Cefepime Hydrochloride
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| Category | Antibiotics |
| Catalog number | BBF-04630 |
| CAS | 107648-80-6 |
| Molecular Weight | 553.48 |
| Molecular Formula | C19H26Cl2N6O5S2 |
| Purity | 95% |
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Description
It is an anti-bacterial drug and a non-competitive inhibitor. It is a semi-synthetic, fourth generation cephalosporin antibiotic.
Specification
| Related CAS | 88040-23-7 (free base inner salt) 88376-58-3 (free base) 156807-40-8 (Deleted CAS) 780810-19-7 (Deleted CAS) |
| Synonyms | Cefepime dihydrochloride; Cepimex; Axepim; Cepimax; Cefepime HCl; BMY 28142 Hydrochloride; Maxcef; Maxipime; Novapime; [6R-[6α,7β(Z)]]-1-[[7-[[(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-pyrrolidinium hydrochloride; Pyrrolidinium, 1-[[(6R,7R)-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, chloride, hydrochloride (1:1:1); Pyrrolidinium, 1-[[(6R,7R)-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, chloride, monohydrochloride; Pyrrolidinium, 1-[[7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, chloride, monohydrochloride, [6R-[6α,7β(Z)]]- |
| Storage | Store at -20°C |
| IUPAC Name | (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;chloride;hydrochloride |
| Canonical SMILES | C[N+]1(CCCC1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O.Cl.[Cl-] |
| InChI | InChI=1S/C19H24N6O5S2.2ClH/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11;;/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29);2*1H/b23-12-;;/t13-,17-;;/m1./s1 |
| InChI Key | XQQAUWFZBOTKFQ-MHRNPJSASA-N |
Properties
| Appearance | Solid |
| Application | Anti-Bacterial Agents |
| Antibiotic Activity Spectrum | Bacteria |
| Melting Point | 230°C (dec.) |
| Solubility | Soluble in Methanol |
Reference Reading
1.Therapeutic drug monitoring of cefepime with micellar electrokinetic capillary chromatography: Assay improvement, quality assurance, and impact on patient drug levels.
Theurillat R1, Joneli J1, Wanzenried U1, Schiess J1, Hurni M1, Weber T1, Sendi P2, Thormann W1. J Sep Sci. 2016 Apr 30. doi: 10.1002/jssc.201600271. [Epub ahead of print]
The improvement and performance of a micellar electrokinetic capillary chromatography assay for cefepime in human serum and plasma with a 50 μm id fused-silica capillary elongated from 40 to 60 cm is reported. Sample preparation with dodecylsulfate protein precipitation at pH 4.5, the pH 9.1 separation medium and the applied voltage were as reported previously[16]. The change resulted in a significant lower current, higher resolution and increased detection time intervals. The performance of the assay with multi-level internal calibration was assessed with calibration and control samples. Quality assurance data of a two year period assessed under the new conditions demonstrated the robustness of the assay. In serum samples of patients who received both cefepime and sulfamethoxazole, cefepime could not be detected due to the inseparability of the two compounds. The presence of an interference can be recognized by an increased peak width (width > 0.
2.Cefepime-Induced Neurotoxicity Despite Dose Adjustment for Renal Disease: A Brief Report and Review of the Literature.
Lindsay H1, Gruner S1, Brackett J1. J Pediatric Infect Dis Soc. 2016 May 4. pii: piw022. [Epub ahead of print]
Cefepime is increasingly used as empiric treatment for fever in the setting of neutropenia. We present a patient with acute-on-chronic renal disease who received cefepime at the appropriate dose for his glomerular filtration rate but developed cefepime-associated encephalopathy. Here, we review neurologic toxicities of cefepime and present suggestions for work-up and management.
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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 ╳
