GATIFLOXACIN HEMIHYDRATE

Details

Stereochemistry	RACEMIC
Molecular Formula	2C19H22FN3O4.H2O
Molecular Weight	768.8034
Optical Activity	( + / - )
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.COC1=C(N2CCNC(C)C2)C(F)=CC3=C1N(C=C(C(O)=O)C3=O)C4CC4.COC5=C(N6CCNC(C)C6)C(F)=CC7=C5N(C=C(C(O)=O)C7=O)C8CC8

InChI

InChIKey=ISCAXBHESPTGIQ-UHFFFAOYSA-N

InChI=1S/2C19H22FN3O4.H2O/c2*1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26;/h2*7,9-11,21H,3-6,8H2,1-2H3,(H,25,26);1H2

HIDE SMILES / InChI

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	C19H22FN3O4
Molecular Weight	375.3941
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2003/21493_Zymar_lbl.pdf

Gatifloxacin is a recently developed antibacterial agent differing from earlier fluoroquinolones by the presence of a methoxy group at the C-8 position. The presence of the methoxy group has conferred improved antibacterial activity against both Gram-positive and Gram-negative organisms, making gatifloxacin a broad-spectrum antimicrobial agent applicable in many clinical settings. Gatifloxacin is sold under the brand Zymar and is indicated for the treatment of bacterial conjunctivitis caused by susceptible strains of the following organisms: Aerobic Gram-Positive Bacteria: Cornyebacterium propinquum, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus mitis, Streptococcus pneumoniae and Aerobic Gram-Negative Bacteria: Haemophilus influenza. The antibacterial action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian. In addition, Gatifloxacin inhibits bacterial topoisomerase IV. This enzyme is an enzyme known to play a key role in the partitioning of the chromosomal DNA during bacterial cell division. The mechanism of action of fluoroquinolones including gatifloxacin is different from that of aminoglycoside, macrolide, and tetracycline antibiotics. Therefore, gatifloxacin may be active against pathogens that are resistant to these antibiotics and these antibiotics may be active against pathogens that are resistant to gatifloxacin. There is no cross-resistance between gatifloxacin and the aforementioned classes of antibiotics. Cross-resistance has been observed between systemic gatifloxacin and some other fluoroquinolones.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Topoisomerase IV 62 Target ID: CHEMBL2363033 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12019093	Inhibitor 8504
DNA gyrase 26 Target ID: CHEMBL2311225 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9925547	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial conjunctivitis 34 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2003/21493_Zymar_lbl.pdf	Curative		Approved 8583	ZYMAR Approved Use ZYMAXID® (gatifloxacin ophthalmic solution) 0.5% solution is indicated for the treatment of bacterial conjunctivitis caused by susceptible strains of the following organisms: Aerobic Gram-Positive Bacteria: Staphylococcus aureus Staphylococcus epidermidis Streptococcus mitis group* Streptococcus oralis * Streptococcus pneumoniae Aerobic Gram-Negative Bacteria: Haemophilus influenzae Efficacy for this organism was studied in fewer than 10 infections. ZYMAXID® ophthalmic solution is a topical fluoroquinolone anti-infective indicated for the treatment of bacterial conjunctivitis caused by susceptible strains of the following organisms: Haemophilus influenzae, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus mitis group , Streptococcus oralis * , Streptococcus pneumoniae *Efficacy for this organism was studied in fewer than 10 infections. (1) Launch Date 2003

C_max

Value	Dose	Analyte	Population
3.8 μg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
4.2 μg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, oral dose: 400 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
4.2 μg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, oral dose: 400 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
5.5 μg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, intravenous dose: 400 mg route of administration: Intravenous experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
4.6 μg/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, intravenous dose: 400 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
33 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
34.4 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, oral dose: 400 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
51 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, oral dose: 400 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: UNHEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
35.1 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, intravenous dose: 400 mg route of administration: Intravenous experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
35.4 μg × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, intravenous dose: 400 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
7.8 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
7.1 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, oral dose: 400 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
7.4 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, intravenous dose: 400 mg route of administration: Intravenous experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
13.9 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, intravenous dose: 400 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

