Home Amines 163253-35-8
163253-35-8,MFCD00903720
Catalog No.:AA00ABIZ

163253-35-8 | 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-, hydrate (2:3)

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1mg
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5mg
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10mg
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00ABIZ
Chemical Name:
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-, hydrate (2:3)
CAS Number:
163253-35-8
Molecular Formula:
C38H42Cl2F4N6O9
Molecular Weight:
873.6745
MDL Number:
MFCD00903720
SMILES:
FC1CC1n1cc(C(=O)O)c(=O)c2c1c(Cl)c(N1CC(C3(C1)CC3)N)c(c2)F.FC1CC1n1cc(C(=O)O)c(=O)c2c1c(Cl)c(N1CC(C3(C1)CC3)N)c(c2)F.O.O.O
Properties
Computed Properties
 
Complexity:
761  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  

Literature

Title: Antimicrobial efficacies of several antibiotics against uterine cervicitis caused by Mycoplasma genitalium.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20120601

Title: Clinical and microbiological outcomes in treatment of men with non-gonococcal urethritis with a 100-mg twice-daily dose regimen of sitafloxacin.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20120601

Title: Effects of systemic sitafloxacin on periodontal infection control in elderly patients.

Journal: Gerodontology 20120601

Title: Activity of sitafloxacin against extracellular and intracellular Staphylococcus aureus in vitro and in vivo: comparison with levofloxacin and moxifloxacin.

Journal: The Journal of antibiotics 20120501

Title: Sitafloxacin resistance in Helicobacter pylori isolates and sitafloxacin-based triple therapy as a third-line regimen in Japan.

Journal: International journal of antimicrobial agents 20120401

Title: Comparative in vitro activity of sitafloxacin against bacteria isolated from Thai patients with urinary tract infections and lower respiratory tract infections.

Journal: Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20120201

Title: Elucidation of the crystal structure-physicochemical property relationship among polymorphs and hydrates of sitafloxacin, a novel fluoroquinolone antibiotic.

Journal: International journal of pharmaceutics 20120117

Title: Characterization of non-stoichiometric hydration and the dehydration behavior of sitafloxacin hydrate.

Journal: Chemical & pharmaceutical bulletin 20120101

Title: In vitro activity of sitafloxacin against Burkholderia pseudomallei.

Journal: International journal of antimicrobial agents 20111001

Title: [Efficacy and safety of sitafloxacin for lower respiratory tract infections].

Journal: The Japanese journal of antibiotics 20111001

Title: [Study on the safety and efficacy of sitafloxacin--results of the use-results survey].

Journal: The Japanese journal of antibiotics 20111001

Title: [Current value of quinolones in Helicobacter pylori therapy].

Journal: Zeitschrift fur Gastroenterologie 20110801

Title: Sitafloxacin: in bacterial infections.

Journal: Drugs 20110416

Title: Comparative in vitro and in vivo antimicrobial activities of sitafloxacin, gatifloxacin and moxifloxacin against Mycobacterium avium.

Journal: International journal of antimicrobial agents 20110401

Title: Studies on mechanism of thermal crystal transformation of sitafloxacin hydrates through melting and recrystallization, yielding different anhydrates depending on initial crystalline forms.

Journal: International journal of pharmaceutics 20101215

Title: [In vitro activity of sitafloxacin against clinical isolates in 2009].

Journal: The Japanese journal of antibiotics 20101201

Title: [Susceptibility test of the Mycobacterium avium complex to sixteen anti-infective agents].

Journal: Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases 20100501

Title: In vivo efficacy of sitafloxacin in a new murine model of non-typeable Haemophilus influenzae pneumonia by sterile intratracheal tube.

Journal: International journal of antimicrobial agents 20090901

Title: Convulsant activity of sitafloxacin and its interactions with anti-inflammatory drugs in mice.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20090801

Title: [Clinical position of sitafloxacin in outpatient chemotherapy. (discussion)].

Journal: The Japanese journal of antibiotics 20090601

Title: Comparative mutant prevention concentration and mutant selection window of sitafloxacin versus other quinolones using strains of Haemophilus influenzae with decreasing susceptibility to levofloxacin.

Journal: International journal of antimicrobial agents 20090501

Title: [Pharmacological profile and clinical efficacy of sitafloxacin, a novel quinolone antibacterial agent].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20090101

Title: Quinolones with enhanced bactericidal activity induce autolysis in Streptococcus pneumoniae.

Journal: Chemotherapy 20090101

Title: Dual-targeting properties of the 3-aminopyrrolidyl quinolones, DC-159a and sitafloxacin, against DNA gyrase and topoisomerase IV: contribution to reducing in vitro emergence of quinolone-resistant Streptococcus pneumoniae.

Journal: The Journal of antimicrobial chemotherapy 20080701

Title: Sitafloxacin hydrate for bacterial infections.

Journal: Drugs of today (Barcelona, Spain : 1998) 20080701

Title: The potent antibacterial activity of Sitafloxacin against fluoroquinolone-resistant clinical isolates of Vibrio cholerae O1.

Journal: Microbiology and immunology 20070101

Title: In vitro activity of sitafloxacin against clinical strains of Streptococcus pneumoniae with defined amino acid substitutions in QRDRs of gyrase A and topoisomerase IV.

Journal: The Journal of antimicrobial chemotherapy 20061201

Title: [Separation of sitafloxacin epimers by capillary electrophoresis].

Journal: Se pu = Chinese journal of chromatography 20060901

Title: In vitro activity of sitafloxacin compared with several fluoroquinolones against Streptococcus anginosus and Streptococcus constellatus.

Journal: International journal of antimicrobial agents 20060201

Title: Quantitative assessment of the hepatic pharmacokinetics of the antimicrobial sitafloxacin in humans using in vivoF magnetic resonance spectroscopy.

