Cefpirome
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| Category | Antibiotics |
| Catalog number | BBF-00738 |
| CAS | 84957-29-9 |
| Molecular Weight | 514.57 |
| Molecular Formula | C22H22N6O5S2 |
| Purity | 95% |
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Description
It is produced by the strain of Semisynthetic fourth generation cephalosporin for injection. Its sulfate salt is used in preparations.
Specification
| Related CAS | 98753-19-6 (sulfate) |
| Synonyms | Cefpirom; CEFPIROME; Cefpiroma; Cefpiromum; Cefrom; HR-810; Keitim |
| IUPAC Name | (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate |
| Canonical SMILES | CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCC5)C(=O)[O-] |
| InChI | InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1 |
| InChI Key | DKOQGJHPHLTOJR-WHRDSVKCSA-N |
Properties
| Appearance | White to Yellowish Crystalline Powder |
| Solubility | Soluble in Water; Almost insoluble in Ethanol, Ether |
Reference Reading
1.STABILITY OF CEFPIROME SULFATE IN AQUEOUS SOLUTIONS.
Zalewski P, Jelińska A, Paczkowska M, Garbacki P, Talaczyńska A, Stfpniak P, Cielecka-Piontek J. Acta Pol Pharm. 2016 Jan-Feb;73(1):23-7.
The influence of pH on the stability of cefpirome sulfate was investigated in the pH range of 0.44 - 13.00. The degradation of cefpirome sulfate as a result of hydrolysis was a pseudo-first-order reaction. General acid-base hydrolysis of cefpirome sulfate was not observed. In the solutions of hydrochloric acid, sodium hydroxide, acetate, borate and phosphate buffer, k(obs) = k(pH) because specific acid-base catalysis was observed. Specific acid-base catalysis of cefpirome sulfate consisted of the following reactions: hydrolysis of cefpirome sulfate catalyzed by hydrogen ions (kH+), hydrolysis of dications (k₁H₂O) monocations (k₂ H₂O), zwitter ions (k₃H₂O) and monoanions (k₄ H₂O) of cefpirome sulfate under the influence of water. The total rate of the reaction was equal to the sum of partial reactions k(pH) = kH+ x aH+ + kH₂O x f₁ + k₂H₂O x f₂ + k₃H₂O x f₃ + k₄ H₂O x f₄. Based on the dependence k(pH) = f(pH) it was found that cefpirome sulfate was the most stable in aqueous solutions in the pH range of 4-6.
2.In vitro bactericidal activity of cefepime and cefpirome against clinical isolates at Karachi.
Arsalan A1, Naqvi SB2, Ali SA3, Ahmed S1, Shakeel O4. Pak J Pharm Sci. 2015 May;28(3):841-7.
Antibiotics not only support to alleviate the infections but also facilitate to avert the multiplication of microbes. Due to the irrational use of antibiotics, the resistance of antibiotics has been augmented which results may increase in morbidity and mortality with the span of time. World renowned regulatory bodies like Food and Drug Administration (FDA), Center of Disease Control and Prevention (CDC), and World Health Organization (WHO) vigorously advocate the surveillance of the resistance of antibiotics. During the present study by Kirby-Bauer disk diffusion method 141 clinical isolates of Staphylococcus aureus (n=47, 33.34%), Escherichia coli (n=54, 38.3%), Proteus species (n=26, 18.4%), and Klebsiella pneumoniae (n=14, 9.92%) are evaluated against cefepime and cefpirome which comes of fourth generation cephalosporin. It has been found that cefpirome has better bactericidal activity than cefepime against E. coli and K. pneumoniae while cefepime has been possessed better antibacterial activity against S.
3.Antibiotic resistance in wastewater: occurrence and fate of Enterobacteriaceae producers of class A and class C β-lactamases.
Amador PP1, Fernandes RM, Prudêncio MC, Barreto MP, Duarte IM. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2015;50(1):26-39. doi: 10.1080/10934529.2015.964602.
Antibiotics have been intensively used over the last decades in human and animal therapy and livestock, resulting in serious environmental and public health problems, namely due to the antibiotic residues concentration in wastewaters and to the development of antibiotic-resistant bacteria. This study aimed to access the contribution of some anthropological activities, namely urban household, hospital and a wastewater treatment plant, to the spread of antibiotic resistances in the treated wastewater released into the Mondego River, Coimbra, Portugal. Six sampling sites were selected in the wastewater network and in the river. The ampicillin-resistant Enterobacteriaceae of the water samples were enumerated, isolated and phenotypically characterized in relation to their resistance profile to 13 antibiotics. Some isolates were identified into species level and investigated for the presence of class A and class C -lactamases. Results revealed high frequency of resistance to the -lactam group, cefoxitin (53.
4.The radiolytic studies of cefpirome sulfate in the solid state.
Zalewski P1, Skibiński R2, Szymanowska-Powałowska D3, Piotrowska H4, Kozak M5, Pietralik Z5, Bednarski W6, Cielecka-Piontek J7. J Pharm Biomed Anal. 2016 Jan 25;118:410-6. doi: 10.1016/j.jpba.2015.11.008. Epub 2015 Nov 10.
The possibility of applying radiation sterilization to cefpirome sulfate was investigated. The lack of changes in the chemical structure of cefpirome sulfate irradiated with a dose of 25 kGy, required to attain sterility, was confirmed by UV, FT-IR, Raman, DSC and chromatographic methods. Some radical defects with concentration no more than over a several dozen ppm were created by radiation. The antibacterial activity of cefpirome sulfate for two Gram-positive and three Gram-negative strains was changed. The radiation sterilised cefpirome sulfate was not in vitro cytotoxic against fibroblast cells.
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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 ╳
