GATIFLOXACIN (QUINOLONE CLASS ANTIBIOTIC)

GATIFLOXACIN

PRODUCT IDENTIFICATION

CAS NO.

112811-59-3, 160738-57-8
180200-66-2 (sesquihydrate)

GATIFLOXACIN

EINECS NO.

FORMULA

C₁₉H₂₂FN₃O₄

MOL WT.

375.40

H.S. CODE

2933.59.3600

TOXICITY

SYNONYMS

Gatiflo; Gatilox; Gatiquin; Gatispan; Tequin; Zymar; Zymaxid;

(±)-1-cyclopropyl-6-fluoro-1, 4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)- 4-oxo-3- quinolinecarboxylic acid; 1-Cyclopropyl-1,4-dihydro-6-fluoro-8-methoxy-7-(3-methyl-1- piperazinyl)-4-oxo-3-quinolinecarboxylic acid;

SMILES

n1(c2c(cc(c(c2OC)N2C[C@@H](C)NCC2)F)c(c(c1)C(=O)O)=O)C1CC1

CLASSIFICATION

Fluoroquinolone, Antibacterial, Anti-Infective

EXTRA NOTES

fourth-generation fluoroquinolone which inhbits DNA gyrase and topoisomerase

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white to off-white crystalline powder

MELTING POINT

182 - 185 C

BOILING POINT

SPECIFIC GRAVITY

SOLUBILITY IN WATER

6.5 - 7.5

VAPOR DENSITY

AUTOIGNITION

NFPA RATINGS

REFRACTIVE INDEX

FLASH POINT

STABILITY

Stable under ordinary conditions.

GENERAL DESCRIPTION & APPLICATIONS

Wikipedia Linking

Google Scholar Search

Local: Fluoroquinolones belong to a group of synthetic antibiotics that are derived from basic structure of nalidixic acid and have substituents at N-1, C-5, C-7, position 8 and a fluorine atom at position 6. There are also polycyclic derivatives. Quinolone antibiotics have a ketone at position 4 and a carboxylic group at position 3. Fluoroquinolones inhibit the bacterial DNA gyrase or the topoisomerase IV enzyme, resulting the inhibition of DNA replication and transcription. Fluorine at position 6 enhances gyrase inhibition and cell penetration. Piperaziny substituents provide activity against Gram-negative bacteria and pyrrolidinyl moiety is active against Gram-positive cocci. They improve water solubility needed oral application. The function substituted at position 8 IS to control anaerobe activity.

Fluoroquinolone	Substituent
Substituted at N-1
Norfloxacin	Ethyl
Enoxacin	Ethyl
Lomefloxacin	Ethyl
Fleroxacin	Fluoro ethyl
Difloxacin	Fluorophenyl
Temafloxacin	Difluorophenyl
Trovafloxacin	Difluorophenyl
Amifloxacin	Methyl amino
Ciprofloxacin	Cyclopropyl
Grepafloxacin	Cyclopropyl
Alumofloxacin	Cyclopropyl
Gemifloxacin	Cyclopropyl
Moxifloxacin	Cyclopropyl
Ecenofloxacin	Cyclopropyl
Balofloxacin	Cyclopropyl
Substituted at C-5
Sparfloxacin	Amine
Grepafloxacin	Methyl
Substituted at C-7
Trovafloxacin	Bicyclic
Moxifloxacin	Bicyclic
Danafloxacin	Bicyclic
Garenoxacin	Bicyclic
Ciprofloxacin	Piperazinyl
Lomefloxacin	Piperazinyl
Norfloxacin	Piperazinyl
Fleroxacin	Piperazinyl
Ofloxacin	Piperazinyl
Sparfloxacin	Piperazinyl
Grepafloxacin	Piperazinyl
Gatafloxacin	Piperazinyl
Levofloxacin	Piperazinyl
Clinafloxacin	Pyrrolidinyl
Nadifloxacin	Pyrrolidinyl
Sitafloxacin	Pyrrolidinyl
Irloxacin	Pyrryl
Balofloxacin	Piperidinyl
Substituted at position 8
Sparfloxacin	F
Lomefloxacin	F
Fleroxacin	F
Ciprofloxacin	CH₂
Temafloxacin	CH₂
Pefloxacin	CH₂
Norfloxacin	CH₂
Grepafloxacin	CH₂
Clinafloxacin	Cl
Sitafloxacin	Cl
Enoxacin	N
Tosufloxacin	N
Gemifloxacin	N
Trovafloxacin	N
Ecenofloxacin	N
Alatrofloxacin	N
Gatifloxacin	Methoxy
Pazufloxacin	Methoxy
Balofloxacin	Methoxy
Moxifloxacin	Methoxy
Garenoxacin	Methoxy
Tricyclic derivatives
Abufloxacin
Droxacin
Flumequine
Levofloxacin
Marbofloxacin
Miloxacin
Ofloxacin
Oxolinic acid
Pazufloxacin
Prulifloxacin
Rufloxacin
Verbafloxacin

QUINOLONE CLASS ANTIBIOTIC

Uncomplicated urinary tract infections
Complicated urinary tract infections
Pyelonephritis
Sexually transmitted diseases
Prostatitis
Skin and tissue infections
Urethral and cervical gonococcal infections
Acute exacerbations of chronic bronchitis
Community-acquired pneumonia

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

IDENTIFICATION

complies
TEST A (IR spectrum)
TEST B (UV spectrum)

ASSAY

99.0% min

MELTING POINT

181 - 185 C

LOSS ON DRYING

0.5% max

RESIDUE ON IGNITION

0.1% max

HEAVY METALS

20ppm max

TRANSPORTATION

PACKING

HAZARD CLASS

UN NO.

PRICE INFORMATION