F_unbound

Value	Dose	Analyte	Population
80% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
80% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, oral dose: 400 mg route of administration: Oral experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
80% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg single, intravenous dose: 400 mg route of administration: Intravenous experiment type: SINGLE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
80% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2004/21061s023,024,21062s026,037lbl.pdf	400 mg 1 times / day steady-state, intravenous dose: 400 mg route of administration: Intravenous experiment type: STEADY-STATE co-administered:	GATIFLOXACIN serum	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Doses

Dose	Population	Adverse events
10 mg/kg 1 times / day steady, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: steady Dose: 10 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/	unhealthy, 6 - 48 months Health Status: unhealthy Age Group: 6 - 48 months Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/	Disc. AE: Vomiting, Diarrhea... AEs leading to discontinuation/dose reduction: Vomiting (15 patients) Diarrhea (3 patients) Dehydration (2 patients) Maculopapular rash (2 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/
400 mg 1 times / day steady, oral Recommended Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/	unhealthy, 79 years Health Status: unhealthy Age Group: 79 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/	Disc. AE: Hyperglycemia... AEs leading to discontinuation/dose reduction: Hyperglycemia (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/
400 mg 1 times / day steady, oral Recommended Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/	unhealthy, 84 years Health Status: unhealthy Age Group: 84 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/	Disc. AE: Hyperglycemia... AEs leading to discontinuation/dose reduction: Hyperglycemia (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/
400 mg 1 times / day steady, oral Recommended Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/17213006/	unhealthy, 86 years Health Status: unhealthy Age Group: 86 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/17213006/	Disc. AE: Hyperglycemia... AEs leading to discontinuation/dose reduction: Hyperglycemia (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/17213006/

AEs

AE	Significance	Dose	Population
Vomiting	15 patients Disc. AE	10 mg/kg 1 times / day steady, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: steady Dose: 10 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/	unhealthy, 6 - 48 months Health Status: unhealthy Age Group: 6 - 48 months Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/
Dehydration	2 patients Disc. AE	10 mg/kg 1 times / day steady, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: steady Dose: 10 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/	unhealthy, 6 - 48 months Health Status: unhealthy Age Group: 6 - 48 months Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/
Maculopapular rash	2 patients Disc. AE	10 mg/kg 1 times / day steady, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: steady Dose: 10 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/	unhealthy, 6 - 48 months Health Status: unhealthy Age Group: 6 - 48 months Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/
Diarrhea	3 patients Disc. AE	10 mg/kg 1 times / day steady, oral Recommended Dose: 10 mg/kg, 1 times / day Route: oral Route: steady Dose: 10 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/	unhealthy, 6 - 48 months Health Status: unhealthy Age Group: 6 - 48 months Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/14614364/
Hyperglycemia	1 patient Disc. AE	400 mg 1 times / day steady, oral Recommended Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/	unhealthy, 79 years Health Status: unhealthy Age Group: 79 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/
Hyperglycemia	1 patient Disc. AE	400 mg 1 times / day steady, oral Recommended Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/	unhealthy, 84 years Health Status: unhealthy Age Group: 84 years Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/15303456/
Hyperglycemia	1 patient Disc. AE	400 mg 1 times / day steady, oral Recommended Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/17213006/	unhealthy, 86 years Health Status: unhealthy Age Group: 86 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/17213006/

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2C19 2057 OAT3 747	P-gp 2052 MRP2 252 BCRP 697 OATP1A2 67

Drug as perpetrator

Target	Modality	Activity
CYP1A2 2333	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/19026171/ Page: -	no
CYP2C19 2141	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/10984329/ Page: -	no
CYP2C9 2497	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/19026171/ Page: -	no
CYP2D6 2546	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/10984329/ Page: -	no
CYP3A4 2633	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/10730688/ Page: -	no
OAT3 749	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/18381565/ Page: -	yes

