Cefepime hydrochlorideProduct ingredient for Cefepime
- Name
- Cefepime hydrochloride
- Drug Entry
- Cefepime
Cefepime is a fourth-generation cephalosporin antibiotic developed in 1994. Cefepime is active against Gram-positive and Gram-negative bacteria, and has greater activity against both compared to third-generation antibiotics.1,4 Cefepime is normally used to treat severe nosocomial pneumonia and infections caused by multi-resistant microorganisms such as Pseudomonas aeruginosa, and is also indicated for the empirical treatment of febrile neutropenia.4 The popularity of its third-generation predecessors, its clinical efficacy, and the high prevalence of multidrug-resistant bacteria might be some of the factors leading to an increase in the use of cefepime. The activity of cefepime against Enterobacteriaceae, Pseudomonas aeruginosa, and Staphylococcus aureus is due to its high stability toward beta-lactamases.4 In general, cefepime seems to be well tolerated; however, patients treated with this antibiotic, especially those with renal impairment, may develop neurotoxicity.4,5,6
- Accession Number
- DBSALT000920 (DBSALT000919)
- Structure
Structure for Cefepime hydrochloride (DBSALT000920)
- Synonyms
- Cefepime dihydrochloride monohydrate / Cefepime HCl / Cefepime hydrochloride monohydrate
- UNII
- I8X1O0607P
- CAS Number
- 123171-59-5
- Weight
- Average: 571.49
Monoisotopic: 570.0888804 - Chemical Formula
- C19H28Cl2N6O6S2
- InChI Key
- LRAJHPGSGBRUJN-OMIVUECESA-N
- InChI
- InChI=1S/C19H24N6O5S2.2ClH.H2O/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;1H2/b23-12-;;;/t13-,17-;;;/m1.../s1
- IUPAC Name
- 1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium hydrate dihydrochloride
- SMILES
- O.Cl.Cl.[H][C@]12SCC(C[N+]3(C)CCCC3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C([O-])=O
- External Links
- KEGG Compound
- C12557
- ChemSpider
- 7845541
- ChEBI
- 31368
- ChEMBL
- CHEMBL1200962
- Wikipedia
- Cefepime
- Predicted Properties
Property Value Source Water Solubility 0.0173 mg/mL ALOGPS logP -0.37 ALOGPS logP -4.2 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 2.82 Chemaxon pKa (Strongest Basic) 3.62 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 150.04 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 141.98 m3·mol-1 Chemaxon Polarizability 47.53 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon