A fluoroquinolone antibiotic
Related Products
Enantiomer(s)
20382Levofloxacin (hydrate)
Isomer(s)
22891Ofloxacin
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(R)-Ofloxacin

Item No. 29601

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
CAS Number
100986-86-5
Synonyms
  • Dextrofloxacin
Molecular Formula
C18H20FN3O4
Formula Weight
361.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
227, 299 nm
SMILES
FC1=CC2=C3C(OC[C@@H](C)N3C=C(C(O)=O)C2=O)=C1N4CCN(C)CC4
InChi Code
InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m1/s1
InChi Key
GSDSWSVVBLHKDQ-SNVBAGLBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (R)-Ofloxacin is a fluoroquinolone antibiotic and the (R) isomer of the antibiotics ofloxacin (Item No. 22891) and levofloxacin (Item No. 20382).1 It is active against certain Gram-positive and Gram-negative bacteria, including E. coli, P. aeruginosa strains 32104 and 32122, S. aureus strains 209P and Smith, and S. epidermis strain 56556 (MICs = 0.78, 12.5, 6.25, 25, 12.5, and 25 µg/ml, respectively) but not S. epidermis strain 56500, S. pyogenes, or S. faecalis (MICs = >100 µg/ml for all).2 (R)-Ofloxacin inhibits E. coli DNA gyrase with an IC50 value of 75 µg/ml, which is approximately 30- and 50-fold lower than inhibition by ofloxacin and levofloxacin, respectively.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morrissey, I., Hoshino, K., Sato, K., et al. Mechanism of differential activities of ofloxacin enantiomers. Antimicrob. Agents Chemother. 40(8), 1775-1784 (1996).

    2. Hayakawa, I., Atarashi, S., Yokohama, S., et al. Synthesis and antibacterial activities of optically active ofloxacin. Antimicrob. Agents Chemother. 29(1), 163-164 (1986).