9985. Vinconate

Nomenclature

CAS number: 70704-03-9
3-Ethyl-2,3,3a,4-tetrahydro-1H-indolo[3,2,1-de][1,5]naphthyridine-6-carboxylic acid methyl ester; chanodesethylapovincamine.
C18H20N2O2; mol wt 296.36.
C 72.95%, H 6.80%, N 9.45%, O 10.80%.

Description and references

Synthetic hexahydrocanthane alkaloid; vincamine analog. Prepn: BE 870887; J. A. A. Hannart, US 4200638 (1979, 1980 both to Omnium Chim.). Pharmacology: K. Ninomiya et al., Iyakuhin Kenkyu 23, 620 (1992), C.A. 118, 32823 (1992). Pharmacokinetics: M. Kinbara, Y. Satou, ibid. 275, C.A. 117, 123938 (1992). Nootropic activity: H. Kinoshita et al., Res. Commun. Chem. Pathol. Pharmacol. 84, 175 (1994). Clinical pharmacology: B. Saletu et al., Arch. Gerontol. Geriatr. 3, 127 (1984). Acute toxicity study: N. Nishimura et al., Yakuri to Chiryo 20, Suppl. 8, S1995 (1992), C.A. 118, 52241 (1992).

Chemical structure

Properties

mp 120-121°.

Derivative

Monohydrochloride.

Nomenclature

CAS number: 119600-43-0
OC-340; OM-853.
C18H20N2O2.HCl; mol wt 332.82.
C 64.96%, H 6.36%, N 8.42%, O 9.61%, Cl 10.65%.

Properties

mp 194-195°. LD50 in male, female mice, rats (mg/kg): 947, 699, 2582, 2348 orally; 127, 131, 112, 117 i.v.; 4073, 3446, >6000, >6000 s.c. (Nishimura).

Therapeutic Category

Nootropic.

Keywords

Nootropic