Drug as victim

Target	Modality	Activity
BCRP 697	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/20573570/ Page: -	no
MRP2 252	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/20573570/ Page: -	yes
OATP1A2 67	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/17274666/ Page: -	yes
P-gp 2052	substrate 4014 Sources: https://pubmed.ncbi.nlm.nih.gov/20573570/ Page: -	yes

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubmed.ncbi.nlm.nih.gov/11125032/ Page: -

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B1-01470	http://www.3bsc.com/index/pro_info.php?id=21682
3B Scientific (Wuhan) Corp	3B1-01477	http://www.3bsc.com/index/pro_info.php?id=21689
3B Scientific (Wuhan) Corp	3B2-0097	http://www.3bsc.com/index/pro_info.php?id=19453
3B Scientific (Wuhan) Corp	3B3-000948	http://www.3bsc.com/index/pro_info.php?id=22836
AA Blocks	AA001V7I	http://www.aablocks.com/goods/Goods/detail?id=AA001V7I
Aaron Chemicals	AR001VZA	http://www.aaronchem.com/112811-59-3
abcr GmbH	AB228827	http://www.abcr.com/shop/en/AB228827
AbMole Bioscience	M2254	http://www.abmole.com/products/gatifloxacin.html
Achemtek	0104-011782	http://www.achemtek.com/112811-59-3
Acorn PharmaTech	ACN-038330	http://www.acornpharmatech.com/
Acros Organics	AC460230010	https://www.fishersci.com/shop/products/gatifloxacin-98-acros-organics-2/AC460230010
Acros Organics	AC460230050	https://www.fishersci.com/shop/products/gatifloxacin-98-acros-organics-1/AC460230050
Acros Organics	AC460230250	https://www.fishersci.com/shop/products/gatifloxacin-98-acros-organics/AC460230250
AEchem Scientific Corp., USA	AE059339	https://www.aechemsc.com/info2_products/AE059339.php
AHH Chemical co.,ltd	API-1086	http://www.ahhchemical.com/product/API-1086.html
AHH Chemical co.,ltd	MT-07359	http://www.ahhchemical.com/product/MT-07359.html
Alinda	ALBB-028535	http://alinda.ru/finechem_en_.html?i=ALBB-028535
Allbio Pharm Co., Ltd	AD11741	http://www.allbiopharm.com/product/n/AD11741
Ambinter	Amb19120118	http://www.ambinter.com/reference/19120118
Angene	AGN-PC-0BS7RF	http://www.angenechemical.com/productshow/AGN-PC-0BS7RF.html
ApexBio Technology	A1313	http://www.apexbt.com/gatifloxacin-22059.html
Ark Pharm	AK323595	http://www.arkpharminc.com/products/112811-59-3.html
Aurora Fine Chemicals LLC	K04.823.520	http://online.aurorafinechemicals.com/info?ID=K04.823.520
AvaChem Scientific	3898	http://www.avachem.com/productSearch.asp?3898
BioChemPartner	BCP13408	http://www.biochempartner.com/112811-59-3-BCP13408
BioCrick	BCC1064	http://www.biocrick.com/Gatifloxacin-BCC1064.html
BioSynth	G-2380	https://www.biosynth.com/products/biochemistry/culture-media-additives/products/G-2380.html
BLD Pharm	BD18671	http://www.bldpharm.com/products/112811-59-3.html
Boerchem	BC204030	http://www.boerchem.com/?product_34284.html
Capot Chemical	21048	http://www.capotchem.com/en/21048.htm
