Cefixime

Cefixime

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Cefixime
Category Antibiotics
Catalog number BBF-00722
CAS 79350-37-1
Molecular Weight 453.45
Molecular Formula C16H15N5O7S2
Purity > 95%

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Description

It is produced by the strain of Semisynthetic third generation oral cephalosporin. Cefixime is an antibiotic useful for the treatment of a number of bacterial infections.

Specification

Related CAS 125110-14-7 (trihydrate)
Synonyms FK-027; FR-17027; CL-284635; Cefixoral; Cefspan; Cephoral; Unixime; Cefixima; Cefiximum; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)((carboxymethoxy)imino)acetyl)amino)-3-ethenyl-8-oxo-, trihydrate, (6R-(6alpha,7beta(Z)))-
Shelf Life 2 month in rt, long time
Storage 2-8 °C under inert atmosphere
IUPAC Name (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Canonical SMILES C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
InChI InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
InChI Key OKBVVJOGVLARMR-QSWIMTSFSA-N

Properties

Appearance White to Yellowish Crystalline Powder
Application Cefixime is useful for the treatment of a number of bacterial infections, such as in acute otitis media, respiratory tract infections, and urinary tract infections and so on. It is effective against a variety of Gram-negative bacteria, including E. coli, K. pneumoniae, and H. influenzae.
Melting Point > 170 °C (dec.)
Density 1.85±0.1 g/cm3 (Predicted)
Solubility Slightly soluble in Water, DMSO, Methanol; Sparingly soluble in anhydrous Ethanol; Practically insoluble in Ethyl Acetate

Reference Reading

1.Results from the Survey of Antibiotic Resistance (SOAR) 2011-13 in Ukraine.
Feshchenko Y1, Dzyublik A1, Pertseva T2, Bratus E3, Dzyublik Y1, Gladka G4, Morrissey I5, Torumkuney D6. J Antimicrob Chemother. 2016 May;71 Suppl 1:i63-i69. doi: 10.1093/jac/dkw068.
OBJECTIVES: To determine the antibiotic susceptibility of respiratory isolates of Streptococcus pneumoniae and Haemophilus influenzae collected in 2011-13 from Ukraine.
2.High prevalence of typhoidal Salmonella enterica serovars excreting food handlers in Karachi-Pakistan: a probable factor for regional typhoid endemicity.
Siddiqui TR1, Bibi S2, Mustufa MA3, Ayaz SM2, Khan A4. J Health Popul Nutr. 2015 Dec 8;33(1):27. doi: 10.1186/s41043-015-0037-6.
BACKGROUND: Typhoid fever is the persistent cause of morbidity worldwide. Salmonella enterica serovar's carriers among food handlers have the potential to disseminate this infection on large scale in the community. The purpose of this study was to determine the prevalence of typhoidal S. enterica serovars among food handlers of Karachi.
3.Comparison of Assurance GDS<sup>®</sup> MPX ID for Top STEC with Reference Culture Methods for the Detection of <em>E. coli </em>Top 6 STEC; Direct Confirmation of Top 6 STEC from Isolation Plates and Determination of Equivalence o
J AOAC Int. 2016 Mar 19. [Epub ahead of print]
Assurance GDS® MPX ID for Top Shiga toxin-producing Escherichia coli (STEC; MPX ID) was validated according to the AOAC INTERNATIONAL Methods Committee Guidelines for Validation of Microbiological Methods for Foods and Environmental Surfaces as (1) a secondary screening method for specific detection of the Top 6 STEC serogroups (O26, O45, O103, O111, O121, and O145) in raw beef trim, raw ground beef, raw spinach, and on stainless steel; and (2) as a confirmatory method for the identification of pure culture isolates as Top 6 STEC. MPX ID is used in conjunction with the upfront BCS Assurance GDS MPX Top 7 STEC assay. This Performance Tested Method SM validation has two main parts: Method Developer studies and the Independent Laboratory study. A total of 180 samples and controls were analyzed. Results showed that MPX ID had no statistically significant differences with the reference culture methods for the detection of Top 6 STEC in the food matrixes (raw beef trim, raw ground beef, and raw spinach) and environmental sponges (stainless steel) studied.
4.Glycoside-based niosomal nanocarrier for enhanced in-vivo performance of Cefixime.
Imran M1, Shah MR2, Ullah F3, Ullah S4, Elhissi AM5, Nawaz W6, Ahmad F7, Sadiq A8, Ali I9. Int J Pharm. 2016 Apr 2;505(1-2):122-132. doi: 10.1016/j.ijpharm.2016.03.042. [Epub ahead of print]
This study aimed to evaluate the potential of a novel glycoside non-ionic surfactant synthesized and characterized in our laboratory for increased oral bioavailability of Cefixime. The surfactant was synthesized by simple etherification of bergenin with bromoundecane and characterized by 1H NMR and mass spectroscopy (MS). Biocompatibility of the surfactant (BRM-BG) was assessed by in-vitro cytotoxicity against NIH/3T3 cells and human blood hemolysis. In-vivo acute toxicity was evaluated in mices. Cefixime loaded BRM-BG niosomes were investigated for drug entrapment efficiency using HPLC and surface morphology and vesicle size by atomic force microscopy (AFM) and dynamic light scattering (DLS). The in-vivo oral bioavailability and pharmacokinetics studies were carried out using rabbits. Cefixime loaded BRM-BG vesicles were spherical in the size range of 178.66±8.17nm with a polydipersity index (PDI) of 0.20±0.01, offering an entrapment efficiency as high as 78.

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