Cefoxitin sodium

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Cefoxitin sodium
Category Antibiotics
Catalog number BBF-03864
CAS 33564-30-6
Molecular Weight 449.43
Molecular Formula C16H16N3NaO7S2
Purity ≥95%

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Description

Cefoxitin is derived from cephamycin C, a semi-synthetic, broad-spectrum cepha antibiotic often grouped with the second-generation cephalosporins.

Specification

Related CAS 35607-66-0 (free base)
Synonyms MK-306; MK 306; MK306; (6R,7S)-3-[[(Aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage Store at -20°C
IUPAC Name sodium;(6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Canonical SMILES COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)[O-])NC(=O)CC3=CC=CS3.[Na+]
InChI InChI=1S/C16H17N3O7S2.Na/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19;/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22);/q;+1/p-1/t14-,16+;/m1./s1
InChI Key GNWUOVJNSFPWDD-XMZRARIVSA-M
Source Semi-synthetic

Properties

Appearance White Solid
Application Antibacterial
Antibiotic Activity Spectrum bacteria
Boiling Point 843.4°C at 760 mmHg
Melting Point >160°C
Solubility Soluble in DMSO

Reference Reading

1.Evaluation of Genotypic and Phenotypic Methods for Detection of Methicillin Resistant Staphylococcus aureus in a Tertiary Care Hospital of Eastern Odisha.
Panda RK1, Mahapatra A2, Mallick B3, Chayani N4. J Clin Diagn Res. 2016 Feb;10(2):DC19-21. doi: 10.7860/JCDR/2016/17476.7278. Epub 2016 Feb 1.
INTRODUCTION: Methicillin resistant Staphylococcus aureus has emerged as an important pathogen in nosocomial and community acquired infections. Accurate and rapid identification of MRSA in clinical specimens is essential for timely decision of effective antimicrobial chemotherapy.
2.Analysis of drug resistance in 1,861 strains of Acinetobacter baumannii.
Jin H1, Qiu F2, Ji HJ1, Lu Q1. Biomed Rep. 2016 Apr;4(4):463-466. Epub 2016 Feb 15.
Acinetobacter baumannii is an emerging human pathogen that causes hospital-acquired infections. The trend in increased antimicrobial resistance limits the choice of effective antimicrobial agents. The present study reports the resistance to Acinetobacter baumannii and analyzes the associations between antibiotic use and resistance rates at a general hospital between 2010 and 2014. A total of 1,861 isolates were obtained from clinical cultures, accounting for 10.33% of all detected bacteria (1,861/18,016). The strains were mainly from respiratory samples (1,628 isolates, 87.5%) and the intensive care unit (696 isolates, 37.4%). The resistance rates of Acinetobacter baumannii to the majority of antibiotics were >50%, particularly the resistance rate to cefoperazone/sulbactam increased from 47.37 in 2011 to 89.25% in 2014. However, the rates of imipenem and cilastatin sodium decreased from 81.03 to 69.44% due to the antibiotic policy. There were Pearson significant associations between the use of three antibiotics and resistance in Acinetobacter baumannii to this drug, piperacillin/tazobactam (r=0.
3.Prevalence of antibiotic resistant Staphylococcus aureus from raw milk samples collected from the local vendors in the region of Tirupathi, India.
Sudhanthiramani S1, Swetha CS1, Bharathy S1. Vet World. 2015 Apr;8(4):478-81. doi: 10.14202/vetworld.2015.478-481. Epub 2015 Apr 12.
AIM: The study was carried out with the aim to identify the suitability of the milk for consumer use with special reference to Staphylococcus aureus from milk samples collected from various local vendors and determine the antibiotic susceptibility pattern of those positive isolates.
4.THE FREQUENCY OF COMMUNITY-ACQUIRED METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS (CA-MRSA) AMONG SAMPLES IN INSTITUTE FOR PUBLIC HEALTH IN CANTON SARAJEVO.
Bektas S1, Obradovic A1, Aljicevic M2, Numanovic F3, Hodzic D1, Sporisevic L4. Mater Sociomed. 2016 Feb;28(1):61-5. doi: 10.5455/msm.2016.28.61-65. Epub 2016 Jan 30.
BACKGROUND: The increase in the incidence of methicillin-resistant Staphylococcus aureus (MRSA) infections lacking risk factors for exposure to the health care system has been associated with the recognition of new MRSA clones known as community-associated MRSA (CA-MRSA). These strains have been distinguished from health care-associated MRSA (HA-MRSA) strains by epidemiological, molecular and genetic means as well as by antibiotic susceptibility profile, tissue tropism and virulence traits.

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