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| | 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 Basic information | | Preparation |
| Product 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 | | Synonyms: | 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;(1-{[(6R,7R)-7-[2-(2-aMino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-Methylethoxy)iMino]acetaMido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]Methyl}pyridin-1-iuM-2-yl)chloranuide hydrochloride;Ceftazidine Dihydrochloride;1-(((6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(((2-carboxypropan-2-yl)oxy)imino)acetamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)pyridin-1-ium chloride hydrochloride;Ceftazidime N-1 Intermediate;Ceftazidime Dihydrochloride
DISCONTINUED. Please see C244100 or C244128;1-{[(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridinium chloride hydrochloride (1:1:1) | | CAS: | 73547-70-3 | | MF: | C22H23N6O7S2.ClH.Cl | | MW: | 619.5 | | EINECS: | 615-984-2 | | Product Categories: | | | Mol File: | 73547-70-3.mol | ![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 Structure](CAS/GIF/73547-70-3.gif) |
| | 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 Chemical Properties |
| 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) |
| | 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 Usage And Synthesis |
| 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. | | Uses | 6S,7R-Ceftazidime Isomer is an impurity of Ceftazidime (C244100). Ceftazidime Third generation cephalosporin antibiotic. Antibacterial. |
| | 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 Preparation Products And Raw materials |
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