Tibezonium iodide

Chemical Name 2j3-N-Diethylaminoethylthio-4-p-phenylthiophenyl-3H-1,5-benzodiazepine iodomethylate 

4-Acetyldiphenylsulfide is reacted with carbon disulfide in an initial step to give 4-phenyl-thiobenzoyl dithioacetic acid. That, in turn, is reacted with o-phenylenediamine. 

A mixture of 3.6 g of the thus obtained 4-p-phenylthiophenyl-l, 3-dihydro-2H-1,5-benzodi-azepine-2-thione, 0.50 g of 50% sodium hydride in oil and 200 ml of benzene is refluxed for 30 minutes, then a solution of 2.02 g of 3-diethylaminoethyl chloride in 5 ml of benzene are added dropwise over 5 minutes. 

The mixture is refluxed for 10 hours. The mixture is then cooled and filtered to separate the sodium chloride. The filtrate is evaporated to dryness in vacuo. The oily residue is dissolved 

This treatment is continued until the j3-diethylaminoethyl chloride disappears (TLC). The oil is then dissolved in isopropanol and weakly acidified w h HCI in propanol. The 2j3-N-diethyl-aminoethylthio-4-p-phenylthiophenyl-3H-1,5-benzodiazepine 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. 

Common Name Thiabenzazonium iodide Structural Formula  

Chemical Name 2j3-N-Diethvlaminoethylthio-4-p-phenvlthiophenyl-3H-1,5-benzodiazepine lodomethylate 

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Salicylic acid Carbon disulfide Cimetide Disulfiran Tibezonium iodide Tiocarlide... 

Pheniramine maleate Phenyltoloxamine Thonzylamine HCI Tibezonium iodide Trimethobenzamide HCI 2otepine... 

QHgN2 95-54-5) see Benperidol Droperidol Mibefradil hydrochloride Pyrazinamide Tiabendazole Tibezonium iodide... 

C17H21NO2S 1227-99-2) see Tiemonium iodide (phenylthio)acetaldehyde (CgHjOS 66303-55-7) see Sumatriptan (4-phenylthiobenzoyl)dithioacetic acid (C15H12OS3 41054-41-5) see Tibezonium iodide... 

Tibezonium Iodide. N,N-Diethyi-N-melhyl-2-[[4-[4-(phenylthio)phenyl]-3 H-I, S-benzodiazepin-2-yt thio -ethanaminium iodide diethy]methyl[2-[[4-[p-(phenylthio)-phenyl]-3H-l,5-benzodiazepin-2-yl]thio]ethy]]ammonium iodide 2-[d-(M-diethylamino)ethylthio]-4-(p-phenylthio)-phenyl-3H-1,5-benzodiazepine methiodide thiabenzazon-ium iodide Rec-15/0691 Amoral. CaH N,S2 mol wt 601.6], C 55.90%, H 5.36%, ] 21.09%, N 6.98%, S 10.66%, l,5-Benzodiazepine deny with bactericidal activity. Prepn D. Nardi et al, Swiss pat. 555,347 (1974 to Recordati). C.4 82, 434S0 (1975). Synthesis, physical characteristics, antibacterial activity eidem, Experieittia 31, 440 (1975) eidem. Farmaco Ed. Sci. 30, 248 (1975). Structure activity study C. Greico et al. ibid. 32, 909 (1977). Antimicrobial activity M. Veronese et al. Chemotherapy 23, 90 (1977). 

Pheniramine maleate Phenyltoloxamine Thonzylamlne HCI Tibezonium iodide Trimethobenzamide HCI Zotepine... 

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