Capot Chemical	PubChem21048	http://www.capotchem.com/en/21048.htm
Chem Scene	CS-1841	http://www.chemscene.com/112811-59-3.html
ChemMol	2101430	http://www.chemmol.com/chemmol/2101430.html
ChemMol	30101901	http://www.chemmol.com/chemmol/30101901.html
ChemMol	44001665	http://www.chemmol.com/chemmol/44001665.html
ChemMol	49408363	http://www.chemmol.com/chemmol/49408363.html
ChemMol	49420348	http://www.chemmol.com/chemmol/49420348.html
Chemspace	CSSB00000043025	https://chem-space.com/CSSB00000043025
Clearsynth	CS-O-11656	https://www.clearsynth.com/en/CSO11656.html
CSNpharm	CSN12573	https://www.csnpharm.com/products/gatifloxacin.html
DC Chemicals	DC22353	http://www.dcchemicals.com/product_show-DC22353.html
Debye Scientific	DB-019145	http://www.debyesci.com/DB-019145.html
eNovation Chemicals	D634858	https://www.enovationchem.com/ProductDetails.asp?ProductID=D634858
eNovation Chemicals	D674400	https://www.enovationchem.com/ProductDetails.asp?ProductID=D674400
Finetech	FT-0626635	http://www.finetechnology-ind.com/prod/detail/pub/112811-59-3.html
Finetech	FT-0631189	http://www.finetechnology-ind.com/prod/detail/pub/160738-57-8.html
Finetech	FT-0668952	http://www.finetechnology-ind.com/prod/detail/pub/1190043-25-4.html
Hello Bio	HB3263	https://www.hellobio.com/gatifloxacin.html
iChemical	EBD18197	http://www.ichemical.com/chemicals/cas-112811-59-3
Lab Network	LN00294903	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00294903
LGC Standards	DRE-A13998600AL-100	https://www.lgcstandards.com/US/en/p/DRE-A13998600AL-100
LGC Standards	DRE-C13998600	https://www.lgcstandards.com/US/en/p/DRE-C13998600
mcule	MCULE-4557972261	https://mcule.com/MCULE-4557972261/
MedChem Express	HY-10581	https://www.medchemexpress.com/Gatifloxacin.html
OChem	6583	http://www.ocheminc.com/index.php?act=psearch&pid=811G593
Otava	3462665	https://search.otavachemicals.com/#!/search?query=3462665&type=code&base=dbb
Parchem	29054	http://www.parchem.com/chemical-supplier-distributor/Gatifloxacin-019054.aspx
Parchem	29055	http://www.parchem.com/chemical-supplier-distributor/Gatifloxacin-019055.aspx
Selleck Chemicals	S1340	http://www.selleckchem.com/products/Gatifloxacin.html
Smolecule	S528731	http://www.smolecule.com/products/s528731
Smolecule	S772613	https://www.smolecule.com/products/s772613
TCI (Tokyo Chemical Industry)	G0325	http://www.tcichemicals.com/eshop/en/us/commodity/G0325/index.html
THE BioTek	bt-268909	https://www.thebiotek.com/product/inhibitors/bt-268909
THE BioTek	bt-305259	https://www.thebiotek.com/product/others/bt-305259
Tocris	3849	https://www.tocris.com/products/gatifloxacin_3849
Vesino Industrial Co Ltd	VA11838	http://www.vsnchem.com/goto/product/22154/
VladaChem	VL273035-100MG	https://www.vladachem.com/product.php?products=112811-59-3
Yuhao Chemical	RT18900	http://www.chemyuhao.com/112811-59-3.html

