| Identification | Back Directory | [Name]
Fentonium | [CAS]
5868-06-4 | [Synonyms]
Z-326
FA-402
Ulcesium
Fentonium
Phentonium
Ketoscilium
[8-methyl-8-[2-oxo-2-(4-phenylphenyl)ethyl]-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate bromide
[8-methyl-8-[2-oxo-2-(4-phenylphenyl)ethyl]-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenyl-propanoate bromide
3-hydroxy-2-phenyl-propionic acid [8-[2-keto-2-(4-phenylphenyl)ethyl]-8-methyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester bromide | [Molecular Formula]
C31H34BrNO4 | [MOL File]
5868-06-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
203-205° (dec); mp 193-194° | [alpha ]
D23 -5.68° (c = 5 in DMF); D25 -4.7° (c = 5 in DMF) | [form ]
Solid | [color ]
White to off-white |
| Hazard Information | Back Directory | [Originator]
Hoelcesium,Zambon,Italy | [Uses]
Fentonium bromide is an anti-ulcerogenic, anticholinergic and antispasmodic agent. Fentonium bromide can be used in the research of neurological conditions[1][2][3]. | [Manufacturing Process]
5.50g (0.02 mol) of p-phenylphenacyl bromide were dissolved in 56 cc of
anhydrous acetone previously heated to about 40°C. This solution was added,
with stirring, to a solution of 5.70 g (0.02 mol) of 1-hyoscyamine in 43 cc of
anhydrous acetone; the reaction solution was maintained at 45°C and stirred
for about six hours.
After standing overnight in the refrigerator, the precipitate was collected by
filtration and dried in vacuo at 60°C. Yield: 10.2 g; MP = 193°C to 194°C. | [Therapeutic Function]
Anticholinergic, Spasmolytic | [in vivo]
Fentonium bromide (1 mg/kg, i.v.) is an effective antagonist of gastric secretion in rats[1].
Fentonium bromide (phentonium, 1 mg/kg, i.p.) prevents stress ulcers in rats[1].
| Animal Model: | Bethanechol-, pentagastrin-, and caerulein-induced gastric secretion in rats[1] | | Dosage: | 1 mg/kg | | Administration: | Intravenous injection (i.v.) | | Result: | Inhibited gastric acid secretion. |
| Animal Model: | Rats[2] | | Dosage: | 1 mg/kg | | Administration: | Intraperitoneal injection (i.p.) | | Result: | Decreased both the number of pre-ulceral lesions and the number of gastroduodenal ulcers in comparison with untreated controls. |
| [References]
[1] M Impicciatore, et al. Inhibitory effect of fentonium on gastric acid secretion in different laboratory animals. Farmaco Sci. 1977 Jul;32(7):482-9. PMID:19285
[2] Jacob Elimar, et al. Action of phentonium in the prevention of stress ulcers in rats. Revista Brasileira de Clinica e Terapeutica (1975), 4(7), 295-300. |
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