Cefotetan disodium
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| Category | Antibiotics |
| Catalog number | BBF-03941 |
| CAS | 74356-00-6 |
| Molecular Weight | 619.59 |
| Molecular Formula | C17H15N7Na2O8S4 |
| Purity | 98% |
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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.
Specification
| 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 |
Properties
| Appearance | White to Faint Yellow Powder |
| Application | Antibacterial |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Solubility | Soluble in DMSO |
Reference Reading
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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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
