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Basic information

  • Name:
  • Ofloxacin

  • CAS No.:
  • 82419-36-1

  • Formula:
  • C18H20FN3O4
  • Synonyms:
  • Exocin;Floxin (TN);HOE 280;(+/-)-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;Tarivid;DL-8280;Visiren;Prestwick_600;DL 8280;Ocuflox;OFX;Ofloxacin (JP14/USP);ORF 18489;Floxin;OFLX;7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6- carboxylic acid,9-fluoro-2,3-dihydro-3- methyl-10-(4-methyl-1-piperazinyl)-7-oxo-;Ofloxacin (COS);Levoflxacin;
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Chemistry

Molecular Formula: C18H20FN3O4
Formula Weight: 361.37
mp: 270-275°C
storage temp.: 2-8°C
Physical State of OFLOXACIN: Off-White Solid

History

OFLOXACIN was developed as a broader-spectrum analog of norfloxacin, the first fluoroquinolone antibiotic, Ofloxacin was first patented in 1982 (European Patent Daiichi) and received U.S. Food and Drug Administration (FDA) approval December 28, 1990. In the United States name branded ofloxacin is rarely used anymore, having been discontinued by the manufacturer (Ortho McNeil Janssen). Johnson and Johnson's annual sales of Floxin in 2003 was approximately $30 million, where as their combined sales of Levaquin/Floxin exceeded $ 1.15 billion in the same year. During the 2008 Johnson & Johnson shareholder’s meetings, the safety of both ofloxacin and levafloxacin were called into question. During the 2009 meeting, yet another shareholder who alleges to have been crippled by these drugs, John Fratti, raised these same issues having seen no significant changes in the warnings (regarding the issues raised during the 2008 meeting). Once again a public request for stronger warnings for both ofloxacin and levofloxacin was made.

Uses

OFLOXACIN can be used as fluorinated quinolone antibacterial.

Toxicity Data With Reference

1.   

dnd-hmn:lym 80 mg/L

   MUREAV    Mutation Research. 211 (1989),171.
2.   

orl-wmn TDLo:24 mg/kg/3D-I:BAH

   JCLPDE    Journal of Clinical Psychiatry. 53 (1992),137.
3.   

orl-man TDLo:51,428 µg/kg:GIT

   AJMEAZ    American Journal of Medicine. 87 (1989),479.
4.   

orl-rat LD50:3590 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
5.   

scu-rat LD50:7070 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
6.   

ivn-rat LD50:273 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
7.   

orl-mus LD50:5290 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
8.   

scu-mus LDLo:7690 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
9.   

ivn-mus LD50:208 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
10.   

ivn-dog LDLo:100 mg/kg

   NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
11.   

orl-mky LD50:500&

Safety Profile

Hazard Codes : Xn,Xi
Risk Statements : 22-42/43-68-36/37/38
Safety Statements : 26-36/37/39-24/25-22-37/39
1.Do not breathe dust.
2.Avoid contact with skin. S24/25 Avoid contact with skin and eyes.
3.Avoid contact with eyes.
WGK Germany : 3
RTECS : UU8815550
Poison by intravenous route. Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Human systemic effects: body temperature increase, diarrhea, hallucinations, hypermotility, irritability, psychosis. Mutation data reported. When heated to decomposition it emits toxic fumes of F and NOx.

Specification

Storage of OFLOXACIN:
1. Store at 2-8 °C
2. Keep container tightly closed

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