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Details

Stereochemistry RACEMIC
Molecular Formula C19H15F3N4O3.C7H8O3S.H2O
Molecular Weight 594.56
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOSUFLOXACIN TOSYLATE MONOHYDRATE

SMILES

O.CC1=CC=C(C=C1)S(O)(=O)=O.NC2CCN(C2)C3=NC4=C(C=C3F)C(=O)C(=CN4C5=C(F)C=C(F)C=C5)C(O)=O

InChI

InChIKey=SSULTCPIIYRGFQ-UHFFFAOYSA-N
InChI=1S/C19H15F3N4O3.C7H8O3S.H2O/c20-9-1-2-15(13(21)5-9)26-8-12(19(28)29)16(27)11-6-14(22)18(24-17(11)26)25-4-3-10(23)7-25;1-6-2-4-7(5-3-6)11(8,9)10;/h1-2,5-6,8,10H,3-4,7,23H2,(H,28,29);2-5H,1H3,(H,8,9,10);1H2

HIDE SMILES / InChI

Molecular Formula C7H8O3S
Molecular Weight 172.202
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C19H15F3N4O3
Molecular Weight 404.3426
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: description was created based on several sources, including: http://medical.taishotoyama.co.jp/data/if/pdf/ozx.pdf

Tosufloxacin is a fluoroquinolone antibacterial agent. Tosufloxacin is an inhibitor of bacterial DNA gyrase and topoisomerase IV. Tosufloxacin is indicated for the treatment of various infections such as skin, respiratory, urinary, gynecologic, ophthalmologic, otolaryngologic, dental infections. Fluoroquinolones including tosufloxacin have a potential risk of inducing cartilage and joint toxicity in children. It is also associated with severe thrombocytopenia and nephritis, and hepatotoxicity.

CNS Activity

Curator's Comment: Known to be CNS penetrant in rats. Human data not available.

Originator

Curator's Comment: http://adisinsight.springer.com/drugs/800005704 | http://www.chemdrug.com/article/8/3285/16420748.html

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Ozex

Approved Use

It is usually used to treat various infections such as skin/respiratory/urinary/gynecologic/ophthalmologic/otolaryngologic/dental infections.

Launch Date

1990
Curative
Ozex

Approved Use

It is usually used to treat various infections such as skin/respiratory/urinary/gynecologic/ophthalmologic/otolaryngologic/dental infections.

Launch Date

1990
Curative
Ozex

Approved Use

It is usually used to treat various infections such as skin/respiratory/urinary/gynecologic/ophthalmologic/otolaryngologic/dental infections.

Launch Date

1991
Curative
Ozex

Approved Use

It is usually used to treat various infections such as skin/respiratory/urinary/gynecologic/ophthalmologic/otolaryngologic/dental infections.

Launch Date

1990
PubMed

PubMed

TitleDatePubMed
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
1992 Feb 7
Trovafloxacin is active against Toxoplasma gondii.
1996 Aug
N-1-tert-butyl-substituted quinolones: in vitro anti-Mycobacterium avium activities and structure-activity relationship studies.
1996 Nov
Structure-activity relationships of quinolone agents against mycobacteria: effect of structural modifications at the 8 position.
1996 Oct
[In vitro anti-MAC activities of new quinolones in focus (2)].
1996 Sep
Dual inhibitory activity of sitafloxacin (DU-6859a) against DNA gyrase and topoisomerase IV of Streptococcus pneumoniae.
1999 Oct
In vitro method for prediction of the phototoxic potentials of fluoroquinolones.
2001 Dec
Quinolones alter defense reactions mediated by macrophages.
2001 Feb
[In vitro antibacterial activity of prulifloxacin, a new oral fluoroquinolone].
2002 Dec
In-vitro activity of moxifloxacin and other fluoroquinolones against Chlamydia species.
2002 Mar
Pharmacokinetics and safety assessment of tosufloxacin tosilate.
2002 Mar
[The history of the development and changes of quinolone antibacterial agents].
2003
[Alteration of antibacterial activity of tosufloxacin and various antibacterial agents against Streptococcus pneumoniae].
2003 Feb
[Salmonella infections].
2003 Feb
Alteration of constitutive apoptosis in neutrophils by quinolones.
2003 Jun
Anaphylaxis due to tosufloxacin tosilate.
2003 Sep
Pharmacokinetic-pharmacodynamic analysis of fluoroquinolones against Bacillus anthracis.
2004 Apr
Mycobacterium tuberculosis DNA gyrase: interaction with quinolones and correlation with antimycobacterial drug activity.
2004 Apr
[Molecular epidemiology of fluoroquinolone-resistant Streptococcus pneumoniae in Japan].
2004 May
Antimicrobial safety: focus on fluoroquinolones.
2005 Jul 15
[Successful treatment with voriconazole for disseminated cutaneous and visceral infection by Fusarium solani in a patient with acute myeloid leukemia].
2006 Aug
[Evaluation of efficacy of oral quinolone against Streptococcus pneumoniae AND Haemophilus influenzae with the use of Monte Carlo simulation].
2006 Dec
[Effectiveness of switch therapy for peritonitis].
2007 Aug
[Susceptibility of clinical isolates from primary care clinics to oral antibacterial agents].
2007 Feb
[Sensitivity surveillance of Haemophilus influenzae isolates for several antibiotics in Gifu Prefecture (2006)].
2008 Aug
In vitro susceptibilities of bacterial isolates from conjunctival flora to gatifloxacin, levofloxacin, tosufloxacin, and moxifloxacin.
2008 Mar
Levofloxacin 0.5% ophthalmic solution: a review of its use in the treatment of external ocular infections and in intraocular surgery.
2009 Jun 18
[Antibiotic susceptibility of blood-borne Streptococcus pneumoniae and efficacy assessment of respiratory quinolones using Monte Carlo simulation].
2010 Feb
Patents

