oxytetracyclin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R63:Kann das Kind im Mutterleib möglicherweise schädigen.
R36:Reizt die Augen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Oxytetracycline also is one of the classic tetracyclines. It is produced by fermentation of Streptomyces rimosis and other
soil microorganisms. The most hydrophilic tetracycline on the market, it has largely now been replaced by its
semisynthetic descendants. It is primarily used today for IM injections.
Chemische Eigenschaften
beige to light yellow crystalline powder
Verwenden
Oxytetracycline(Terramycin) was the second of the broad-spectrum tetracycline group of antibiotics to be discovered. Oxytetracycline works by interfering with the ability of bacteria to produce proteins that are essential to them. Without these proteins t
Definition
ChEBI: A tetracycline used for treatment of infections caused by a variety of Gram positive and Gram negative microorganisms including Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae
/ital> (respiratory infections), and Diplococcus pneumoniae.
Antimicrobial activity
It is slightly less active than other tetracyclines against
most common pathogenic bacteria.
Pharmazeutische Anwendungen
A fermentation product of certain strains of Streptomyces rimosus,
supplied as the dihydrate or hydrochloride for oral or parenteral
administration.
Pharmakokinetik
Oral absorption： c.60%
C
max 500 mg oral： 3–4 mg/L after 2–4 h
Plasma half-life： c.9 h
Volume of distribution： c.1.8 L/kg
Plasma protein binding： 20–35%
Oxytetracycline is moderately well absorbed from the upper
gastrointestinal tract. Food decreases plasma levels by approximately
50%. Although widely distributed in the tissues, it achieves lower concentrations than related agents such as minocycline.
Sputum concentrations of 1 mg/L have been recorded
on a daily dosage of 2 g. Approximately 60% is excreted in the
urine and the half-life is prolonged in renal insufficiency.
Clinical Use
It offers no unique therapeutic advantages, although it is one
of the cheaper preparations.
Nebenwirkungen
Gastrointestinal intolerance is responsible for most side
effects, and tends to be more severe than with other tetracyclines.
Esophageal irritation may result from the local
effects of the swallowed drug. Potentially serious adverse
reactions have included neuromuscular paralysis following
intravenous administration to patients with myasthenia
gravis. Thrombocytopenic purpura and lupus erythematosus
syndrome have been reported, although a direct role for the
drug in the latter remains uncertain. Apart from the effect on
nitrogen balance common to many tetracyclines, a metabolic
effect on glucose homeostasis has been noted in type 1 diabetes
mellitus. Allergic contact sensitivity
reactions have also
been reported.
läuterung methode
Terramycin crystallises (as dihydrate) from water or aqueous EtOH and is soluble in MeOH, EtOH, Me2CO and H2O (0.25mg/mL at 25o ) but insoluble in Et2O and pet ether. It is amphoteric, and an aqueous solution has pH 2.0-5.0. It has max at 247, 275 and 353nm in 0.1 M phosphate (pH 4.5). [Finlay et al. Science 111 85 1951.] The hydrochloride, [2058-46-0] M 496.9 [Beilstein 14 IV 2630], crystallises from MeOH in needles and from H2O at 50o it forms plates. Terramycin has also been purified via the hydrochloride by dissolving it in H2O, adjusting to pH 6, and the solid is filtered off after 1hour. The crystals of the dihydrate are dried to constant weight in vacuum/CaCl2/25o. Drying at 60o in vacuo gives the anhydrous base m 184.5-185.5o (sintering at 180o). The dihydrate has m 181-182o. Its optical rotation in MeOH decreases from [] D 25 +26o (c 0.5%) to [] D 25 +11.3o after standing for 16hours. It forms a sodium salt and a CaCl2 complex. [Regna et al. J Am Chem Soc 73 4211 1951, Beilstein 14 IV 2633.]
oxytetracyclin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Metacyclinhydrochlorid
2-Naphthacencarboxamid, 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5α,5aα,6α,12aα)]-
Doxycyclin
Oxytetracyclinhydrochlorid
METHACYCLINE HYDROCHLORIDE
