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Ofloxacin

Ofloxacin Structure
CAS No.
82419-36-1
Chemical Name:
Ofloxacin
Synonyms
ofloxacine;OFLOXACIN HCL;Dextrofloxacin;Ocuflox;oflx;Exocin;floxin;OFLOXACIN USP;pt01;Oflox
CBNumber:
CB7103599
Molecular Formula:
C18H20FN3O4
Molecular Weight:
361.37
MOL File:
82419-36-1.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:14

Ofloxacin Properties

Melting point 270-2750C
Boiling point 571.5±50.0 °C(Predicted)
Density 1.2688 (estimate)
storage temp. Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility 1 M NaOH: soluble50mg/mL
pka 5.19±0.40(Predicted)
form Solid
color Colorless needles from ethanol
Water Solubility Soluble in acetic acid or water. Slightly soluble in methanol
λmax 326nm(H2O)(lit.)
Merck 14,6771
BCS Class 1
CAS DataBase Reference 82419-36-1(CAS DataBase Reference)
EPA Substance Registry System Ofloxacin (82419-36-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H303
Precautionary statements  P270-P301+P312-P403-P501c
Hazard Codes  Xn,Xi
Risk Statements  22-42/43-68-36/37/38
Safety Statements  26-36/37/39-24/25-22-37/39-60
WGK Germany  3
RTECS  UU8815550
HS Code  29349990
Toxicity LD50 in male, female mice, male, female rats (mg/kg): 5450, 5290, 3590, 3750 orally; 208, 233, 273, 276 i.v.; >10000, >10000, 7070, 9000 s.c. (Ohno)
NFPA 704
0
3 0

Ofloxacin price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) O8757 Ofloxacin fluoroquinolone antibiotic 82419-36-1 1G ₹6549.13 2022-06-14 Buy
Sigma-Aldrich(India) PHR1168 Ofloxacin Pharmaceutical Secondary Standard; Certified Reference Material 82419-36-1 1G ₹9093 2022-06-14 Buy
Sigma-Aldrich(India) O8757 Ofloxacin fluoroquinolone antibiotic 82419-36-1 10G ₹17255.05 2022-06-14 Buy
Sigma-Aldrich(India) 33703 Ofloxacin VETRANAL?, analytical standard 82419-36-1 100MG ₹7555.85 2022-06-14 Buy
TCI Chemicals (India) O0403 Ofloxacin 82419-36-1 5G ₹8300 2022-05-26 Buy
Product number Packaging Price Buy
O8757 1G ₹6549.13 Buy
PHR1168 1G ₹9093 Buy
O8757 10G ₹17255.05 Buy
33703 100MG ₹7555.85 Buy
O0403 5G ₹8300 Buy

Ofloxacin Chemical Properties,Uses,Production

Description

Ofloxacin is an antibacterial agent with increased potency in comparison to the prototype third generation quinolone, norfloxacin. It has a broad spectrum of activity against gram-positive and gram-negative bacteria and is useful in the treatment of kidney, genitourinary, and upper respiratory tract infections.

Chemical Properties

Off-White Solid

Uses

Ofloxacin is a fluorinated quinolone antibacterial.This compound is a contaminant of emerging concern (CECs).

Indications

Ofloxacin also possesses a broad spectrum of antimicrobial action. It is highly active with respect to Gram-negative microorganisms, such as blue-pus bacillus, hemophilic and colon bacillus, shigella, salmonella, and chlamydia. It is used for infections of the respiratory tract, ears, throat, nose, skin, soft tissue, bones, joints, infective-inflammatory diseases of the abdominal cavity organs (kidneys, urinary tract), and organs of the pelvis minor (genitalia), and for gonorrhea. Synonyms of this drug are tarivid, flobacin, and others.

Definition

ChEBI: An oxazinoquinolone carrying carboxy, fluoro, methyl and 4-methylpiperazino substituents. A synthetic fluoroquinolone antibacterial agent, it inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication.

Antimicrobial activity

It exhibits good activity against a wide range of enterobacteria, including strains resistant to nalidixic acid, as well as against Aeromonas, Campylobacter, Vibrio and Moraxella spp. Activity against methicillin-sensitive Staph. aureus is good, but streptococci, including Str. pneumoniae and enterococci, are less susceptible. Most anaerobes are moderately or completely resistant. It is active against L. pneumophila, Ch. pneumoniae, C. trachomatis, mycoplasmas, ureaplasmas and M. tuberculosis. Other mycobacteria such as M. fortuitum, M. kansasii, M. chelonei and the M. avium complex are moderately susceptible.

