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Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat

Cefapirin sodium Struktur
24356-60-3
CAS-Nr.
24356-60-3
Bezeichnung:
Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
Englisch Name:
Cefapirin sodium
Synonyma:
CEPHAPIRIN;CEPHAPIRIN SODIUM;Today;CEFADYL;Cef-Lak;Piricef;blp1322;Ambrocef;Cefa-Lak;Bristocef
CBNumber:
CB2189257
Summenformel:
C17H18N3NaO6S2
Molgewicht:
447.46
MOL-Datei:
24356-60-3.mol

Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Eigenschaften

Schmelzpunkt:
>177°C (dec.)
alpha 
+152~+170゜(25℃/D)(c=2,H2O)(calculated on the dehydrous basis)
storage temp. 
Inert atmosphere,2-8°C
L?slichkeit
Soluble in water, practically insoluble in methylene chloride.
Aggregatzustand
powder
pka
pKa 2.15 (Uncertain)
Farbe
Light Beige to Beige
InChIKey
VGEOUKPOQQEQSX-OALZAMAHSA-M
CAS Datenbank
24356-60-3(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 36/37/38-42/43
S-S?tze: 26-36
RTECS-Nr. XI0382000
HS Code  2941906000
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H334 Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen. Sensibilisierung der Atemwege Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P261, P285, P304+P341, P342+P311,P501
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P284 Atemschutz tragen.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P342+P311 Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R42/43:Sensibilisierung durch Einatmen und Hautkontakt m?glich.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Cephapirin sodium (Cefapirin sodium), a semisynthetic cephalosporin antibiotic, is bactericidal against strains of gram-positive and gram-negative bacteria.
Cephapirin is closely resembles cephalothin in chemical and pharmacokinetic properties. Cephapirin, have cephalosporanic acid core with the acetyloxymethyl group at the 3rd position and having IUPAC name (6R,7R)-3-(Acetoxymethy)-8- oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia- 1-azabicyclo [4.2.0] oct-2-ene-2-carboxylic acid. It is unstable in acid and must be administered parenteral. It has similar mechanism as other cephalosporins. It is marketed under the trade name Cefadyl. It is effective against a wide variety of gram-positive and gramnegative bacteria; used as the sodium salt. Among the most serious adverse reactions of cefapirin, that is, neutropenia, leukopenia, anemia, bone marrowdepression, and allergic reactions, it has been discontinued in the United States (Wiesner, 1972).

Chemische Eigenschaften

White or pale yellow powder.

Definition

ChEBI: Cephapirin sodium is the sodium salt of cephapirin. A first-generation cephalosporin antibiotic, it is effective against gram-negative and gram-positive organisms. Being more resistant to beta-lactamases than penicillins, it is effective agains most staphylococci, though not methicillin-resistant staphylococci. It has a role as an antibacterial drug. It is a cephalosporin and an organic sodium salt. It contains a cephapirin(1-).

Application

Cephapirin was synthesized by BristolMyers Laboratories in 1970. It shows almost the same in vitro antibacterial activity as cephalothin, but its in vivo effects are slightly greater than those of cephalothin. Like cephalothin, it is metabolized in vivo, and its deacetylated metabolite shows almost the same activity against gram-positive bacteria as cephalothin, but weaker activity against gramnegative bacteria. Cephapirin has been used for therapy of urinary tract infections and osteomyelitis caused by Staphylococcus, Streptococcus, and Escherichia coli.

Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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24356-60-3(Natrium-(6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat)Verwandte Suche:


  • cephapirin sodium crystalline
  • sodium (6R-trans)-3-(acetoxymethyl)-8-oxo-7-[(4-pyridylthio)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • CEPHAPIRIN BEUZATHINE
  • 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-8-oxo-7-(4-pyridinylthio)acetylamino-, monosodium salt, (6R,7R)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[2-(4-pyridylthio)acetamido]-, acetate (ester), monosodium salt (8CI)
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-, monosodium salt, (6R-trans)-
  • 7-[α-(4-Pyridylthio)acetamido]cephalosporanic acid sodium salt
  • Ambrocef
  • Brisfirina
  • Bristocef
  • Cefa-Lak
  • Cef-Lak
  • NSC 179171
  • Piricef
  • 2,0)oct-2-ene-2-carboxylicacid,3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(
  • 7-(2-(4-pyridylthio)acetamido)-,acetate(ester),monosodiumsalt
  • blp1322
  • CEPHAPIRIN SODIUM SALT
  • Sodium (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • Cephapirin sodium, 3-[(Acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt
  • Cefapirine Sodium
  • Cephapirin Sodium (500 mg)
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)Methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]aMino]-, sodiuMsalt (1:1)
  • cefaloject
  • cefapirinsodium
  • cefaprinsodium
  • cefatrexyl
  • cephatrexil
  • cephatrexyl
  • sodiumcefapirin
  • sodiumcephapirin
  • Cephapirin Sodium (1102500)
  • Sodium (6R,7R)-3-(acetoxymethyl)-8-oxo-7-(2-(pyridin-4-ylthio)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • Cefapirin sodium USP/EP/BP
  • CEFAPIRIN USP/EP/BP
  • Cefapirin sodiu
  • Cefapirin sodium CRS
  • 3-[(Acetyloxy)methyl]-8-oxo-7-{(4-pyridinylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt
  • Cefapirin Sodium Salt
  • Today
  • CEFADYL
  • CEPHAPIRIN
  • CEPHAPIRIN SODIUM
  • C11064071 Cefapirin sodium
  • 24356-60-3
  • 94768-37-6
  • C17H17N3O6S2
  • C17H16N3NaO6S2
  • C17H16N3O6S2Na
  • C17H17N3NaO6S2
  • CEFADYL
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