Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1993-12-09
1995-05-30
Ivy, C. Warren
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546282, C07D40100
Patent
active
054202868
ABSTRACT:
Disclosed is a method of obtaining (S)-(-)-3-(1-methyl-2-pyrrolidinyl)-2-pyridone (2) and (R)-(+)-3-(1-methyl-2-pyrrolidinyl)-2-pyridone (3) by resolving a racemic mixture of the compounds (2) and (3). More specifically, disclosed is a method of obtaining the optically active nicotine derivatives (2) and (3) shown below, which comprises steps of binding (.+-.)-3-(1-methyl-2-pyrrolidinyl)-2-pyridone to a sugar derivative, resolving the obtained compound into two types of stereoisomers, and treating them under an acidic condition. ##STR1##
REFERENCES:
patent: 2315314 (1943-03-01), Burger et al.
patent: 3644176 (1972-02-01), Squires et al.
patent: 3915714 (1975-10-01), Saleck et al.
patent: 4321387 (1982-03-01), Chavdarian et al.
patent: 5254543 (1993-10-01), Hanks et al.
Chemical Abstracts, vol. 79, No. 23, abstract No. 136957 (1973).
Chemical Abstracts, vol. 109, No. 14, abstract No. 121772 (1987).
Chemical Abstracts, vol. 97, No. 1, abstract No. 6716 (1982).
"Biochemistry", 57, 447-471 (1985).
"N-Glycoside of Nicotine Derivative: N-[5-(N'-Methyl-2'-pyrrolidinyl)-2-pyridon]-.beta.-D-glucopyranoside" by A. Ohnishi et al., Agric. Biol. Chem., 46(3), 831-832, 1982.
"The Effects of d-Nicotine and I-Isomer on Nicotinic Receptors" by S. Ikushima et al, The Journal Of Pharmacology And Experimental Therapeutics, vol. 222, No. 2, pp. 463-470 (1982).
"Antinociceptive action of nicotine and its methiodide derivatives in mice and rats" by M. D. Aceto, Br. J. Pharmas. (1983), 79, pp. 869-876.
Chem. Ber., 57B, 1163-1168 (1924).
Kuno Hideyuki
Matsushita Hajime
Shibagaki Makoto
Takahashi Kyoko
Ivy C. Warren
Japan Tobacco Incorporated
Owens A. A.
LandOfFree
Optical resolution method of a nicotine derivate does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Optical resolution method of a nicotine derivate, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Optical resolution method of a nicotine derivate will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-363196