Nafcillin sodium salt monohydrate

Bezeichnung:Nafcillin sodium salt monohydrate

CAS-Nr7177-50-6

Englisch Name:Nafcillin sodium salt monohydrate

CBNumberCB8769646

SummenformelC21H25N2NaO6S

Molgewicht456.49

MOL-Datei7177-50-6.mol

Nafcillin sodium salt monohydrate physikalisch-chemischer Eigenschaften

storage temp.	2-8°C
Löslichkeit	H2O: soluble50mg/mL
Aggregatzustand	A crystalline solid
Farbe	White to off-white
CAS Datenbank	7177-50-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	36/37/38-42/43
S-Sätze:	26-36-24/25
WGK Germany	3
HS Code	29411099

Gefahreninformationscode (GHS)

Nafcillin sodium salt monohydrate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Originator
Unipen,Wyeth,US,1964
Verwenden
Sodium Nafcillin Monohydrate is used as an antibiotic, used in the treatment, used in the treatment of gram-positive bacteria.
Verwenden
Antibacterial;Bacterial transpeptidase inhibitor
Verwenden
Nafcillin sodium salt monohydrate is an antibiotic resistant to beta-lactamase.
Definition
ChEBI: Nafcillin sodium monohydrate is an organic sodium salt and a hydrate. It contains a nafcillin sodium.
Manufacturing Process
A stirred suspension of 12.6 grams 6-aminopenicillanic acid in 130 ml dry alcohol-free chloroform was treated with 16 ml triethylamine and then with 13.8 grams of a solution of 2-ethoxy-1-naphthoyl chloride in 95 ml chloroform. After being washed successively with 58 ml each of 1 N and then 0.1 N hydrochloric acid the chloroform solution was extracted with N aqueous sodium bicarbonate (58 ml + 6 ml). The combined bicarbonate extracts were washed with 20 ml ether and then evaporated at low temperature and pressure to give the crude sodium salt of 2-ethoxy-1-naphthylpenicillin [also called sodium 6-(2-ethoxy-1-naphthamido)penicillinate] as a yellow powder (20.3 grams). This was dissolved in 20 ml water at 30°C and diluted with 180 ml n-butanol, also at 30°C, with stirring. Slow cooling to 0°C gave colorless needles of the product.
Trademarks
Nallpen (GlaxoSmithKline).
Therapeutic Function
Antibacterial
Clinical Use
Nafcillin sodium, 6-(2-ethoxy-1-naphthyl)penicillin sodium(Unipen), is another semisynthetic penicillin that resultedfrom the search for penicillinase-resistant compounds. Likemethicillin, nafcillin has substituents in positions ortho tothe point of attachment of the aromatic ring to the carboxamidegroup of penicillin. No doubt, the ethoxy group andthe second ring of the naphthalene group play steric roles instabilizing nafcillin against penicillinase. Very similar structureshave been reported to produce similar results in somesubstituted 2-biphenylpenicillins.
Unlike methicillin, nafcillin is stable enough in acid topermit its use by oral administration. When it is givenorally, its absorption is somewhat slow and incomplete,but satisfactory plasma levels may be achieved in about1 hour. Relatively small amounts are excreted throughthe kidneys; most is excreted in the bile. Even thoughsome cyclic reabsorption from the gut may occur, nafcillingiven orally should be readministered every 4 to 6 hours.This salt is readily soluble in water and may be administeredintramuscularly or intravenously to obtain highplasma concentrations quickly for the treatment of seriousinfections.
Nafcillin sodium may be used in infections causedsolely by penicillin G-resistant staphylococci or whenstreptococci are present also. Although it is recommendedthat it be used exclusively for such resistant infections, nafcillin is also effective against pneumococci and groupA -hemolytic streptococci. Because, like other penicillins,it may cause allergic side effects, it should be administeredwith care.

Nafcillin sodium salt monohydrate Upstream-Materialien And Downstream Produkte

Nafcillin sodium salt monohydrate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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