Pharmaceutical Applications

A tricyclic 6-fluoro, 7-piperazinyl quinoline with a methyl substituted oxazine ring substituted. It is a racemic mixture of l- (levofloxacin, see p. 319) and d-isomers.

Biotechnological Applications

Ofloxacin is a fluoroquinolone antibiotic present as a racemic mixture. Levofloxacin, S-isomer of ofloxacin, shows a broad spectrum of antibacterial activity against both gram-positive and gram-negative bacteria. The antibacterial activity of levofloxacin is 8–128 times greater than that of the corresponding R-isomer. A novel esterase of type B1 carboxylesterase/lipase family from a marine isolate Y. lipolytica CL180 was used to resolve a racemic mixture of ofloxacin ester. This esterase showed an enantioselectivity toward R, S-ofloxacin ester, and levofloxacin was produced with an enantiomeric excess of 52 % (Kim et al. 2007).

Clinical Use

9-Fluoro-2,3-dihydro-3-methyl-10(4-methyl-1-piperazin-yl)-7-oxo-7H-pyrido[1,2,3-de]-1,4,-benzoxazine-6-carboxylicacid (Floxin, Floxin IV) is a member of the quinolone class of antibacterial drugs wherein the 1- and 8-positions are joined in the form of a 1,4-oxazine ring.
Ofloxacin has been approved for the treatment of infectionsof the lower respiratory tract, including chronic bronchitisand pneumonia, caused by Gram-negative bacilli. It isalso used for the treatment of pelvic inflammatory diseaseand is highly active against both gonococci and chlamydia.In common with other fluoroquinolones, ofloxacin is not effectivein the treatment of syphilis. A single 400-mg oraldose of ofloxacin in combination with the tetracycline antibioticdoxycycline is recommended by the Centers forDisease Control and Prevention (CDC) for the outpatienttreatment of acute gonococcal urethritis. Ofloxacin is alsoused for the treatment of urinary tract infections caused byGram-negative bacilli and for prostatitis caused by E. coli.Infections of the skin and soft tissues caused by staphylococci,streptococci, and Gram-negative bacilli may also betreated with ofloxacin.

Side effects

Untoward reactions havebeen described in 2.5–7.5% of patients, and are those common to the group: gastrointestinal tract disturbances, rashes, tendon rupture and insomnia. CNS effects rarely occur.

Safety Profile

Poison by intravenous route.Moderately toxic by ingestion. An experimental teratogen.Other experimental reproductive effects. Human systemiceffects: body temperature increase, diarrhea,hallucinations, hypermotility, irritability, psychosis.Mutation d

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Ofloxacin Spectrum

(+/-)-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 AKOS NCG1-0050 OFLOXACIN (-)-(s)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazin-yl)-7-oxo-7h-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid TARIVID (+/-)-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 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 OFLOXACIN USP 24 OFLOXACINE USP 23 Ofloxaxacin Ofloxacin, Vetranal OFLOXACIN EP USP OfloxacinUsp26 Flobacin Floxil Monoflocet OFLOXACIN(SUBJECTTOPATENTFREE) 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- (9CI) 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-, (+-)- 9-Fluoro-2,3-dihydro-3-methyl-10-(N-methylpiperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid Floxal Oflocin Oflox Visiren Visren Tariferid Floxin Exocin Oflocet:Oflocin Tarivid:Visiren (+/-)-Ofloxacin 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 2,3-dihydro-9-fluoro-3-methyl-10- (4-methyl-1-piperazinyl)-7-oxo-, (+-) 9-Fluoro-2,3-dihydro-3-methyl-10-(4-methylpiperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid HOF-280 3-Methyl-7-oxo-9-fluoro-10-(4-methyl-1-piperazinyl)-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid Ofloxacin (200 mg) Ooxacin (200 mg) Ofloxacin (COS) (2S)-7-fluoro-2-Methyl-6-(4-Methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^{5,13}]trideca-5,7,9(13),11-tetraene-11-carboxylic acid Ofloxacin API Levofloxacin , Cravit Tablets 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid Ofloxacin (DL8280) Levofloxacin Mesglate 9-Fluoro-3,7-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid (+-)-ethyl-10-(4-methyl-1-piperazinyl)-7-oxo dl-8280 hoe280 oflocet orf18489 oxaldin pt01 (RS)-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 Active Pharmaceutical Ingredients Ofloxacin quinolone antibacterial drugs CAS 82419-36-1 Ofloxacin Solution, 1000ppm (83380-47-6) ofloxacin ofloxacin bubuk Levofloxacin ImpurityⅠ:(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 Ofloxacin CRS