Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Bacterium or component thereof or substance produced by said...
Patent
1980-10-28
1984-09-18
Daus, Donald G.
Drug, bio-affecting and body treating compositions
Antigen, epitope, or other immunospecific immunoeffector
Bacterium or component thereof or substance produced by said...
546168, 546174, 546176, 546177, A61K 3147, C07D40106
Patent
active
044724039
ABSTRACT:
The invention is concerned with novel quinicine and cinchonicine derivatives having cardiovascular activities of the formula or a salt thereof, ##STR1## in which A--B is --CH.sub.2 --CH.sub.2, --CHOH--CH.sub.2 --, --CH.sub.2 --CHOH--, --C(O)--CH.sub.2 --, --CH.sub.2 --C(O)--, --C(NOR.sup.4)--CH.sub.2 -- or --CH.sub.2 --C(NOR.sup.4)--; R.sup.1 is hydrogen, hydroxy or lower alkoxy; R.sup.2 is ethyl or vinyl; R.sup.3 is C.sub.2-8 alkyl, C.sub.1-8 hydroxyalkyl, lower alkoxy-alkyl or lower alkanoyloxyalkyl, C.sub.3-6 cycloalkyl, hydroxycycloalkyl, lower alkoxycycloalkyl or lower alkanoyloxycycloalkyl, cycloalkyl lower alkyl, hydroxy-, lower alkoxy- or lower alkanoyloxycycloalkyl lower alkyl; cyano, cyano lower alkyl, lower alkenyl, lower alkynyl, tetrahydrofuryl, mono- or di-lower alkylamino lower alkyl, mono- or di-lower alkylamino lower hydroxy alkyl; optionally substituted phenyl, phenyl lower alkyl or phenyl hydroxy lower alkyl, optionally substituted diphenyl lower alkyl, optionally substituted phenyl lower alkenyl, optionally substituted benzoyl or benzoyl lower alkyl, optionally substituted heteroaryl or heteroaryl lower alkyl, or optionally substituted heteroaroyl or heteroaroyl lower alkyl; R.sup.4 is lower alkyl, and Z is hydrogen, lower alkyl or optionally substituted phenyl, or Z and R.sup.3 together with the carbon atom to which they are attached form a C.sub.3-6 cycloalkyl group, whereby the substituents at the 3- and 4-position of the piperidine ring are in the cis-position, excluding N-[C.sub.2-6 alkyl, C.sub.2-6 hydroxyalkyl, NN-di-lower alkylamino lower alkyl, optionally substituted C.sub.7-11 aralkyl] substituted derivatives of quinicine and cinchonicine.
The compounds of the formula may be in the form of their optically active enantiomers and/or their therapeutically acceptable salts.
Methods for the preparation of the compounds of the formula are also disclosed and form part of the invention.
REFERENCES:
patent: 3953453 (1976-04-01), Grethe et al.
patent: 4237139 (1980-12-01), Champseix et al.
patent: 4238612 (1980-12-01), Barieux et al.
patent: 4299835 (1981-11-01), Champseix et al.
Lyle et al., Tetrahedron, vol. 23, No. 8, pp. 3253-3263, (1967).
Gutzwiller et al., J. Am. Chem. Soc., vol. 100, No. 2, pp. 576-581, (01/18/78).
Heidelberger, et al., J. AM. Chem. Soc., vol. 44, pp. 1098-1107, (1922).
Dawes, British J. Pharmacol., 1, pp. 90-111, (1946).
de Bode Ronus
Trijzelaar Hans B.
Welle Hendricus B. A.
A.C.F. Chemiefarma N.V.
Daus Donald G.
Rivers Diana G.
LandOfFree
Quinoline derivatives and pharmaceutical compositions and method does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Quinoline derivatives and pharmaceutical compositions and method, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Quinoline derivatives and pharmaceutical compositions and method will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-793649