Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
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- CAS-Nr.
- 42540-40-9
- Bezeichnung:
- Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat
- Englisch Name:
- Cemandil sodium salt
- Synonyma:
- CEFAMANDOLE NAFATE;Fado;CefaM;Cedol;CeMado;Nafate;mandol;Cefiran;Kefadol;Pavecef
- CBNumber:
- CB5430833
- Summenformel:
- C19H17N6NaO6S2
- Molgewicht:
- 512.49
- MOL-Datei:
- 42540-40-9.mol
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Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Eigenschaften
- Schmelzpunkt:
- 190-193°C
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- Löslichkeit
- Freely soluble in water, sparingly soluble in methanol.
- pka
- 2.6-3.0(at 25℃)
- Farbe
- White to Off-White
- Wasserlöslichkeit
- Freely soluble in water. Sparingly soluble in methanol
- CAS Datenbank
- 42540-40-9(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Kennzeichnung gefährlicher |
Xn |
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| R-Sätze: |
36/37/38-42/43 |
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| S-Sätze: |
26-36 |
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| WGK Germany |
3 |
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| RTECS-Nr. |
XI0380000 |
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| HS Code |
2941906000 |
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| Bildanzeige (GHS) |
 
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| Alarmwort |
Achtung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/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 pictograms]() src="/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 pictograms]() src="/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 pictograms]() src="/GHS08.jpg" width="20" height="20" /> |
P261, P285, P304+P341, P342+P311,P501 |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizität (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| 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 Möglichkeit entfernen. Weiter spülen. |
| P342+P311 |
Bei Symptomen der Atemwege: GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
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Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat 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.
Chemische Eigenschaften
White Solid
Verwenden
Cephalosporin antibacterial.
Definition
ChEBI: A cephalosporin prodrug having (R)-O-formylmandelamido and N-methylthiotetrazole side-groups.
Mechanism of action
Cefamandole nafate has a formylated D-mandelic amide moiety at C-7. The formate ester is cleaved rapidly
in the host to release the more active cefamandole. The esterification also apparently overcomes the
instability of cefamandole when it is stored in dry form. This agent has increased activity against
Haemophil us influenzae and some Gram-negative bacilli as compared with the first-generation
cephalosporins. Loss of the 5-thio-l-methyl-l-H-tetrazole moiety (referred to sometimes by the acronym MT T)
from C-3 is associated with prothrombin deficiency and bleeding problems as well as with an Antabuse-like
acute alcohol intolerance. On the other hand, this grouping enhances potency and prevents metabolism by
deacetylation. Like the other second-generation cephalosporins, cefamandole is more active against
Gram-negative bacteria. The principle clinical use is for lower respiratory tract, skin and skin structures, and
bone and joint infections as well as septicemia and urinary tract infections when the organisms are sensitive.
Clinical Use
The D-mandeloyl moiety of Cemandil sodium salt appears toconfer resistance to a few β-lactamases, since some β-lactamase–producing, Gram-negative bacteria (particularlyEnterobacteriaceae) that show resistance to cefazolin andother first-generation cephalosporins are sensitive tocefamandole. Additionally, it is active against some ampicillin-resistant strains of Neisseria and Haemophilus spp.Although resistance to β-lactamases may be a factor in determiningthe sensitivity of individual bacterial strains tocefamandole, an early study indicated that other factors,such as permeability and intrinsic activity, are frequentlymore important. The L-mandeloyl isomer is significantlyless active than the D-isomer.
Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 258)Lieferanten
42540-40-9(Natrium-[6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylat)Verwandte Suche:
- ,(6r-(6-alpha,7-beta(r)))-
- Cemandil sodium salt
- Sodium [6R-[6alpha,7beta(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- Cefamandole nafate,Cefamandole formate sodium salt
- Cefamandole Nafate (250 mg)
- Cefamandole Nafate (200 mg)
- (6R,7R)-7-[[(2R)-2-(ForMyloxy)-2-phenylacetyl]aMino]-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]Methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid SodiuM Salt
- Bergacef
- Cedol
- CefaM
- CefaMandole ForMate SodiuM
- Cefiran
- CeMado
- CeMandil
- Fado
- Kefadol
- Kefandol
- LaMpoMandol
- Mandokef
- Mandolsan
- Neocefal
- NSC 299588
- Pavecef
- Nafate
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2R)-2-(forMyloxy)-2-phenylacetyl]aMino]-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]Methyl]-8-oxo-,sodiuM salt (1:1), (6R,7R)-
- 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-(((formyloxy)phenylace
- cefamandolnafato
- cephamandolenafate
- mandol
- o-formylcefamandolesodium
- CEFAMANDOLE FORMATE SODIUM SALT
- Cefamandole Nafate -Delta-3- Isomer
- Cefamandole nafate Sodium
- sodium:(6R,7R)-7-[(2-formyloxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- Sodium (6R,7R)-7-(R)-mandelamido-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate formate (ester)
- Cefamandole Nafate sterila
- 7-[(2-formyloxy-1-oxo-2-phenylethyl)amino]-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- sodium [6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- Cefamandole nafate CRS
- Cemandil sodium salt USP/EP/BP
- Cemandil Sodium
- sodium [6R-[6α,7β(R*)]]-7-[[(formyloxy)phenylacetyl]amino]...
- sodium
(6R,7R)-7-[(2R)-2-(formyloxy)-2-phenylacetamido]-
3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]met
hyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-ca
rboxylate
- Cefamandole Nafate API
- Cefamandole Nafate (1097400)
- CEFAMANDOLE NAFATE
- Cefamandole Nafate (250 mg) (DISCONTINUED)
- 42540-40-9
- 2540-40-9
- C19H18N6NaO6S2
- C19H17N6O6S2Na
- C19H17N6NaO6S2
- Antibiotics A-F
- Antibiotics A to Z
- Antibiotics
- BioChemical
- MANDOL
- Intermediates & Fine Chemicals
