13-10006. Velnacrine [Archived]

Nomenclature

CAS number: 104675-29-8
9-Amino-1,2,3,4-tetrahydro-1-acridinol.
C13H14N2O; mol wt 214.26.
C 72.87%, H 6.59%, N 13.07%, O 7.47%.

Description and references

Cognition enhancing acetylcholinesterase inhibitor; major metabolite of tacrine. Prepn: G. M. Shutske, F. A. Pierrat, EP 179383; eidem, US 4631286 (both 1986 to Hoechst-Roussel); G. M. Shutske et al., J. Med. Chem. 31, 1278 (1988); eidem, ibid. 32, 1805 (1989). Clinical pharmacokinetics: S. K. Puri et al., J. Clin. Pharmacol. 30, 948 (1990). Pharmacology: M. F. M. Braga et al., Br. J. Pharmacol. 102, 909 (1991). Structure-activity study: D. A. Butterfield, A. Rangachari, Biochem. Biophys. Res. Commun. 185, 596 (1992). HPLC determn in biological fluids: R. S. Hsu et al., J. Chromatogr. 494, 347 (1989). Clinical evaluation in Alzheimer's disease: M. F. Murphy et al., Ann. N.Y. Acad. Sci. 640, 253 (1991).

Chemical structure

Properties

Powder, mp 245°.

Derivative

Maleate.

Nomenclature

CAS number: 118909-22-1
HP-029; Mentane (Hoechst-Roussel).
C13H14N2O.C4H4O4; mol wt 330.34.
C 61.81%, H 5.49%, N 8.48%, O 24.22%.

Properties

Crystals from methanol and ethyl acetate, mp 171-173°. LD50 in mice (mg/kg): 136 orally; 162 i.p. (Shutske 1988, 1989).

Therapeutic Category

Nootropic.

Keywords

Nootropic

Status

This monograph has been retired and is no longer subject to revision or update.