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Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat

Cefazolin sodium salt Struktur
27164-46-1
CAS-Nr.
27164-46-1
Bezeichnung:
Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
Englisch Name:
Cefazolin sodium salt
Synonyma:
CEFAZOLIN SODIUM;Cefazolin sodium sterile;ancef;kefzol;CEFAZOLINE SODIUM;Cefazoline sodium sterile;sodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0;46083;Atirin;Azolin
CBNumber:
CB7403213
Summenformel:
C14H15N8NaO4S3
Molgewicht:
478.5
MOL-Datei:
27164-46-1.mol

Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Eigenschaften

Schmelzpunkt:
190 °C
Brechungsindex
20 ° (C=10, H2O)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
L?slichkeit
H2O: 50 mg/mL, clear, colorless
Aggregatzustand
crystalline powder
Farbe
White to Off-White
Sensitive 
Light Sensitive
Merck 
14,1917
BRN 
3585038
Stabilit?t:
Stable, but may be heat sensitive - store in cool conditions. May discolour upon exposure to light - store in the dark. Incompatible with strong oxidizing agents.
InChIKey
LJIOGPYKTPCRAP-MVOALHSDNA-N
SMILES
C(C1=C(CS[C@]2([H])[C@H](NC(=O)CN3N=NN=C3)C(=O)N12)CSC1=NN=C(C)S1)(=O)O.[NaH] |&1:5,7,r|
LogP
1.133 (est)
CAS Datenbank
27164-46-1(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 42/43-36/37/38-20/21/22
S-S?tze: 22-36/37-36-26
WGK Germany  2
RTECS-Nr. XI0390000
HS Code  29349990
Toxizit?t LD50 in mice, rats (mg/kg): 3.9, 3.18 i.v.; 6.2, 7.4 i.p. (Birkhead)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
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
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
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P342+P311 Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R42/43:Sensibilisierung durch Einatmen und Hautkontakt m?glich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

Cefazolin was synthesized by Fujisawa Pharmaceutical Co. in 1969. It was the first of the cephem antibiotics to introduce a thiadiazolylthiomethyl group at the 3 position and a tetrazole group at the 7 position in the side chain. Cefazolin is a parenteral cephem antibiotic showing better activity against gramnegative bacteria than cephalothin or cephaloridine. Its bactericidal activity, tissue distribution, and urinary excretion are excellent and it has wide clinical use.

Chemische Eigenschaften

White to off-white powder

Verwenden

Semi-synthetic antibiotic derived from 7-amino-cepphalosporanic acid. An antibacterial

Definition

ChEBI: A cephalosporin organic sodium salt having [(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl and (1H-tetrazol-1-ylacetyl)amino side-groups.

Clinical Use

Cefazolin (Ancef, Kefzol) is one of a series of semisyntheticcephalosporins in which the C-3 acetoxy function has beenreplaced by a thiol-containing heterocycle—here, 5-methyl-2-thio-1,3,4-thiadiazole. It also contains the somewhatunusual tetrazolylacetyl acylating group. Cefazolin wasreleased in 1973 as a water-soluble sodium salt. It is activeonly by parenteral administration.
Cefazolin provides higher serum levels, slower renalclearance, and a longer half-life than other first-generationcephalosporins. It is approximately 75% protein bound inplasma, a higher value than for most other cephalosporins.Early in vitro and clinical studies suggest that cefazolin ismore active against Gram-negative bacilli but less activeagainst Gram-positive cocci than either cephalothin orcephaloridine. Occurrence rates of thrombophlebitis followingintravenous injection and pain at the site of intramuscularinjection appear to be the lowest of the parenteralcephalosporins.

Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-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-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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27164-46-1(Natrium-(6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat)Verwandte Suche:


  • (6r-trans
  • SKF-41558
  • CEFAZOLIN NA
  • CEFAZOLIN SODIUM SALT
  • CEFAMEDIN
  • biazolina
  • cezsodium
  • firmacef
  • gramaxin
  • lampocef
  • liviclina
  • monosodiumcefazolin
  • sodiumcefazolin
  • sodiumcephazolin
  • sodiumcez
  • totacef
  • zolicef
  • sodium (6R-trans)-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-(1H-tetrazol-1-ylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • (6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt
  • Cefazil
  • Cefazil sodium salt, Cefamedin sodium salt
  • Monosodium cetazolin
  • DBL Cephazolin Sodium For Injection
  • (6R,7R)-3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[2-(1H-tetrazol-1-yl)acetylamino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • (6R,7R)-7-[1H-Tetrazol-1-ylacetylamino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt
  • 46083
  • Atirin
  • Azolin
  • Bor-Cefazol
  • Cefacidal
  • Cefazina
  • Cefazoliin
  • Cefazolin SodiuM Steril
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]Methyl]-8-oxo-7-[[2-(1H-tetrazol-1-yl)acetyl]aMino]-,sodiuM salt (1:1), (6R,7R)-
  • Cefazolin Sodium IMP
  • Cefazolin sodium salt, 95%, a first-generation cephalosporin antibiotic
  • Cefazolin Sodium Salt >
  • Cefazolin Sodium Salt Standard
  • cephazolin sodium
  • Cefazolin sodium (Sodium cefazolin
  • Sodium (6R,7R)-7-(2-(1H-tetrazol-1-yl)acetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • Cefazolin sodium salt USP/EP/BP
  • Cefazolin Sodium, Ancef
  • Cefazolin Sodium (cefazoline
  • Cefazolin sodiumQ: What is Cefazolin sodium Q: What is the CAS Number of Cefazolin sodium Q: What is the storage condition of Cefazolin sodium
  • Cefazolin sodium API
  • Cefazolin Sodium Salt (CFZL), 89-110%
  • CEFAZOLINE SODIUM
  • CEFAZOLIN SODIUM
  • ancef
  • kefzol
  • Cefazoline sodium sterile
  • Cefazolin sodium sterile
  • sodium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0
  • Brizolina
  • Cefazolin Sodium Impurity L (Sodium Salt)
  • 27164-46-1
  • 2716-46-1
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