118443-89-3 Cefquinome sulfate AKSci J10789
 
 
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  J10789    
Cefquinome sulfate
, >98% (HPLC)
 
(6R,7R)-7-[[(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(5,6,7,8-tetrahydroquinolin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate sulfate




IDENTITY
CAS Number:118443-89-3
MDL Number:MFCD11864966
MF:C23H24N6O5S2.H2O4S
MW:626.68
BRN:11333438
SPECIFICATIONS & PROPERTIES
Purity:>98% (HPLC)
Spectra:FT-IR, LCMS, HPLC
Physical Form:White to light yellow powder
Melting Point:>360°C
Long-Term Storage:Store long-term at 2-8°C

REVIEW

 Cefquinome is a fourth-generation cephalosporin beta-lactam with pharmacological and antibacterial properties valuable in the treatment of coliform mastitis and other infections. It is only used in veterinary applications (cows, horse, pigs, and fowl). Cefquinome is resistant to beta-lactamase. Its zwitterionic structure can facilitate rapid penetration across biological membranes, including pores of bacterial cell wall. Plus, it has a higher affinity to target penicillin binding proteins. Cefquinome acts by inhibition of the cell wall synthesis, but it has a relatively short half-life of about two and half hours. It is less than 5% protein bound and is excreted unchanged in the urine.

REFERENCES
[1]Rudolf Lattrell, Jürgen Blumbach, Walter Duerckheimer, Hans-Wolfram Fehlhaber, Klaus Fleischmann, Reiner Kirrstetter, Burkhard Mencke, Karl-Heinz Scheunemann, Elmar Schrinner, Wilfried Schwab, Karl Seeger, Gerhardt Seibert, Manfred Wieduwilt. Synthesis and structure-activity relationships in the cefpirome series. I. 7-[2-(2-Aminothiazol-4-yl)-2-(Z)-oxyiminoacetamido]-3-[(substituted-1-pyridinio)methyl]-ceph-3-em-4-carboxylates Journal of Antibiotics (1988), 41(10), 1374-94.
[2] Lattrell, Rudolf; Duerckheimer, Walter; Kirrstetter, Reiner Preparation of crystalline cephem acid-addition salts Ger. Offen. (1988), DE 3706020 A1 19880908.
[3] Manca, Antonio; Monguzzi, Riccardo; Zenoni, Maurizio; Marsili, Leonardo Process for producing cefepime and cephalosporin analogues U.S. Pat. Appl. Publ. (2006), US 20060100424 A1 20060511.
[4] Limbert M, Isert D, Klesel N, Markus A, Seeger K, Seibert G, Schrinner E. Antibacterial activities in vitro and in vivo and pharmacokinetics of cefquinome (HR 111V), a new broad-spectrum cephalosporin.Antimicrob Agents Chemother. 1991 Jan;35(1):14-9.
[5] Chin NX, Gu JW, Fang W, Neu HC In vitro activity of cefquinome, a new cephalosporin, compared with other cephalosporin antibiotics.Diagn Microbiol Infect Dis. 1992 May-Jun;15(4):331-7.
[6] Murphy SP, Erwin ME, Jones RN Cefquinome (HR 111V). In vitro evaluation of a broad-spectrum cephalosporin indicated for infections in animals.Diagn Microbiol Infect Dis. 1994 Sep;20(1):49-55.
[7] Shpigel NY, Levin D, Winkler M, Saran A, Ziv G, B?ttner A.Efficacy of cefquinome for treatment of cows with mastitis experimentally induced using Escherichia coli. J Dairy Sci. 1997 Feb;80(2):318-23.
[8] Amiridis GS, Fthenakis GC, Dafopoulos J, Papanikolaou T, Mavrogianni VS.Use of cefquinome for prevention and treatment of bovine endometritis. J Vet Pharmacol Ther. 2003 Oct;26(5):387-90.
[9] Thomas E, Thomas V, Wilhelm C.Antibacterial activity of cefquinome against equine bacterial pathogens. Vet Microbiol. 2006 Jun 15;115(1-3):140-7.
[10] Hornish RE, Kotarski SF.Cephalosporins in veterinary medicine - ceftiofur use in food animals.

GHS

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501


Current as of October 19, 2019


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For research use only. Not for diagnostic or therapeutic use.
Not for human use.


CATEGORIES

 APIs and Bioactives > Antibacterials, Cephalosporins


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