Ticarcillin disodium

Chemical Nama a-Carboxy-a-(3-thienyl)methyl penicillin disodium salt Common Name — 

Trade Name Manufacturer Country Year Introduced 

A mixture of monobenzyl-3-thlenylmalonate (1.38 g, 5 mmol) and thionyl chloride (2.5 ml) was warmed at 50°C to 55°C for 1 hour, then at 60°C to 65°C for 10 minutes. The excess of thionyl chloride was removed In vacuo at not more than 30°C, the last traces being removed by codlstlllation with dry benzene (1 ml) under high vacuum, leaving monobenzyl- 

The acid chloride obtained as described above was dissolved In dry acetone (10 ml) and added In a steady stream to a stirred solution of 6-amlnopenlclllanlc acid (1.08 g, 5 mmol) In a mixture of N sodium bicarbonate (15 ml) and acetone (5 ml). After the Initial reaction the reaction mixture was stirred at room temperature for 45 minutes, then washed with ether (3 X 25 ml). Acidification of the aqueous solution with N hydrochloric acid (11 ml) to pH 2 and extraction with ether (3 x 15 ml) gave an ethereal extract which was decolorized with a mixture of activated charcoal and magnesium sulfate for 5 minutes. 

The resulting pale yellow ethereal solution was shaken with sufficient N sodium bicarbonate (4 ml) to give an aqueous extract of pH 7 to 7.5. This extract was concentrated to syrup at low temperature and pressure, then Isopropanol was added with stirring until the mixture contained about 10% water. 

This treatment is continued until the /3-diethylaminoethyl chloride disappears (TLC). The oil is then dissolved in isopropanol and weakly acidified w h HCI in propanol. The 2/3-N-diethyl-aminoethylthio-4-p-phenylthiophenyl-3H-1,5-benzodlazepine HCI product crystallizes by addition of anhydrous ethyl ether to the solution. The crystals are filtered and recrystallized from ethyl acetate. Yield 3.65 g, melting point 150°C. 

55 g of methyl iodide are added to a solution of 5.93 g of 2-/J-N-diethylaminoethylthio-4-p-phenylthiophenyl-3H-1,5-benzodiazepine in 100 ml of isopropanol. The mixture is kept at 20°C to 30°C for 60 hours. The crystals are then filtered. Yield 6.2 g, melting point 161°C. 

Massarani, E. and Degen, L. U.S. Patent 3,933,793 January 20, 1976 assigned to Recordati S.A. Chemical Pharmaceutical Co. 

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Phenethicillin potassium Sulbenicillin Ticarcillin disodium m-Aminophenoi... 

Sodium-containing drugs (e.g., carbenicillin disodium, ticarcillin disodium)... 

TICARCILLIN DISODIUM Use IV therapy in higher doses in serious urinary tract and systemic infections. IM injections should not exceed 2 g/injection. Adjust dose in renal dysfunction. 

Rx amoxicillin, ampicillin, bacampicillin, carbenicillin, cloxacillin, dicloxacillin, flucloxacillin, methicillin, mezlocillin, nafcillin, oxacillin, penicillin G benzathine, penicillin G potassium, penicillin Vpotassium, piperacillin, pivampicillin, pivme-cillinam, ticarcillin Penicillin and beta-lactamase inhibitors amoxicillin/ clavulanate potassium, ampicillin/sulbactam sodium, piperacillin sodium/ tazobactam sodium, ticarcillin disodium/clavulanate potassium Chemical Class Penicillin, natural... 

Ticarcillin disodium/clavulanate potassium (Tunentin) is an extended-spectrum penicillin and inhibits beta-lactamase. 

Combination of potassium salt with amoxicillin trihydrate, Amoksiklav, Augmentln, Staeillin with ticarcillin disodium, Betabactyl, Timentin. 

Phenethicillin potassium Sulbenicillin Ticarcillin dIsodium m-Aminophenol... 

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