Synonyms |
RS-10085; RS 10085; RS10085; DL-8280; DR-3355; ORF-28489; Ru-43280; 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; Ofloxacine; HOE-280; Exocin; Flobacin; Floxil; Floxin; Monoflocet; Ocuflox |
IUPAC Name |
7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid |
Molecular Weight |
361.37 |
Molecular Formula |
C18H20FN3O4 |
Canonical SMILES |
CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O |
InChI |
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) |
InChIKey |
GSDSWSVVBLHKDQ-UHFFFAOYSA-N |
Boiling Point |
571.5±50.0°C (Predicted) |
Melting Point |
>240°C (dec.) |
Flash Point |
299.4±30.1 °C |
Purity |
>98% |
Density |
1.48 g/cm3 |
Solubility |
Slightly soluble in DMSO, Methanol (Heated) |
Appearance |
White Crystalline Powder |
Application |
Anti-bacterial agents; anti-infective agents, Urinary; nucleic acid synthesis inhibitors |
Storage |
Store at 2-8°C |
Complexity |
634 |
Exact Mass |
361.14378429 |
Index Of Refraction |
1.670 |
In Vitro |
it has a broad spectrum of activity against aerobic Gram-negative and Gram-positive bacteria, although it is poorly active against anaerobes. Ofloxacin (Hoe-280), like other 4-quinolones, is unusual among front line drugs available to treat bacterial infections since it affects bacterial DNA synthesis, rather than cell wall or protein synthesis. |
In Vivo |
Ofloxacin (Hoe-280) (20 mg/kg), norfloxacin (40 mg/kg), pefloxacin mesylate dihydrate (40 mg/kg)and ciprofloxacin (50 mg/kg) are administered by gavage twice daily for three consecutive weeks. 6 weeks after treatment, the test animals are euthanised and Achilles tendon specimens are collected. A computer monitored tensile testing machine was utilised for biomechanical testing. The mean elastic modulus of the control group was significantly higher than that of the norfloxacin and pefloxacin groups (p<0.05 and p<0.01, respectively). The mean yield force (YF) of the control group was significantly higher than those of ciprofloxacin, norfloxacin and pefloxacin groups (p<0.001, p<0.05 and p<0.01, respectively). The mean ultimate tensile force (UTF) of the control group was significantly higher than of the ciprofloxacin, norfloxacin, and pefloxacin groups (p<0.001, p<0.05 and p<0.01, respectively). Hyaline degeneration and fibre disarrangement were observed in the tendons of the ciprofloxacin, pefloxacin, and ofloxacin treated-groups, whereas myxomatous degeneration was observed only in the ciprofloxacin and pefloxacin groups. |
PSA |
75.01000 |
Target |
Bacterial; Antibiotic; Endogenous Metabolite; Orthopoxvirus |
Vapor Pressure |
0.0±1.7 mmHg at 25°C |
XLogP3-AA |
-0.4 |