PubMed

Title	Date	PubMed
Synthesis of gatifloxacin derivatives and their biological activities against Mycobacterium leprae and Mycobacterium tuberculosis.	2013-02-15	23294829
Combined contributions of over-secreted glucagon-like peptide 1 and suppressed insulin secretion to hyperglycemia induced by gatifloxacin in rats.	2013-02-01	23200776
Comparative in vitro and in vivo antimicrobial activities of sitafloxacin, gatifloxacin and moxifloxacin against Mycobacterium avium.	2011-04	21353489
In vitro antituberculosis activities of ACH-702, a novel isothiazoloquinolone, against quinolone-susceptible and quinolone-resistant isolates.	2010-08	20516287
In vitro activities of DC-159a, a novel fluoroquinolone, against Mycobacterium species.	2010-06	20368403
Safety profile of the fluoroquinolones: focus on levofloxacin.	2010-05-01	20397737
A comparative analysis of chromosomal aberrations in cultured human lymphocytes due to fluoroquinolone drugs at different expression periods.	2010-05	20049419
Antituberculosis activity of the molecular libraries screening center network library.	2009-09	19783214
Synthesis and in-vitro antimycobacterial evaluation of 1-(cyclopropyl/2,4-difluorophenyl/tert-butyl)-1,4-dihydro- 8-methyl-6-nitro-4-oxo-7-(substituted secondary amino)quinoline-3-carboxylic acids.	2009-02	19137533
Antimycobacterial activities of novel fluoroquinolones.	2009-01	18031974
Antimycobacterial and phototoxic evaluation of novel 6-fluoro/nitro-4-oxo-7-(sub)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid.	2008-04	18359434
Antimycobacterial activities of novel 2-(sub)-3-fluoro/nitro-5,12-dihydro-5-oxobenzothiazolo[3,2-a]quinoline-6-carboxylic acid.	2008-03-15	18304818
Synthesis and antimycobacterial evaluation of newer 1-cyclopropyl-1,4-dihydro-6-fluoro-7-(substituted secondary amino)-8-methoxy-5-(sub)-4-oxoquinoline-3-carboxylic acids.	2008-03-01	18078756
[A case of multi-drug resistant tuberculosis showing psychiatric adverse effect by cycloserine].	2008-01	18283911
Development and validation of an ion-pairing RP-HPLC method for the estimation of gatifloxacin in bulk and formulations.	2007-04	17504572
[Status epilepticus and gatifloxacin].	2007-01	17304180
Design, synthesis and activity against Toxoplasma gondii, Plasmodium spp., and Mycobacterium tuberculosis of new 6-fluoroquinolones.	2006-12	17000032
Rapid microbiologic and pharmacologic evaluation of experimental compounds against Mycobacterium tuberculosis.	2006-04	16569835
Serious adverse drug effects--seeing the trees through the forest.	2006-03-30	16510740
Outpatient gatifloxacin therapy and dysglycemia in older adults.	2006-03-30	16510739
Fluoroquinolones: an important class of antibiotics against tuberculosis.	2006	16475933
Antimicrosporidial activity of (fluoro)quinolones in vitro and in vivo.	2005-05	16004377
Gatifloxacin-induced cholestatic hepatitis--a challenging diagnosis.	2005-03	15974103
Action of fluoroquinolones and Linezolid on logarithmic- and stationary-phase culture of Mycobacterium tuberculosis.	2004-11	15523179
Synthesis of new fluoroquinolones and evaluation of their in vitro activity on Toxoplasma gondii and Plasmodium spp.	2004-06-07	15125930
Mycobacterium tuberculosis DNA gyrase: interaction with quinolones and correlation with antimycobacterial drug activity.	2004-04	15047530
Short-course treatment regimen to identify potential antituberculous agents in a murine model of tuberculosis.	2004-04	14973154
Torsades de pointes associated with fluoroquinolones: importance of concomitant risk factors.	2004-03	15001976
Mutant prevention concentration: comparison of fluoroquinolones and linezolid with Mycobacterium tuberculosis.	2004-03	14963069
Fluoroquinolones as chemotherapeutics against mycobacterial infections.	2004	15544510
Gatifloxacin and ethionamide as the foundation for therapy of tuberculosis.	2003-08	12878502
Synergic activity of fluoroquinolones and linezolid against Mycobacterium tuberculosis.	2003-04	12672583
Rapid in vivo screening of experimental drugs for tuberculosis using gamma interferon gene-disrupted mice.	2003-02	12543692
Sterilizing activities of fluoroquinolones against rifampin-tolerant populations of Mycobacterium tuberculosis.	2003-02	12543673
In vitro activity of moxifloxacin, levofloxacin, gatifloxacin and linezolid against Mycobacterium tuberculosis.	2002-12	12458143
Possible gatifloxacin-induced fulminant hepatic failure.	2002-06-28	12086547
In vitro and in vivo activities of gatifloxacin against Mycobacterium tuberculosis.	2002-04	11897584
In vitro antibacterial activities of DQ-113, a potent quinolone, against clinical isolates.	2002-03	11850285
In vitro activity of 11 antimicrobial agents, including gatifloxacin and GAR936, tested against clinical isolates of Mycobacterium marinum.	2002-02	11858912
Antimicrobial activities of clarithromycin, gatifloxacin and sitafloxacin, in combination with various antimycobacterial drugs against extracellular and intramacrophage Mycobacterium avium complex.	2002-02	11850167
Gatifloxacin-associated acute hepatitis.	2001-12	11765309
Rates of torsades de pointes associated with ciprofloxacin, ofloxacin, levofloxacin, gatifloxacin, and moxifloxacin.	2001-12	11765299
Activity of gatifloxacin alone or in combination with pyrimethamine or gamma interferon against Toxoplasma gondii.	2001-01	11120943
The activity of the methylpiperazinyl fluoroquinolone CG 5501: a comparison with other fluoroquinolones.	1997-04	9145816
N-1-tert-butyl-substituted quinolones: in vitro anti-Mycobacterium avium activities and structure-activity relationship studies.	1996-11	8913479
Structure-activity relationships of quinolone agents against mycobacteria: effect of structural modifications at the 8 position.	1996-10	8891145
[In vitro anti-MAC activities of new quinolones in focus (2)].	1996-09	8999137
[In vitro anti-MAC activities of new quinolones in focus (1)].	1996-09	8999136
Comparative antimycobacterial activities of the newly synthesized quinolone AM-1155, sparfloxacin, and ofloxacin.	1993-06	8392307
In vitro and in vivo antibacterial activities of AM-1155, a new 6-fluoro-8-methoxy quinolone.	1992-10	1332587

