Cefotetan

Cefotetan Struktur
69712-56-7
CAS-Nr.
69712-56-7
Bezeichnung:
Cefotetan
Englisch Name:
Cefotetan
Synonyma:
CEFOTETAN SODIUM;Apatef;Apacef;Ceftenon;YM 09330;CEFOTETAN;Yamatetan;Cefotetan>Cepan Darvilen;Cefotetan acid
CBNumber:
CB1152489
Summenformel:
C17H17N7O8S4
Molgewicht:
575.62
MOL-Datei:
69712-56-7.mol

Cefotetan Eigenschaften

Schmelzpunkt:
173-178°C (dec.)
Dichte
1.5157 (rough estimate)
Brechungsindex
1.7400 (estimate)
storage temp. 
Store at 0-5°C
Löslichkeit
DMSO (Slightly), Methanol (Very Slightly)
Aggregatzustand
Solid
pka
1.69±0.41(Predicted)
Farbe
White to Off-White
Merck 
14,1934
Stabilität:
Hygroscopic
InChIKey
SRZNHPXWXCNNDU-IXOPCIAXSA-N
CAS Datenbank
69712-56-7(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
RTECS-Nr. XI0330800
HS Code  2941906000
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Cefotetan Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Cefotetan is comparatively stable, lasting for approximately 24 hours at room temperature when reconstituted. Slight yellowing and slight darkening produce materials that are still acceptable for therapy. Cefotetan is chemically incompatible with tetracycline, aminoglycosides, and with heparin, often forming precipitates with them. With respect to its molecular mode of action, it has a special affinity for PBP-3 of Gram-negative bacteria, consequently producing filamentous forms. It also binds well with PBP-1A and -1B,therefore leading to cell lysis and death. Whereas it is stable to a wide range of β-lactamases, it also is a potent inducer in some bacteria.

Chemische Eigenschaften

Off-White Solid

Verwenden

Cefotetan disodium is an antibiotic related to Cephalosporin, used in the treatment of bacterial infections.

Definition

ChEBI: Cefotetan is a semi-synthetic second-generation cephamycin antibiotic with [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl, methoxy and {[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino groups at the 3, 7alpha, and 7beta positions, respectively, of the cephem skeleton. It is resistant to a wide range of beta-lactamases and is active against a broad spectrum of aerobic and anaerobic Gram-positive and Gram-negative microorganisms. It has a role as an antibacterial drug. It is a conjugate acid of a cefotetan(2-).

Antimicrobial activity

A semisynthetic cephamycin formulated as the disodium salt for intravenous administration. The activity is similar to that of cefoxitin, but cefotetan exhibits more potent activity against enterobacteria and more modest activity against Staph. aureus.
A 1 g intravenous dose achieves a serum concentration of 140–180 mg/L. There is no evidence of accumulation on a dosage of 1 g every 12 h. Tissue fluid concentrations are about 30% of the simultaneous serum level. The plasma half-life is about 3 h and protein binding is around 88%.
About 85% of the drug is eliminated in the urine over 24 h. Accumulation in renal failure is inversely related to the creatinine clearance, the plasma half-life rising to 20 h in patients requiring hemodialysis. During hemodialysis the half-life falls to around 7.5 h and on peritoneal dialysis it falls to 15.5 h, 5–10% of the dose being recovered in the dialysate over 24 h.
Side effects are those typical of the group. Anaphylaxis has been described. Because of the methylthiotetrazole side chain there is some risk of hypoprothrombinemia, and disulfiramlike reactions can occur. Marked changes in the bowel flora, with appearance of C. difficile, have been reported. Uses are similar to those of other cephamycins, but it is not widely available.

