|
|
| | Cefepime hydrochloride Basic information |
| Product Name: | Cefepime hydrochloride | | Synonyms: | Cefepim dihydrochloride;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, monohydrate;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, monohydrate, [6R-[6α,7β(Z)]]-;(6R,7R)-7-[(Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetamido]-3-[1-(1-methylpyrrolidinyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid hydrochloride monohydrate;Cefepime hydrochloride;7-[[2-(2-amino-4-thiazolyl)-2-methoxyimino-1-oxoethyl]amino]-3-[(1-methyl-1-pyrrolidin-1-iumyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride;Cefepime Hydrochloride Crude;(4.2.0)oct-2-en-3-yl)methyl)-1-methylpyrrolidinium chloride, 7(sup 2)-(Z)-(O-methyloxime), monohydrochloride, monohydrate | | CAS: | 123171-59-5 | | MF: | C19H28Cl2N6O6S2 | | MW: | 571.49 | | EINECS: | 642-959-3 | | Product Categories: | Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Heterocyclic Compounds;123171-59-5 | | Mol File: | 123171-59-5.mol |  |
| | Cefepime hydrochloride Chemical Properties |
| Melting point | 150°C (dec.) | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | Soluble in DMSO | | form | powder | | color | white to faint yellow | | Sensitive | Light Sensitive | | Major Application | pharmaceutical (small molecule) | | InChIKey | LRAJHPGSGBRUJN-ZVMPLFRQNA-N | | SMILES | C(C1=C(CS[C@]2([H])[C@H](NC(=O)/C(/C3N=C(N)SC=3)=N\OC)C(=O)N12)C[N+]1(CCCC1)C)(=O)O.[Cl-].Cl.O |&1:5,7,r| | | CAS DataBase Reference | 123171-59-5(CAS DataBase Reference) |
| | Cefepime hydrochloride Usage And Synthesis |
| Chemical Properties | White to pale yellow powder | | Uses | antipsoriatic, protein synthesis inhibitor | | Uses | Cefepime hydrochloride monohydrate is used as a broad spectrum antibiotic targeting a wide variety of naturally antibiotic resistant Gram-positive and Gram-negative bacteria. It is resistant to hydrolysis by common plasmid and/or chromosomally-mediated β-lactamases. | | Uses | Semisynthetic, fourth generation cephalosporin antibiotic. Antibacterial | | Definition | ChEBI: A hydrochloride that is the monohydrate of the dihydrochloride salt of cefepime. | | Synthesis | At room temperature (15-25C), 171g of sodium isocaproate (1.03 mol) was dissolved in 900mL of water and 200mL of acetone, and 300g of cefepime sulfate (0.52 mol, weight by weight in anhydrous) was added in batches with effective stirring to form a well-flowing slurry system. 1600mL of acetone and an appropriate amount of activated charcoal were added after 10 minutes and stirred for 30 minutes. The solid was separated by centrifugation or diafiltration. The filter cake was washed with 500 mL of a mixed acetone-water 2:1 (v/v) solution and the filtrates were combined. 18% HCl was added to the filtrate with stirring to pH 1.0 to 1.5. 8 L of acetone was then added over 1 hr. The system was cooled down again to 5 to 10C and stirring was continued for 1 hr. Filter extraction. The filter cake was washed with acetone and dried under vacuum at 40C to give about 270 g of white crystalline powder. Purity 99.7%, water content 3.8% (K-F method), acetone residue 0.25%. The product is cefepime dichlorohydrate monohydrate, i.e. cefepime hydrochloride. All quality indicators meet the requirements of the U.S. Pharmacopeia. |
| | Cefepime hydrochloride Preparation Products And Raw materials |
|