3915. Exifone

Nomenclature

CAS number: 52479-85-3
(2,3,4-Trihydroxyphenyl)(3,4,5-trihydroxyphenyl)methanone; 2,3,3′,4,4′,5′-hexahydroxybenzophenone; 4-galloylpyrogallol; Adlone (Pharmascience).
C13H10O7; mol wt 278.21.
C 56.12%, H 3.62%, O 40.26%.

Description and references

Cognition enhancing agent. Prepn: H. Bleuler, A. G. Perkin, J. Chem. Soc. 109, 529 (1916); see also DE 49149 (1889 to BASF). Prepd but not claimed: J. M. Gazave et al., DE 2501443; eidem, US 4015017 (1975, 1977 both to Pharmascience). Pharmacology: R. D. Porsolt et al., Arzneim.-Forsch. 37, 388 (1987). Animal studies in memory improvement: R. D. Porsolt et al., Pharmacol. Biochem. Behav. 27, 253 (1987); in antagonism of benzodiazepine-induced amnesia: R. D. Porsolt et al., Psychopharmacology 95, 291 (1988). Clinical evaluation in senile dementia: F. Piette et al., Rev. Geriatr. 11, 375 (1986); in Parkinson's disease: H. Allain et al., Fundam. Clin. Pharmacol. 2, 1 (1988).

Chemical structure

Properties

Crystals from aqueous solution, mp 270° (Gazave); also reported as faintly yellow needles from water, mp 272-273° (Bleuler, Perkin). LD50 in rats (g/kg): 0.355 i.p.; 1.425 orally (Gazave).

Therapeutic Category

Nootropic.

Keywords

Nootropic