Allgemeine Beschreibung

Cefotetan was synthesized by Yamanouchi Pharmaceutical Co. in 1979 starting with oganomycin, a cephamycin, produced by Streptomyces oganoensis YG19Z. Its 7β side chain, 1,3-dithietan, is unique and contributes greatly to its strong activity against gramnegative bacteria, including Serratia, Citrobacter, Enterobacter, indole-positive Proteus, and anaerobes. Its half-life in the serum is as long as three hours, and about 90 % of it is excreted in the urine.

Pharmakokinetik

Cefotetan is a semisynthetic cephamycin antibiotic that is administered intravenously or intramuscularly. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative microorganisms.

Mode of action

Cefotetan is a semi-synthetic, broad-spectrum, beta-lactamase-resistant, second-generation cephalosporin antibiotic derived from cephalosporium. The bactericidal activity of cefotetan disodium is caused by an inhibition of bacterial cell wall synthesis via inhibition of cross-linking of peptidoglycans. This results in a reduction of cell wall stability and causes cell lysis. Cefotetan disodium is more active against gram-negative organisms and less active against gram-positive organisms compared to first-generation cephalosporins.

Cefotetan Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Cefotetan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 180)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Finetech Industry Limited
+86-27-87465837 +8618971612321
info@finetechnology-ind.com China 9702 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886
info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
Alchem Pharmtech,Inc.
8485655694
sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49390 58
career henan chemical co
+86-0371-86658258 15093356674;
factory@coreychem.com China 29826 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626
eric@witopchemical.com China 23556 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167
1026@dideu.com China 9320 58
AFINE CHEMICALS LIMITED
0571-85134551
info@afinechem.com CHINA 15377 58
Wuhan Fortuna Chemical Co., Ltd
+86-27-59207850 +86-13986145403
info@fortunachem.com China 5988 58

69712-56-7(Cefotetan)Verwandte Suche:


  • CEFOTETAN
  • CEFOTETAN DISODIUM SALT
  • disodium (7r)-7-[[4-(carbamoyl-carboxylato-methylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, disodium salt, (6R,7S)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, disodium salt, [6R-(6α,7α)]-
  • Apatef
  • Ceftenon
  • Cepan Darvilen
  • Yamatetan
  • YM 09330
  • (6R,7S)-7-[[4-(1-Amino-3-hydroxy-1,3-dioxopropan-2-ylidene)1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefotetan free acid
  • (6R,7S)-7-[[[4-(2-Amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7S)-7α-[4-(Carbamoylcarboxymethylene)-1,3-dithietan-2-ylcarbonylamino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefotetan (500 mg)
  • Cefotetan, Antibiotic for Culture Media Use Only
  • Cefotetan acid
  • [6R-(6ALPHA,7ALPHA)]-7-[[[4-(2-AMINO-1-CARBOXY-2-OXOETHYLIDENE)-1,3-DITHIETAN-2-YL]CARBONYL]AMINO]-7-METHOXY-3-[[(1-METHYL-1H-TETRAZOL-5-YL)THIO]METHYL]-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID
  • (6r-(6-alpha,7-alpha))--1h-tetrazol-5-yl)thio)methyl)-8-oxo
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-(((4-(2-amino-1-carbox
  • y-2-oxoethylidene)-1,3-dithietan-2-yl)carbonyl)amino)-7-methoxy-3-(((1-methyl
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, disodium salt, [6R-(6alpha,7alpha)]-
  • CefotetanDisodiumC17H15N7Na2O8S4
  • Cefotetansodiumsalt
  • 1,3-Dithietane, 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid deriv.
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7S)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-(6α,7α)]-
  • Apacef
  • Cefotetan (1097975)
  • Cefotetan USP/EP/BP
  • Cefotetan>
  • disodium 7-[[[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietan-2-yl]-oxomethyl]amino]-7-methoxy-3-[[(1-methyl-5-tetrazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • CEFOTETAN SODIUM
  • 69712-56-7
  • 74365-00-6
  • C17H15N7O8S42Na
  • C17H17N7O8S4
  • C17H15N7Na2O8S4
  • CEFOTAN
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
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