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Sitafloxacin

Sitafloxacin structure

CAS No:
127254-12-0
Formula:
C19H18ClF2N3O3
Chemical Name:
Sitafloxacin
Synonyms:
3-Quinolinecarboxylic acid,7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-;3-Quinolinecarboxylic acid,7-(7-amino-5-azaspiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-,[1R-[1α(S*),2α]]-;5-Azaspiro[2.4]heptane,3-quinolinecarboxylic acid deriv.;7-[(7S)-7-Amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;DU 6859;DU 6859a;Sitafloxacin;Gracevit;155421-11-7;163157-04-8;167355-47-7
Categories:
Active Pharmaceutical Ingredients > Synthetic Anti-infective Drugs

Description

Sitafloxacin (Trade name: Gracevit in Japan) belongs to a new generation, broad-spectrum oral fluoroquinolone antibiotics. It is highly active against various kinds of gram-negative, gram-positive and anaerobic clinical isolates, even including strains that are resistant to other kinds of fluoroquinolone antibiotics. It has been listed in Japan for the treatment of respiratory and urinary tract infections. It also shows potential for the treatment of Buruli ulcer. Its mechanism of action is thr

Sitafloxacin is a member of quinolines, a quinolone antibiotic and a fluoroquinolone antibiotic.

Sitafloxacin Basic Attributes

Molecular Weight：

409.81

Exact Mass：

409.81

EC Number：

1308068-626-2

UNII：

3GJC60U4Q8

DSSTox ID：

DTXSID5048847

ATC Code：

J - Antiinfectives for systemic use

Characteristics

PSA：

86.9

XLogP3：

0.87

Density：

1.63±0.1 g/cm3(Predicted)

Boiling Point：

629.2±55.0 °C(Predicted)

Flash Point：

334.3±31.5 °C

Refractive Index：

1.699

Vapor Pressure：

1.06E-16mmHg at 25°C

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)

MeSH Entry Terms：

7-((7S)-amino-5-azaspiro(2,4)heptan-5-yl)-8-chloro-6-fluoro-1-((1R,2R)-cis-2-fluoro-1-cyclopropyl)-1,4-dihydro-4-oxoquinolone-3-carboxylic acid

Sitafloxacin Use and Manufacturing

Antibacterial (DNA-gyrase inhibitor).A group 4 quinolone formulated for oral or intravenous use. In-vitro activity is similar to or better than that of moxifloxacin. The antibacterial spectrum covers Gram-positive and Gram-negative bacteria including anaerobes. It has a chlorine atom at the C-8 position, and therefore has potential for phototoxicity. Early interest in this compound has not been maintained, but it is available in Japan.

Computed Properties

Molecular Weight:409.8
XLogP3:0.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:3
Exact Mass:409.1004755
Monoisotopic Mass:409.1004755
Topological Polar Surface Area:86.9
Heavy Atom Count:28
Complexity:761
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 127254-12-0

Grade: Pharmaceutical Grade

Content: 99%

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