Journal: British journal of clinical pharmacology 20050201

Title: In vitro activities of 11 fluoroquinolones against 816 non-typhoidal strains of Salmonella enterica isolated from Finnish patients with special reference to reduced ciprofloxacin susceptibility.

Journal: Annals of clinical microbiology and antimicrobials 20050101

Title: In vivo experimental approach for the risk assessment of fluoroquinolone antibacterial agents-induced long QT syndrome.

Journal: European journal of pharmacology 20040220

Title: Pharmacokinetics, tissue distribution, and excretion of sitafloxacin, a new fluoroquinolone antibiotic, in rats, dogs, and monkeys.

Journal: Arzneimittel-Forschung 20040101

Title: MexAB-OprM specific efflux pump inhibitors in Pseudomonas aeruginosa. Part 2: achieving activity in vivo through the use of alternative scaffolds.

Journal: Bioorganic & medicinal chemistry letters 20031201

Title: A randomized controlled trial (volunteer study) of sitafloxacin, enoxacin, levofloxacin and sparfloxacin phototoxicity.

Journal: The British journal of dermatology 20031201

Title: Comparative antimicrobial activities of gatifloxacin, sitafloxacin and levofloxacin against Mycobacterium tuberculosis replicating within Mono Mac 6 human macrophage and A-549 type II alveolar cell lines.

Journal: The Journal of antimicrobial chemotherapy 20030801

Title: In vivo susceptibility of Mycobacterium leprae to sitafloxacin (DU-6859a), either singly or in combination with rifampicin analogues.

Journal: International journal of antimicrobial agents 20030301

Title: In-vitro activity of sitafloxacin (DU-6859a), either singly or in combination with rifampin analogs, against Mycobacterium leprae.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20030301

Title: Activities of sitafloxacin (DU-6859a), either singly or in combination with rifampin, against Mycobacterium ulcerans infection in mice.

Journal: Journal of chemotherapy (Florence, Italy) 20030201

Title: Sitafloxacin: DU 6859, DU 6859A, Gracevit, sitafloxacin hydrate.

Journal: Drugs in R&D 20030101

Title: In vitro activity of sitafloxacin (DU-6859a) alone, or in combination with rifampicin, against Mycobacterium ulcerans.

Journal: The Journal of antimicrobial chemotherapy 20021101

Title: Anti-Mycobacterium tuberculosis activities of new fluoroquinolones in combination with other antituberculous drugs.

Journal: The Journal of infection 20020401

Title: Photochemical behavior of sitafloxacin, fluoroquinolone antibiotic, in an aqueous solution.

Journal: Chemical & pharmaceutical bulletin 20020201

Title: Antimicrobial activities of clarithromycin, gatifloxacin and sitafloxacin, in combination with various antimycobacterial drugs against extracellular and intramacrophage Mycobacterium avium complex.

Journal: International journal of antimicrobial agents 20020201

Title: Pharmacokinetics and absolute bioavailability of sitafloxacin, a new fluoroquinolone antibiotic, in healthy male and female Caucasian subjects.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20011101

Title: Phototoxic retinal degeneration and toxicokinetics of sitafloxacin, a quinolone antibacterial agent, in mice.

Journal: Archives of toxicology 20010901

Title: In vitro activity of sitafloxacin against Clostridium difficile.

Journal: The Journal of antimicrobial chemotherapy 20010501

Title: An open, randomised, multi-centre study comparing the safety and efficacy of sitafloxacin and imipenem/cilastatin in the intravenous treatment of hospitalised patients with pneumonia.

Journal: International journal of antimicrobial agents 20010301

Title: Recent advances in the field of quinolones.

Journal: Farmaco (Societa chimica italiana : 1989) 20010101

Title: Possible relationship between phototoxicity and photodegradation of sitafloxacin, a quinolone antibacterial agent, in the auricular skin of albino mice.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20000801

Title: Comparative in vitro antimicrobial activities of the newly synthesized quinolone HSR-903, sitafloxacin (DU-6859a), gatifloxacin (AM-1155), and levofloxacin against Mycobacterium tuberculosis and Mycobacterium avium complex.

Journal: Antimicrobial agents and chemotherapy 19991201

Title: Dual inhibitory activity of sitafloxacin (DU-6859a) against DNA gyrase and topoisomerase IV of Streptococcus pneumoniae.

Journal: The Journal of antimicrobial chemotherapy 19991001

Title: In vitro and in vivo antifungal activities of DU-6859a, a fluoroquinolone, in combination with amphotericin B and fluconazole against pathogenic fungi.

Journal: Antimicrobial agents and chemotherapy 19950701

Title: Pharmacokinetics and tolerance of DU-6859a, a new fluoroquinolone, after single and multiple oral doses in healthy volunteers.

Journal: Antimicrobial agents and chemotherapy 19950101

Title: In vitro and in vivo antimycobacterial activities of a new quinolone, DU-6859a.

Journal: Antimicrobial agents and chemotherapy 19941201

Title: Anderson, D.L., Sitafloxacin hydrate for bacterial infections. Drugs Today (Barc), 2008. 44(7): p. 489-501.

Title: Keating, G.M., Sitafloxacin: in bacterial infections. Drugs, 2011. 71(6): p. 731-44.

Title: Surapee Tiengrim, et al. Comparative in vitro activity of sitafloxacin against bacteria isolated from Thai patients with urinary tract infections and lower respiratory tract infections. J Med Assoc Thai. 2012 Feb;95 Suppl 2:S6-17.

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SDS
Tags:163253-35-8 Molecular Formula|163253-35-8 MDL|163253-35-8 SMILES|163253-35-8 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-, hydrate (2:3)