Sample Use Guides

In general, for adults, take 2 to 3 tablets (300 to 450 mg of the active ingredient) a day, in 2 to 3 divided doses. The dosage may be adjusted according to disease, symptoms, etc. of the patient. If symptoms are severe or the effect is insufficient, take 4 tablets (600 mg) a day. Osteomyelitis, arthritis: In general, for adults, take 1 tablet (150 mg of the active ingredient) at a time, 3 times a day. The dosage may be adjusted according to disease, symptoms, etc. of the patient. If symptoms are severe or the effect is insufficient, take 4 tablets (600 mg) a day. Typhoid/paratyphoid fever: In general, for adults, take 1 tablet (150 mg of the active ingredient) at a time, 4 times a day for 14 days.
Route of Administration: Oral
The MIC90s of tosufloxacin among the 27 isolates of macrolide-resistant Mycoplasma pneumoniae (MRMP) was 0.25 ug/ml and those among the 23 isolates of macrolide-sensitive Mycoplasma pneumoniae (MSMP) was 0.5 μg/ml.
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:36:34 GMT 2023
Edited
by admin
on Sat Dec 16 04:36:34 GMT 2023
Record UNII
5L69LG8ZDQ
Record Status Validated (UNII)
Record Version
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Name Type Language
TOSUFLOXACIN TOSYLATE MONOHYDRATE
Common Name English
TOSUFLOXACIN TOSILATE HYDRATE
JAN  
Common Name English
TOSUXACIN
Brand Name English
Tosufloxacin tosilate monohydrate [WHO-DD]
Common Name English
TOSUFLOXACIN TOSILATE MONOHYDRATE
WHO-DD  
Common Name English
TOSUFLOXACIN TOSILATE HYDRATE [JAN]
Common Name English
OZEX
Brand Name English
Code System Code Type Description
SMS_ID
100000164913
Created by admin on Sat Dec 16 04:36:34 GMT 2023 , Edited by admin on Sat Dec 16 04:36:34 GMT 2023
PRIMARY
EVMPD
SUB179549
Created by admin on Sat Dec 16 04:36:34 GMT 2023 , Edited by admin on Sat Dec 16 04:36:34 GMT 2023
PRIMARY
CHEBI
32248
Created by admin on Sat Dec 16 04:36:34 GMT 2023 , Edited by admin on Sat Dec 16 04:36:34 GMT 2023
PRIMARY
CAS
1400591-39-0
Created by admin on Sat Dec 16 04:36:34 GMT 2023 , Edited by admin on Sat Dec 16 04:36:34 GMT 2023
PRIMARY
PUBCHEM
5282468
Created by admin on Sat Dec 16 04:36:34 GMT 2023 , Edited by admin on Sat Dec 16 04:36:34 GMT 2023
PRIMARY
FDA UNII
5L69LG8ZDQ
Created by admin on Sat Dec 16 04:36:34 GMT 2023 , Edited by admin on Sat Dec 16 04:36:34 GMT 2023
PRIMARY
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