MedKoo Cat#: 326917 | Name: Zabofloxacin HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Zabofloxacin, also known as DW-224; DW-224a; PB-101, is DNA topoisomerase IV inhibitor potentially for the treatment of chronic obstructive pulmonary disease. Zabofloxacin shows activity for multidrug-resistant infections due to Gram-positive bacteria. Zabofloxacin has a broad spectrum of antimicrobial activity, which is especially potent against Gram-positive bacteria.

Chemical Structure

Zabofloxacin HCl
Zabofloxacin HCl
CAS#623574-00-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 326917

Name: Zabofloxacin HCl

CAS#: 623574-00-5 (HCl)

Chemical Formula: C19H21ClFN5O4

Exact Mass:

Molecular Weight: 437.86

Elemental Analysis: C, 52.12; H, 4.83; Cl, 8.10; F, 4.34; N, 15.99; O, 14.62

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Synonym
DW-224; DW 224; DW224; DW-224a; PB-101; Zabofloxacin
IUPAC/Chemical Name
(E)-1-cyclopropyl-6-fluoro-7-(8-(methoxyimino)-2,6-diazaspiro[3.4]octan-6-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid hydrochloride
InChi Key
IFPBSRFVNPCZMK-BJMORVNCSA-N
InChi Code
InChI=1S/C19H20FN5O4.ClH/c1-29-23-14-6-24(9-19(14)7-21-8-19)17-13(20)4-11-15(26)12(18(27)28)5-25(10-2-3-10)16(11)22-17;/h4-5,10,21H,2-3,6-9H2,1H3,(H,27,28);1H/b23-14-;
SMILES Code
O=C(C1=CN(C2CC2)C3=NC(N(C/C4=N/OC)CC54CNC5)=C(F)C=C3C1=O)O.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Related CAS# 219680-11-2(Zabofloxacin ) 623574-00-5(Zabofloxacin Hydrochloride)

