18H2,1H3,(H,21,22);1H3,(H,2,3,4)/t7-;/m0./s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including, http://www.mt-pharma.co.jp/e/release/nr/mpc/2002/pdf/e020902.pdf

Pazufloxacin is a fused tricyclic quinolone derivative that has a broad spectrum of anti-bacterial activity. Pazufloxacin inhibits bot DNA gyrase and topoisomerase IV and has shown in vitro activity against Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, Klebsiella, Enterobacter, Hafnia, Citrobacter, Proteus, Providencia, Serratia, Shigella, Salmonella, Aeromonas and Yersinia. The drug is used for the treatment of infectious diseases such as abdominal infections, genital infections, urinary tract infections, respiratory tract infections, etc.

Originator

Curator's Comment: The development was carried out jointly with Mitsubishi Pharma.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
PASIL

Approved Use

Unknown

Launch Date

2002
Curative
PASIL

Approved Use

Unknown

Launch Date

2002
Curative
PASIL

Approved Use

Unknown

Launch Date

2002
Curative
PASIL

Approved Use

Unknown

Launch Date

2002
Curative
PASIL

Approved Use

Unknown

Launch Date

2002
PubMed

PubMed

TitleDatePubMed
[Drug interactions between nonsteroidal anti-inflammatory drug and pazufloxacin mesilate, a new quinolone antibacterial agent for intravenous use: convulsions in mice after intravenous or intracerebroventricular administration].
2002 Jun
Patents

Sample Use Guides

The usually recommended dose of Pazufloxacin Injections in most infections is 500 mg twice a day administered as an I.V. infusion over 30-60 minutes. Depending on age, symptoms and severity of infection, the dose of the drug may be reduced to 300 mg twice a day.
Route of Administration: Intravenous
Pazufloxacin has good antibacterial activity against variety of clinical isolates. The MICs at which 90% of the isolates were inhibited (MIC90s) of pazufloxacin were 0.2 to 0.39 ug/ml for Staphylococcus aureus and Staphylococcus epidermidis, including methicillin-resistant strains.5 Pazufloxacin has similar or 2-fold greater activity than other quinolones, against the following Enterobacteriaceae (MIC90 ≤ 0.25 ug/ml): Escherichia coli, Klebsiella, Enterobacter, Hafnia, Citrobacter, Proteus, Providencia, Serratia, Shigella, Salmonella, Aeromonas and Yersinia. Against P. aeruginosa, pazufloxacin shows more potent activity than tosufloxacin, norfloxacin and ofloxacin. Against clinical isolates of methicillin-resistant Staphylococcus aureus and P. aeruginosa, pazufloxacin has an MIC90 of 0.39 ug/ml and an MIC90 of 0.78 ug/ml respectively. MIC90 for clinical isolates of H. influenzae is ≤ 0.013 ug/l.
Name Type Language
PAZUFLOXACIN MESILATE
JAN   MART.   WHO-DD  
Common Name English
PAZUFLOXACIN METHANESULFONATE
MI  
Common Name English
PAZUFLOXACIN MESYLATE
Common Name English
(-)-(3S)-10-(1-AMINOCYCLOPROPYL)-9-FLUORO-2,3-DIHYDRO-3-METHYL-7-OXO-7H-PYRIDO(1,2,3-DE)-1,4-BENZOXAZINE-6-CARBOXYLIC ACID METHANESULFONATE
Systematic Name English
Pazufloxacin mesilate [WHO-DD]
Common Name English
PAZUFLOXACIN MESILATE [MART.]
Common Name English
(-)-(3S)-10-(1-AMINOCYCLOPROPYL)-9-FLUORO-2,3-DIHYDRO-3-METHYL-7-OXO-7H-PYRIDO(1,2,3-DE)-1,4-BENZOXAZINE-6-CARBOXYLIC ACID METHANESULPHONATE
Systematic Name English
NSC-759831
Code English
PAZUFLOXACIN MESILATE [JAN]
Common Name English
PAZUFLOXACIN METHANESULFONATE [MI]
Common Name English
Code System Code Type Description
EVMPD
SUB16450MIG
Created by admin on Fri Dec 15 18:46:02 GMT 2023 , Edited by admin on Fri Dec 15 18:46:02 GMT 2023
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NSC
759831
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PUBCHEM
6918232
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CAS
163680-77-1
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MERCK INDEX
m8431
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EPA CompTox
DTXSID80167645
Created by admin on Fri Dec 15 18:46:02 GMT 2023 , Edited by admin on Fri Dec 15 18:46:02 GMT 2023
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FDA UNII
2XI226J1HS
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DRUG BANK
DBSALT002069
Created by admin on Fri Dec 15 18:46:02 GMT 2023 , Edited by admin on Fri Dec 15 18:46:02 GMT 2023
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SMS_ID
100000086056
Created by admin on Fri Dec 15 18:46:02 GMT 2023 , Edited by admin on Fri Dec 15 18:46:02 GMT 2023
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