Patents

Sample Use Guides

In Vivo Use Guide

The recommended dosage regimen for the treatment of bacterial conjunctivitis is: Days 1 and 2: Instill one drop every two hours in the affected eye(s) while awake, up to 8 times daily. Days 3 through 7: Instill one drop up to four times daily while awake.

Route of Administration: Other

In Vitro Use Guide

Gatifloxacin was synergic with the beta-lactams piperacillin, cefepime and meropenem, and with gentamicin against some drug-resistant pathogens. It was investigated in vitro interaction of gatifloxacin in combination with these drugs against clinical isolates of Stenotrophomonas maltophilia, Pseudomonas aeruginosa, Burkholderia cepacia, extended-spectrum beta-lactamase (ESBL)-producing Klebsiella pneumoniae, vancomycin-resistant Enterococcus faecium (VRE) and methicillin-resistant Staphylococcus aureus (MRSA). Synergy was demonstrated with the following combinations at achievable serum concentrations: gatifloxacin/piperacillin for 80% and gatifloxacin/cefepime for 60% of S. maltophilia; gatifloxacin/gentamicin for 60%, and gatifloxacin/cefepime for 50% of ESBL-producing K. pneumoniae, and in all drug combinations for 50-70% of P. aeruginosa. Indifference was noted for the majority of B. cepacia and VRE isolates. Antagonism at therapeutic serum levels was observed with gatifloxacin/piperacillin against a single isolate of B. Cepacia. MIC50 and MIC90 values represent the concentrations at which 50% and 90% of strains, respectively, were inhibited. The gatifloxacin MICs for S. maltophilia ranged from 0.5 to 4 mg/L, the lowest values of the agents tested. Gatifloxacin at 2 mg/L in combination with cefepime at 8 mg/L, and gatifloxacin at 2 mg/L in combination with piperacillin at 64 mg/L, resulted in at least a 2 log10 decrease in viable colonies, and by definition were synergic.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:05:41 GMT 2025` Edited by `admin` on `Mon Mar 31 20:05:41 GMT 2025`
Record UNII	AN201CY09J
Record Status	`Validated (UNII)`
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Name

Type

Language

3-QUINOLINECARBOXYLIC ACID, 1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-8-METHOXY-7-(3-METHYL-1-PIPERAZINYL)-4-OXO-, HYDRATE (2:1)

Preferred Name

English

GATIFLOXACIN HEMIHYDRATE

Common Name

English

Code System Code Type Description

PUBCHEM

68693946