Preparing Stock Solutions

The following data is based on the product molecular weight 437.86 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kim T, Park SJ, Chong YP, Park KH, Lee YM, Hong HL, Kim HS, Kim ES, Lee S, Choi DR, Kim SH, Jeong JY, Lee SO, Choi SH, Woo JH, Kim YS. Fluoroquinolone resistance of Streptococcus pneumoniae isolates causing invasive disease: special focus on zabofloxacin. Diagn Microbiol Infect Dis. 2016 Jul 22. pii: S0732-8893(16)30227-9. doi: 10.1016/j.diagmicrobio.2016.07.019. [Epub ahead of print] PubMed PMID: 27498611. 2: Kocsis B, Domokos J, Szabo D. Chemical structure and pharmacokinetics of novel quinolone agents represented by avarofloxacin, delafloxacin, finafloxacin, zabofloxacin and nemonoxacin. Ann Clin Microbiol Antimicrob. 2016 May 23;15(1):34. doi: 10.1186/s12941-016-0150-4. Review. PubMed PMID: 27215369; PubMed Central PMCID: PMC4878067. 3: Rhee CK, Chang JH, Choi EG, Kim HK, Kwon YS, Kyung SY, Lee JH, Park MJ, Yoo KH, Oh YM. Zabofloxacin versus moxifloxacin in patients with COPD exacerbation: a multicenter, double-blind, double-dummy, randomized, controlled, Phase III, non-inferiority trial. Int J Chron Obstruct Pulmon Dis. 2015 Oct 22;10:2265-75. doi: 10.2147/COPD.S90948. eCollection 2015. PubMed PMID: 26543359; PubMed Central PMCID: PMC4622522. 4: Van Bambeke F. Renaissance of antibiotics against difficult infections: Focus on oritavancin and new ketolides and quinolones. Ann Med. 2014 Nov;46(7):512-29. doi: 10.3109/07853890.2014.935470. Epub 2014 Jul 24. Review. PubMed PMID: 25058176. 5: Karpiuk I, Tyski S. Looking for the new preparations for antibacterial therapy III. New antimicrobial agents from the quinolones group in clinical trials. Przegl Epidemiol. 2013;67(3):455-60, 557-61. English, Polish. PubMed PMID: 24340560. 6: Han H, Kim SE, Shin KH, Lim C, Lim KS, Yu KS, Cho JY. Comparison of pharmacokinetics between new quinolone antibiotics: the zabofloxacin hydrochloride capsule and the zabofloxacin aspartate tablet. Curr Med Res Opin. 2013 Oct;29(10):1349-55. doi: 10.1185/03007995.2013.825591. Epub 2013 Aug 19. PubMed PMID: 23865727. 7: Jin HE, Kang IH, Shim CK. Fluorescence detection of Zabofloxacin, a novel fluoroquinolone antibiotic, in plasma, bile, and urine by HPLC: the first oral and intravenous applications in a pharmacokinetic study in rats. J Pharm Pharm Sci. 2011;14(3):291-305. PubMed PMID: 21824450. 8: Jin HE, Lee KR, Kang IH, Chung SJ, Shim CK. Determination of zabofloxacin in rat plasma by liquid chromatography with mass spectrometry and its application to pharmacokinetic study. J Pharm Biomed Anal. 2011 Mar 25;54(4):873-7. doi: 10.1016/j.jpba.2010.11.001. Epub 2010 Nov 9. PubMed PMID: 21112170. 9: Park HS, Jung SJ, Kwak JH, Choi DR, Choi EC. DNA gyrase and topoisomerase IV are dual targets of zabofloxacin in Streptococcus pneumoniae. Int J Antimicrob Agents. 2010 Jul;36(1):97-8. doi: 10.1016/j.ijantimicag.2010.02.022. Epub 2010 Apr 18. PubMed PMID: 20403681. 10: Jones RN, Biedenbach DJ, Ambrose PG, Wikler MA. Zabofloxacin (DW-224a) activity against Neisseria gonorrhoeae including quinolone-resistant strains. Diagn Microbiol Infect Dis. 2008 Sep;62(1):110-2. doi: 10.1016/j.diagmicrobio.2008.05.010. Epub 2008 Jul 11. PubMed PMID: 18620833. 11: Kwon AR, Min YH, Ryu JM, Choi DR, Shim MJ, Choi EC. In vitro and in vivo activities of DW-224a, a novel fluoroquinolone antibiotic agent. J Antimicrob Chemother. 2006 Sep;58(3):684-8. Epub 2006 Jul 27. PubMed PMID: 16873394. 12: Park HS, Kim HJ, Seol MJ, Choi DR, Choi EC, Kwak JH. In vitro and in vivo antibacterial activities of DW-224a, a new fluoronaphthyridone. Antimicrob Agents Chemother. 2006 Jun;50(6):2261-4. PubMed PMID: 16723601; PubMed Central PMCID: PMC1479124. 13: Kosowska-Shick K, Credito K, Pankuch GA, Lin G, Bozdogan B, McGhee P, Dewasse B, Choi DR, Ryu JM, Appelbaum PC. Antipneumococcal activity of DW-224a, a new quinolone, compared to those of eight other agents. Antimicrob Agents Chemother. 2006 Jun;50(6):2064-71. PubMed PMID: 16723567; PubMed Central PMCID: PMC1479131. 14: Kim HJ, Seol MJ, Park HS, Choi DR, Seong SK, Shin HK, Kwak JH. Antimicrobial activity of DW-224a, a new fluoroquinolone, against Streptococcus pneumoniae. J Antimicrob Chemother. 2006 Jun;57(6):1256-8. Epub 2006 Apr 7. PubMed PMID: 16603643. 15: Kim EJ, Shin WH, Kim KS, Han SS. Safety pharmacology of DW-224a, a novel fluoroquinolone antibiotic agent. Drug Chem Toxicol. 2004 Nov;27(4):295-307. PubMed PMID: 15573468. 16: Han J, Kim JC, Chung MK, Kim B, Choi DR. Subacute toxicity and toxicokinetics of a new antibiotic, DW-224a, after single and 4-week repeated oral administration in dogs. Biol Pharm Bull. 2003 Jun;26(6):832-9. PubMed PMID: 12808295.