CAS
NO. |
111542-93-9 |
|
EINECS
NO. |
|
FORMULA |
C19H22F2N4O3 |
MOL
WT. |
392.40 |
H.S.
CODE
|
|
TOXICITY
|
|
SMILES |
|
SYNONYMS |
AT-4140;
|
3-Quinolinecarboxylic
acid, 5-amino-1-cyclopropyl-7-(3,5-dimethyl-1- piperazinyl)-6,8-difluoro-
1,4-dihydro-4-oxo-;
5-Amino-1-cyclopropyl-7-(cis-3,5-dimethyl-1-piperazinyl)-6,8-difluoro-
1,4-dihydro-4-oxo-3-quinolinecarboxylic acid; |
CLASSIFICATION
|
|
PHYSICAL
AND CHEMICAL PROPERTIES
|
PHYSICAL
STATE |
off-white
to yellow crystals |
MELTING
POINT |
|
BOILING
POINT |
|
SPECIFIC
GRAVITY |
|
SOLUBILITY
IN WATER |
Insoluble |
pH |
|
VAPOR
DENSITY |
|
AUTOIGNITION |
|
NFPA
RATINGS |
|
REFRACTIVE
INDEX
|
|
FLASH
POINT |
|
STABILITY |
Stable
under ordinary conditions |
GENERAL
DESCRIPTION & APPLICATIONS
|
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
|
|
Sparfloxacin,
the third generation drug of the quinolone
antibiotics, is the virus reverse transcriptase
inhibitor.
CLINICAL
APPLICATIONS; -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
|
off-white
to yellow crystals |
ASSAY |
98.0%
min
|
BIBLIOGRAPHY |
USP
24
|
TRANSPORTATION |
PACKING |
25kgs
in fiber drum
|
HAZARD
CLASS |
|
UN
NO. |
|
OTHER
INFORMATION |
Hazard Symbols: n/a, Risk Phrases: 42/43,
Safety Phrases: 22-36/37-45 |
PRICE INFORMATION
|
|