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Натриевая соль цефазедона

Натриевая соль цефазедона структура
63521-15-3
CAS №
63521-15-3
Химическое название:
Натриевая соль цефазедона
английское имя:
Cefazedone sodium salt
Синонимы:
Nsc304118;Refosporin sodium salt;Cefazedone, sodium salt;Cefazedone sodium salt USP/EP/BP;Sodium (6R,7R)-7-[[(3,5-dichloro-4-oxo-1(4H)-pyridyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;sodium (6R-trans)-7-[[(3,5-dichloro-4-oxo-1(4H)-pyridyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;(6R,7R)-7-[[2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(3,5-dichloro-4-oxo-1(4H)-pyridinyl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl]-8-oxo-, monosodium salt, (6R-trans)-
CBNumber:
CB6878809
Формула:
C18H14Cl2N5NaO5S3
молекулярный вес:
570.42503
MOL File:
63521-15-3.mol

Натриевая соль цефазедона атрибут

FDA UNII: 658X66LF6Y

Заявления о рисках и безопасности

Токсичность LD50 in mice, rats, rabbits, dogs (mg/kg): 6800, 4225, 3200, 3000 i.v. (von Eberstein)

Натриевая соль цефазедона химические свойства, назначение, производство

Создатель

Cefazedone Sodium,Arocor Holdings Inc.

Производственный процесс

A solution of 1 eq. of the tert-butyl ester of 7-aminocephalosporanic acid and 1 eq. of dicyclohexylcarbodiimide in 100 ml of methylene chloride/DMF (1:1) is cooled to 0°C. The mixture is combined with 1 eq. of 3,5-dichloro-4- pyridone-1-acetic acid; after 5 min the ice bath is removed and the mixture agitated for another 30 min at 25°C. The thus-formed urea is filtered off and the filtrate filtered over silica gel (eluent: ethyl acetate/1% methanol). The solvent is concentrated by evaporation, and the thus-obtained tert-butyl ester of 7-(3,5-dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido)cephalosporanic acid is crystallized from ether.
1 eq. of the tert-butyl ester is dissolved in 30 ml of trifluoroacetic acid. After 30 minutes, the solution is evaporated and the thus-produced 7-(3,5-dichloro- 1,4-dihydro-4-oxo-1-pyridylacetamido)cephalosporanic acid crystallized from ether.
1 eq. of the obtained 7-(3,5-dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido) cephalosporanic acid is dissolved in 60 ml of saturated aqueous sodium bicarbonate solution at a pH of below 7 and combined with 1 eq. of 5-methyl- 1,3,4-thiadiazole-2-thiol in 20 ml of acetone. The reaction solution is agitated for 2 hours at 80°C and at a pH of 6.3 under a nitrogen atmosphere. The acetone is thereupon removed, the solution is washed with ether and acidified to pH 2. The thus-obtained 3-(1-methyltetrazolyl-5-mercaptomethyl)-7-(3,5- dichloro-1,4-dihydro-4-oxo-1-pyridylacetamido)-3-cephem-4-carboxylic acid is filtered off and dried. IR spectrum confirmed the structure of cefazedone.
In practice it is usually used as sodium salt.

Терапевтическая функция

Antibiotic

Натриевая соль цефазедона препаратная продукция и сырье

сырьё

препарат


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