| Identification | More | [Name]
1-[[(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)[(1-carboxy-1-methylethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium chloride monohydrochloride | [CAS]
73547-70-3 | [Synonyms]
CEFTAZIDIME DIHYDROCHLORIDE
3-CHLORO-4-FLUOROBENZYLAMINE,98%
1-[[(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)[(1-carboxy-1-methylethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium chloride monohydrochloride | [EINECS(EC#)]
615-984-2 | [Molecular Formula]
C22H24Cl2N6O7S2 | [MDL Number]
MFCD06658281 | [Molecular Weight]
619.5 | [MOL File]
73547-70-3.mol |
| Questions And Answer | Back Directory | [Preparation]
Currently, two different methods for preparing ceftazidime are reported in the literature: The first method uses 7-aminocephalosporanic acid (7-ACA) as the starting core, reacting it with pyridine in the presence of trimethyliodosilane (TMSI) to obtain 7-APCA dihydrochloride. This dihydrochloride reacts with the active ester of the ceftazidime side chain acid to obtain ceftazidime tert-butyl ester. This tert-butyl ester is then hydrolyzed to obtain ceftazidime pentahydrate, which is mixed with sodium carbonate to prepare the injectable active pharmaceutical ingredient. The second method uses 7-phenylacetamide-3-chloromethylcephalosporanic acid p-methoxybenzyl ester (GCLE) as the starting core, reacting it with potassium iodide to obtain the ceftazidime intermediate 7-phenylacetamido-3-iodomethyl-3-cephalosporin-4-carboxylic acid p-methoxybenzyl ester. This intermediate undergoes a series of reactions, including nucleophilic substitution, with pyridine to obtain the target product. 1-[[(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)[(1-carboxy-1-methylethoxy)imino]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium chloride monohydrochloride can be used as a raw material for the preparation of ceftazidime formulations. |
| Chemical Properties | Back Directory | [density ]
1.185g/cm3 at 20℃ | [vapor pressure ]
18-1800Pa at 20℃ | [form ]
Solid:particulate/powder | [InChIKey]
JLZLIGALAZXURA-NINLSHECNA-N | [SMILES]
C(C1=C(CS[C@]2([H])[C@H](NC(=O)/C(/C3N=C(N)SC=3)=N\OC(C)(C)C(=O)O)C(=O)N12)C[N+]1=CC=CC=C1)(=O)O.[Cl-].Cl |&1:5,7,r| | [LogP]
-6.028--3.36 | [CAS DataBase Reference]
73547-70-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
6S,7R-Ceftazidime Isomer is an impurity of Ceftazidime (C244100). Ceftazidime Third generation cephalosporin antibiotic. Antibacterial. |
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