ChemicalBook--->CAS DataBase List--->82664-20-8

82664-20-8

82664-20-8 Structure

82664-20-8 Structure
IdentificationBack Directory
[Name]

FLURITHROMYCIN
[CAS]

82664-20-8
[Synonyms]

cl-932
p80206
C1-932
P-0501-A
FLURITHROMYCIN
fluritromicina
antibioticp80206
Huritromicina(sp)
8-fluoro-erythromyci
8-fluoroerythromycin
8-FluoroerythroMycin A
FLURITHROMYCIN USP/EP/BP
(8s)-8-fluoroerythromycina
Erythromycin, 8-fluoro- (9CI)
[Molecular Formula]

C37H66FNO13
[MDL Number]

MFCD01939586
[MOL File]

82664-20-8.mol
[Molecular Weight]

751.92
Chemical PropertiesBack Directory
[Melting point ]

>139°C (dec.)
[Boiling point ]

814.6±65.0 °C(Predicted)
[density ]

1.22±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

12.94±0.70(Predicted)
[color ]

White to Off-White
Safety DataBack Directory
[Hazard Codes ]

F
[Risk Statements ]

10
[Safety Statements ]

16
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Zinc sulphate-->FLUORSPAR ACID GRADE
Hazard InformationBack Directory
[Uses]

A fluorinated derivative of Erythromycin (E649950). A macrolide antibiotic.
[Definition]

ChEBI: An erythromycin derivative that is erythromycin A in which the hydrogen attached to the carbon at position 8 (alpha to the ketone carbonyl group) has been replaced by a fluorine. It has been used (generally as the corresponding monoethyl s ccinate ester) as an antibacterial drug.
[Pharmaceutical Applications]

A semisynthetic derivative of erythromycin A, supplied for oral administration. It is stable at acid pH due to the presence of the fluorine atom at C-8 of the erythronolide A ring.
It is active against most streptococci (including Str. pneumoniae and Str. agalactiae; MIC50 0.03 mg/L), Mor. catarrhalis, N. gonorrhoeae (MIC50 0.04 mg/L), C. trachomatis (MIC 0.06– 0.125 mg/L), M. genitalium (MIC50 0.007 mg/L) and U. urealyticum (MIC50 0.03 mg/L). It has little or no activity against H. influenzae and M. hominis. Activity against anaerobes is similar to that of erythromycin A. It displays cross-resistance with erythromycin A.
A single 500 mg oral dose achieved a mean peak plasma concentration of 1.2–2 mg/L after 1–2 h. The apparent elimination half-life was 8 h and the volume of distribution 5.5 L/ kg. With repeated doses (500 mg orally every 8 h for 10 doses), plasma concentrations were 0.72 mg/L immediately before and 0.67 mg/L at 4 h after the last dose. Absorption is not significantly affected by food. After administration of a single 375 mg tablet of flurithromycin ethylsuccinate, the mean serum levels at 0.5 h were 0.43 ± 0.35 mg/L. The mean peak serum concentration (1.41 ± 0.49 mg/L) was achieved at 1 h. At 8 and 12 h, the serum levels were 0.14 (± 0.05) and 0.04 (± 0.04) mg/L, respectively. The apparent elimination half-life is 3.94 (± 1.42) h. The apparent half-life in artificial gastric juice was about 40 min.
It is generally well tolerated and has been used successfully for the treatment of lower respiratory tract infections. Availability is limited.
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