Sitafloxacin

Sitafloxacin

Systematic (IUPAC) name
7- [(4S)- 4-amino- 6-azaspiro [2.4] heptan- 6-yl]- 8-chloro- 6-fluoro- 1- [(2S)- 2-fluorocyclopropyl]- 4-oxoquinoline- 3-carboxylic acid
Clinical data
Pregnancy cat.	?
Legal status	℞ Prescription only
Routes	Oral
Identifiers
CAS number	127254-12-0^N
ATC code	J01MA21
PubChem	CID 461399
ChemSpider	405945^Y
UNII	3GJC60U4Q8^N
ChEMBL	CHEMBL108821^Y
Chemical data
Formula	C₁₉H₁₈Cl F₂N₃O₃
Mol. mass	409.81
SMILES	eMolecules & PubChem
InChI InChI=1S/C19H18ClF2N3O3/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28)/t10-,12+,13+/m0/s1^Y Key:PNUZDKCDAWUEGK-CYZMBNFOSA-N^Y
N(what is this?) (verify)

Sitafloxacin (INN; also called DU-6859a) is a fluoroquinolone antibiotic^[1] that shows promise in the treatment of Buruli ulcer. The molecule was identified by Daiichi Sankyo Co., which brought ofloxacin and levofloxacin to the market. Sitafloxacin is currently marketed in Japan by Daiichi Sankyo under the tradename Gracevit.

References

^ Anderson, DL. (Jul 2008). "Sitafloxacin hydrate for bacterial infections.". Drugs Today (Barc) 44 (7): 489–501. doi:10.1358/dot.2008.44.7.1219561. PMID 18806900.

(Japanese) Gracevit グレースビット (PDF) Daiichi Sankyo Co. January 2008.

Antibacterials: nucleic acid inhibitors (J01E, J01M)

Antifolates
(inhibits
purine metabolism,
thereby inhibiting
DNA and RNA synthesis)

DHFR inhibitor

2,4-Diaminopyrimidine (Trimethoprim^#, Brodimoprim, Tetroxoprim, Iclaprim^†)

Sulfonamides
(DHPS inhibitor)

Short- acting	Sulfaisodimidine • Sulfamethizole • Sulfadimidine • Sulfapyridine • Sulfafurazole • Sulfanilamide (Prontosil) • Sulfathiazole • Sulfathiourea

Intermediate- acting	Sulfamethoxazole • Sulfadiazine^# • Sulfamoxole

Long- acting	Sulfadimethoxine • Sulfalene • Sulfametomidine • Sulfametoxydiazine • Sulfamethoxypyridazine • Sulfaperin • Sulfamerazine • Sulfaphenazole • Sulfamazone

Other/ungrouped

sulfanilamide (Sulfacetamide, Sulfametrole)

Combinations

Trimethoprim/sulfamethoxazole^#

Topoisomerase
inhibitors/
quinolones/
(inhibits
DNA replication)

1st g.

Cinoxacin^‡ • Flumequine • Nalidixic acid • Oxolinic acid • Pipemidic acid • Piromidic acid • Rosoxacin

Fluoro-
quinolones

2nd g.	Ciprofloxacin^# • Enoxacin^‡ • Fleroxacin^‡ • Lomefloxacin • Nadifloxacin • Ofloxacin • Norfloxacin • Pefloxacin • Rufloxacin

3rd g.	Balofloxacin • Grepafloxacin^‡ • Levofloxacin • Pazufloxacin • Sparfloxacin^‡ • Temafloxacin^‡ • Tosufloxacin

4th g.	Besifloxacin • Clinafloxacin^† • Garenoxacin • Gemifloxacin • Moxifloxacin • Gatifloxacin^‡ • Sitafloxacin • Trovafloxacin^‡/Alatrofloxacin^‡ • Prulifloxacin

Vet.	Danofloxacin • Difloxacin • Enrofloxacin • Ibafloxacin • Marbofloxacin • Orbifloxacin • Pradofloxacin • Sarafloxacin

Related (DG)	Aminocoumarins: Novobiocin

Anaerobic DNA
inhibitors

Nitro- imidazole derivatives	Metronidazole^# • Tinidazole • Ornidazole

Nitrofuran derivatives	Nitrofurantoin^# • Furazolidone^‡ • Nifurtoinol

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin • Rifabutin • Rifapentine • Rifaximin

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)

Sitafloxacin

See also

References