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Cefotetan disodium

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Cefotetan disodium
Category Antibiotics
Catalog number BBF-03941
CAS 74356-00-6
Molecular Weight 619.59
Molecular Formula C17H15N7Na2O8S4
Purity 98%

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Cefotetan is a second-generation cephalosporin. It can bind to penicillin-binding proteins and disrupts the cell wall synthesis. Cefotetan is active against some strains of β-lactamase producing bacteria. Cefotetan shows anti-microbial activity against Gram-positive and Gram-negative bacteria and it is more efficacious against Gram-negative and anaerobic bacteria.

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Related CAS 82189-60-4 (Deleted CAS) 69712-56-7 (free acid)
Synonyms ICI156834; ICI 156834; ICI-156834; YM 09330; YM09330; YM-09330; Yamatetan; Cefotan; Apatef; 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-, sodium salt (1:2), (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,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)]-; Cefotetan sodium; Ceftenon; Cepan Darvilen
Shelf Life 2 month in rt, long time
Storage Store at -20°C
IUPAC Name disodium;(6R,7S)-7-[[4-(2-amino-1-carboxylato-2-oxoethylidene)-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
Canonical SMILES CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)[O-])S4)OC)SC2)C(=O)[O-].[Na+].[Na+]
InChI InChI=1S/C17H17N7O8S4.2Na/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28;;/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30);;/q;2*+1/p-2/b12-6-;;/t13?,15-,17+;;/m1./s1
InChI Key ZQQALMSFFARWPK-GLHLDKNHSA-L
Appearance White to Faint Yellow Powder
Application Antibacterial
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Solubility Soluble in DMSO
1.Cefotetan
A moderate amount of information indicates that cefotetan produces low levels in milk that are not expected to cause adverse effects in breastfed infants. Occasionally disruption of the infant's gastrointestinal flora, resulting in diarrhea or thrush have been reported with cephalosporins, but these effects have not been adequately evaluated. Cefotetan is acceptable in nursing mothers.
2.Cefotetan disodium-induced hemolytic anemia
Ann Pharmacother. 1992 Feb;26(2):199-200. doi: 10.1177/106002809202600213.
Objective: To report a case of cefotetan disodium-induced hemolytic anemia. Data sources: Original research articles and case reports. Data synthesis: A 46-year-old woman developed fulminant hemolytic anemia following a second exposure to intravenous cefotetan disodium for postoperative prophylaxis. She developed respiratory failure requiring intubation and acute renal failure requiring hemodialysis. The hemolysis was successfully treated with plasmapheresis, but the patient died on the 25th postoperative day. Positive Coomb's tests have been reported in less than three percent of patients receiving cefotetan. To our knowledge, this is the first case of fulminant hemolytic anemia associated with intravenous cefotetan disodium therapy. Conclusions: Cefotetan should be added to the list of drugs known to cause hemolytic anemia. Monitoring for hemolysis should be considered for patients who receive multiple courses of therapy.
3.Cefotetan disodium (Cefotan)
Med Lett Drugs Ther. 1986 Jul 18;28(718):70-2.

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