BALOFLOXACIN

Details

Stereochemistry	RACEMIC
Molecular Formula	C20H24FN3O4
Molecular Weight	389.4207
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC1CCCN(C1)C2=C(OC)C3=C(C=C2F)C(=O)C(=CN3C4CC4)C(O)=O

InChI

InChIKey=MGQLHRYJBWGORO-UHFFFAOYSA-N

InChI=1S/C20H24FN3O4/c1-22-11-4-3-7-23(9-11)17-15(21)8-13-16(19(17)28-2)24(12-5-6-12)10-14(18(13)25)20(26)27/h8,10-12,22H,3-7,9H2,1-2H3,(H,26,27)

HIDE SMILES / InChI

Description
Sources: http://www.tabletwise.com/baloxin-tablet
Curator's Comment: description was created based on several sources, including: https://www.medicineindia.org/pharmacology-for-generic/2923/balofloxacin http://www.ajptr.com/archive/volume-2/february-2012-issue-1/article-92.html

Balofloxacin (Q-35), is an orally active fluoroquinolone antibiotic. It has been developed for the treatment of urinary tract infection. The bactericidal action of Balofloxacin results from interference with the enqyme DNA gyrase which is needed for the synthesis of bacterial DNA. Balofloxacin is efficacious against Gram-negative bacteria. It also has enhanced activity against Gram positive bacteria, including MRSA and Streptococcus pneumoniae. Side effects of Balofloxacin are: sensitivity to light, abdominal pain, nausea, heartburn, urticarial, irritation when applied locally. Balofloxacin may interact with the following medicines and salts: antacids, non-steroidal anti-inflammatory drug, quinolones, theophylline.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial DNA gyrase 66 Target ID: CHEMBL2311224 Sources: http://www.ncbi.nlm.nih.gov/pubmed/8000379	Inhibitor 8297
Topoisomerase IV subunit A 7 Target ID: CHEMBL1895 Sources: http://www.ncbi.nlm.nih.gov/pubmed/19478540	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Urinary tract infections 205 Sources: https://www.medchemexpress.com/DataSheet/balofloxacin.html https://www.ncbi.nlm.nih.gov/pubmed/12669387	Curative	Approved 8429	Q-Roxin Approved Use Treatment of uncomplicated urinary tract infections Launch Date 9.7822081E11
Respiratory tract infections 85 Sources: https://www.medchemexpress.com/DataSheet/balofloxacin.html	Curative	Phase II 1132	Unknown Approved Use Unknown
Infective ophthalmitis 2 Sources: https://www.1mg.com/generics/balofloxacin-209419	Curative	Approved 8429	Barofloxacin Approved Use Barofloxacin is a quinolone antibiotic, prescribed for the treatment of infective ophthalmitis.
Skin infections 59 Sources: https://www.1mg.com/generics/balofloxacin-209419	Curative	Approved 8429	Balofloxacin Approved Use Barofloxacin is a quinolone antibiotic, prescribed for the treatment of skin infections.

PubMed

Title	Date	PubMed
[Determination of antimycobacterial activities of fluoroquinolones against clinical isolates of Mycobacterium tuberculosis: comparative determination with egg-based Ogawa and agar-based Middlebrook 7H10 media].	1996 Aug	8831190
[In vitro anti-MAC activities of new quinolones in focus (2)].	1996 Sep	8999137
History of quinolones and their side effects.	2001	11549783
[In vitro antimycobacterial activities of a new quinolone, balofloxacin].	2001 Jan	11211780
Balofloxacin Choongwae.	2003 Feb	12669387
[Interaction between balofloxacin and DNA and the influence of Mg2+ on the interaction].	2005 Jul	16196277
Electrophysiological safety of novel fluoroquinolone antibiotic agents gemifloxacin and balofloxacin.	2006	16777708
[Studies on the reaction of balofloxacin with bovine serum albumin].	2006 Aug	17058955
High performance liquid chromatography-electrospray ionization mass spectrometric determination of balofloxacin in human plasma and its pharmacokinetics.	2007 May 1	17161665
[Determination of balofloxacin in human plasma by HPLC with solid-phase extraction].	2007 Nov	18257322
[Synthesis and antibacterial activity of 7-(3-amino-4-alkoxyimino-1 -piperidyl) -quinolones].	2008 Aug	18956774
Ethyl 1-cyclo-propyl-6,7-difluoro-8-meth-oxy-4-oxo-1,4-dihydro-quinoline-3-carboxyl-ate.	2008 Oct 31	21581071
Gatifloxacin, moxifloxacin, and balofloxacin resistance due to mutations in the gyrA and parC genes of Staphylococcus epidermidis strains isolated from patients with endophthalmitis, corneal ulcers and conjunctivitis.	2009	19478540
Aquatic photochemistry of fluoroquinolone antibiotics: kinetics, pathways, and multivariate effects of main water constituents.	2010 Apr 1	20205456
Synthesis and in vitro antimycobacterial activity of balofloxacin ethylene isatin derivatives.	2010 Aug	20493593

Patents

Sample Use Guides

In Vivo Use Guide

100 to 400 mg once or twice daily.

Route of Administration: Oral

In Vitro Use Guide

MIC90 of Balofloxacin against clinical isolates of Staphylococcus aureus, methicillin-resistant staphylococcus aureus (MRSA), Staphylococcus epidermidis, Streptococcus pneumoniae, and Streptococcus pyogenes is 6,25 ug/ml.

Name

Type

Language

BALOFLOXACIN

Official Name

English

(±)-1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-8-METHOXY-7-(3-(METHYLAMINO)PIPERIDINO)-4-OXO-3-QUINOLINECARBOXYLIC ACID

Systematic Name

English

BALOFLOXACIN [MART.]

Common Name

English

balofloxacin [INN]

Common Name

English

BALOFLOXACIN [MI]

Common Name

English

Balofloxacin [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C795